Latest / The Official SaaStr Podcast: SaaS | Founders | Investors / The Future of AI in SaaS Sales with Henry Schuck, CEO of ZoomInfo and SaaStr CEO Jason Lemkin
Transcript
- 0:00SPEAKER_02: If you want to see where AI is going in sales, just pop over to post sales.
- 0:03SPEAKER_02: Just pop over to our friends.
- 0:07SPEAKER_02: We ask, will humans be automated away in sales?
- 0:10SPEAKER_02: It's a fun question.
- 0:12SPEAKER_02: Already happened in,
- 0:13SPEAKER_02: if you look at the homepage of everyone doing customer support software,
- 0:17SPEAKER_02: if you look at Zendesk,
- 0:18SPEAKER_02: Intercom,
- 0:18SPEAKER_02: or Gorgias and you squint,
- 0:19SPEAKER_02: you know what they all say if you squint?
- 0:21SPEAKER_02: You can lay off 40% of your team with AI.
- 0:23SPEAKER_02: You can lay off 40% of your team.
- 0:25SPEAKER_02: We can argue whether that works in sales or not, but it's the same.
- 0:29SPEAKER_02: It's just, there's more pull there in post-sales, right?
- 0:31SPEAKER_02: So we should learn from it in sales for leadership, for transparency, for product.
- 0:35SPEAKER_02: Like, here's your little crystal ball.
- 0:37SPEAKER_02: It's not quite going to work in sales, but it's the same tsunami that's going to come.
- 0:41SPEAKER_00: Welcome to the ZI Labs podcast.
- 0:44SPEAKER_00: I'm Ben Salzman with my esteemed co-host, Henry Shuck.
- 0:48SPEAKER_00: Very excited to have on Jason Lemkin, the CEO of Saster.
- 0:51SPEAKER_00: Jason, welcome.
- 0:52SPEAKER_00: Great to be here.
- 0:52SPEAKER_00: Thank you.
- 0:53SPEAKER_00: You're a hero of mine.
- 0:55SPEAKER_00: I've been following your stuff for a really long time.
- 0:57SPEAKER_00: How long, Ben?
- 0:59SPEAKER_00: How long?
- 1:00SPEAKER_00: So when I joined a startup in 2013,
- 1:01SPEAKER_00: and I'm saying this seriously,
- 1:04SPEAKER_00: my CEO told me,
- 1:05SPEAKER_00: I don't really have time to manage you,
- 1:07SPEAKER_00: but Jason Lemkin's your boss.
- 1:09SPEAKER_00: Read his blog post first.
- 1:10SPEAKER_00: If he puts out a post about a process and you come and ask me about it, I'm going to yell at you.
- 1:15SPEAKER_01: I think the real OGs follow Jason on Quora.
- 1:19SPEAKER_00: It's really OG.
- 1:20SPEAKER_00: It's really OG, yeah.
- 1:21SPEAKER_00: So Jason,
- 1:22SPEAKER_00: if you don't already know him as a founder of Sasser,
- 1:24SPEAKER_00: he built the community over half a million SaaS executives.
- 1:27SPEAKER_00: You run a big events business.
- 1:28SPEAKER_00: You have an investment firm.
- 1:29SPEAKER_00: You do a lot of things to, I think, help lift up the SaaS community.
- 1:34SPEAKER_00: Maybe just do a quick intro for our audience.
- 1:37SPEAKER_02: That's a pretty good one.
- 1:38SPEAKER_02: Since I sold my last company accidentally to a big tech company,
- 1:41SPEAKER_02: I've been on a mission to help other founders and fast forward,
- 1:47SPEAKER_02: oy vey,
- 1:48SPEAKER_02: 12 years.
- 1:49SPEAKER_02: We've got 10,000 pieces of content, thousands of podcasts, 15,000 people a year come to our events.
- 1:54SPEAKER_02: Henry came to Barcelona when we were there and we're quirky because we're on a
- 1:59SPEAKER_02: mission to just help other founders and executives.
- 2:02SPEAKER_02: So it's
- 2:04SPEAKER_02: A lot of folks produce content now,
- 2:05SPEAKER_02: which is cool,
- 2:06SPEAKER_02: but I do think not having a game to play makes it special.
- 2:11SPEAKER_02: And I was like a pretty good founder.
- 2:14SPEAKER_02: I had a nine-figure exit, an eight-figure exit.
- 2:16SPEAKER_02: I didn't build a multi-billion dollar company like our esteemed host,
- 2:20SPEAKER_02: but I was just good enough to see who was better than me,
- 2:23SPEAKER_02: to see the Henrys and the others.
- 2:25SPEAKER_02: And maybe that's what's special about me is I went far enough to know the game and
- 2:29SPEAKER_02: I have enough respect to know the folks that are better than me like Henry.
- 2:33SPEAKER_02: And I think that's produced maybe a little bit of magic.
- 2:36SPEAKER_01: Jason, I don't know if that's true.
- 2:38SPEAKER_01: It's true.
- 2:39SPEAKER_01: What is different between you and me other than I stuck around longer?
- 2:44SPEAKER_02: I'm going to guess a couple things.
- 2:46SPEAKER_02: One is we're probably equally committed, right?
- 2:49SPEAKER_02: But you're probably even more tenaciously focused on the goal,
- 2:53SPEAKER_02: like doing crazy M&A and bootstrapping your company and all that stuff.
- 2:58SPEAKER_02: I was always focused on the goal, but maybe a little conservative.
- 3:01SPEAKER_02: Maybe you built, I don't know this, maybe you built an even better team than I did.
- 3:05SPEAKER_02: for example, that can be a difference.
- 3:07SPEAKER_02: Maybe you're a better recruiter, right?
- 3:09SPEAKER_02: As a founder, the hardest thing is recruiting once you have product market fit.
- 3:13SPEAKER_02: Product market fit's the hardest thing, but then after that, nothing matters but the team.
- 3:17SPEAKER_02: So I don't know, but I can, I think you have a multi-decade commitment, right?
- 3:24SPEAKER_02: And I don't know that I had it as a founder.
- 3:26SPEAKER_02: I was still learning each time.
- 3:27SPEAKER_02: I was insanely committed, but maybe not forever.
- 3:30SPEAKER_02: for 20 years, right?
- 3:32SPEAKER_01: There's recruiting and there's also just like people building.
- 3:36SPEAKER_01: And I think a lot of bootstrapped founders who are less like capital infused,
- 3:44SPEAKER_01: that they have to actually be great at developing their people almost equally to
- 3:51SPEAKER_01: their ability to recruit great people.
- 3:53SPEAKER_01: Because oftentimes I bootstrapped the company to 25 million in revenue and then I brought in
- 4:00SPEAKER_01: Private equity wasn't like, go spend everything you can to grow.
- 4:03SPEAKER_01: They're like, this thing looks good.
- 4:06SPEAKER_01: Spend a little more and make it twice as big.
- 4:09SPEAKER_01: And so I didn't have a heavy budget to go get the best people.
- 4:13SPEAKER_01: I found good people who I thought I could develop into great people.
- 4:17SPEAKER_02: Yep.
- 4:18SPEAKER_02: Yeah, I think it's a good point.
- 4:20SPEAKER_02: I think when I think reflect on it, I think what my shortcomings are as a founder is
- 4:26SPEAKER_02: which you have addressed with the best address is it's not recruiting one
- 4:29SPEAKER_02: management team,
- 4:30SPEAKER_02: it's recruiting five or six.
- 4:32SPEAKER_02: How long have you been doing, when was ZoomInfo founded?
- 4:332007.
- 4:34SPEAKER_02: Okay, 2007.
- 4:36SPEAKER_02: So the average tenure of a VP, if they're good, is probably three and a half years, right?
- 4:40SPEAKER_02: So help me with the math.
- 4:41SPEAKER_02: What's 17 divided by three and a half?
- 4:43SPEAKER_02: Five management teams, right?
- 4:45SPEAKER_02: So I remember as a founder,
- 4:47SPEAKER_02: I remember I was sitting with my board when we just crossed $10 million in revenue
- 4:50SPEAKER_02: and we were growing 100%.
- 4:52SPEAKER_02: I thought that wasn't good enough back then and cash flow positive.
- 4:55SPEAKER_02: We didn't have Sastr or Henry to help.
- 4:57SPEAKER_02: I'm like, we suck.
- 4:59SPEAKER_02: I'm comparing myself to Dropbox and Yammer.
- 5:01SPEAKER_02: I'm like, we're terrible.
- 5:02SPEAKER_02: But deep down,
- 5:03SPEAKER_02: what I was really saying is I don't know that I have the energy to recruit another
- 5:06SPEAKER_02: management team.
- 5:08SPEAKER_02: I did have the energy.
- 5:09SPEAKER_02: I did.
- 5:10SPEAKER_02: But I felt that was my I'm looking around my team and my team had pros and cons.
- 5:13SPEAKER_02: Right.
- 5:13SPEAKER_02: It turned out with hindsight, I had a great 1.0 management team.
- 5:17SPEAKER_02: Right.
- 5:17SPEAKER_02: Went on to be CEO of Gong, CEO of Brack, all these.
- 5:20SPEAKER_02: But I could see the limitations like you talked about.
- 5:22SPEAKER_02: I'm like, gosh, I don't want to recruit the C-level folks.
- 5:26SPEAKER_02: I don't want to top my team.
- 5:27SPEAKER_02: I don't want to do this.
- 5:28SPEAKER_02: And maybe that's a personal failing, which is.
- 5:32SPEAKER_02: To be a CEO like you,
- 5:33SPEAKER_02: you've got to be like constantly,
- 5:36SPEAKER_02: I think you've got to spend 20 to 30% of your time soft recruiting execs.
- 5:39SPEAKER_02: Nothing else matters, right?
- 5:41SPEAKER_02: You can talk the roadmap until you're blue in the face or sales strategy,
- 5:44SPEAKER_02: but if you don't have the team to do it,
- 5:46SPEAKER_02: you're at Zoom info scale,
- 5:48SPEAKER_02: there's no point in talking to your office.
- 5:50SPEAKER_02: So,
- 5:51SPEAKER_02: I mean,
- 5:51SPEAKER_02: that's where I think you're better than me among many things is you got to,
- 5:55SPEAKER_02: it's tiring to rebuild the management team,
- 5:56SPEAKER_02: isn't it?
- 5:57SPEAKER_02: Maybe you love it, but I don't know that anyone loves it.
- 5:59SPEAKER_01: I think part of it is like there's this piece where you go,
- 6:02SPEAKER_01: yeah,
- 6:03SPEAKER_01: you should be recruiting 20 to 30% of your time all the time.
- 6:07SPEAKER_01: The other side of it is you need to be evaluating your team 100% of the time.
- 6:13SPEAKER_01: And so 100% of the time, you're trying to think like, is this the right person?
- 6:17SPEAKER_01: I think it's the right person.
- 6:20SPEAKER_01: Are they doing the right things?
- 6:21SPEAKER_01: Are they?
- 6:21SPEAKER_01: And if they're not,
- 6:22SPEAKER_01: how much time do I have to get them to be doing the right things and building a
- 6:26SPEAKER_01: good team?
- 6:26SPEAKER_01: Or do I have to go start meeting other people?
- 6:29SPEAKER_01: And that's probably the most tiring part because you want to get your team
- 6:35SPEAKER_01: feel really good about them.
- 6:36SPEAKER_01: But if you're trying to build, it's like you're constantly evaluating if they're the right people.
- 6:41SPEAKER_02: And you got to do that.
- 6:42SPEAKER_02: And I think if you're smart, you can do that.
- 6:44SPEAKER_02: Anyone smart can be a critic.
- 6:46SPEAKER_02: Anyone smart can be a critic.
- 6:47SPEAKER_02: The hard part is not only doing all that,
- 6:49SPEAKER_02: building your company,
- 6:50SPEAKER_02: evaluating them,
- 6:51SPEAKER_02: but then realizing,
- 6:52SPEAKER_02: hey,
- 6:52SPEAKER_02: Lemkin might,
- 6:53SPEAKER_02: for whatever reason,
- 6:54SPEAKER_02: quit tomorrow.
- 6:55SPEAKER_02: I got to get 20 more candidates in on Monday and not have this wreck the company.
- 6:59SPEAKER_02: I think that's hard.
- 7:01SPEAKER_02: And the best,
- 7:02SPEAKER_02: if we want,
- 7:03SPEAKER_02: if we get into revenue leaders on this,
- 7:04SPEAKER_02: what I realized makes an incredible CRO or VP of sales is they've always got 10.
- 7:11SPEAKER_02: They're constantly like the best recruiters on planet earth is a great VP of sales
- 7:15SPEAKER_02: because they need a bench of leaders.
- 7:17SPEAKER_02: They need managers and directors and VPs and SVPs.
- 7:21SPEAKER_02: And they're, and then people and soldiers are going to fall.
- 7:24SPEAKER_02: And the folks that were good at 1 million won't scale to 10 or 20.
- 7:27SPEAKER_02: And they know that they will.
- 7:28SPEAKER_02: And the hardest job is sales because the number goes up all the time, right?
- 7:31SPEAKER_02: The stress goes up.
- 7:32SPEAKER_02: So if you're not building.
- 7:34SPEAKER_02: And so I think the best sales leaders are even better recruiters and CEOs.
- 7:38SPEAKER_02: And I love them, but.
- 7:40SPEAKER_02: You got to learn this as a founder.
- 7:41SPEAKER_02: You will stall out.
- 7:43SPEAKER_02: And if you want to talk about why founders I've invested in have come up short sometimes, right?
- 7:49SPEAKER_02: It's this second management team theme I see.
- 7:52SPEAKER_02: Sometimes it hits you emotionally like it did me around 10 or 15 million.
- 7:56SPEAKER_02: But I think you hit a wall around 40 to 50 when you can't build a great... And I see too many founders...
- 8:02SPEAKER_02: who that second management, first they screw up the first VP of sales, classic Sastr post, right?
- 8:07SPEAKER_02: Then they finally get that person.
- 8:08SPEAKER_02: And then they're at 20, 30, 40 million.
- 8:10SPEAKER_02: They're like, I'm ready for the Microsoft guy.
- 8:12SPEAKER_02: I knew I couldn't do, shouldn't do it in the beginning, but I've been looking for a year.
- 8:15SPEAKER_02: I'm not as good a recruiter as Henry.
- 8:17SPEAKER_02: And then the company hits a wall.
- 8:20SPEAKER_02: And that next level, especially for outsiders, I found is really hard.
- 8:24SPEAKER_02: If you don't have this incredible network,
- 8:26SPEAKER_02: if you're somewhere outside,
- 8:27SPEAKER_02: if you're in Boston or Europe or someone,
- 8:29SPEAKER_02: you just don't bump into 10 million CROs in the street.
- 8:33SPEAKER_02: And the two things I'm obsessed about now that we've been doing this for a while, right?
- 8:36SPEAKER_02: The things I'm obsessed about now for scaling are multi-product earlier and your second management team.
- 8:42SPEAKER_02: Multi-product is easily where I see the stumbles.
- 8:45SPEAKER_02: We talk a lot about the first,
- 8:46SPEAKER_02: I can help you get your first management team,
- 8:47SPEAKER_02: but if you get tired on the second management team,
- 8:50SPEAKER_02: you'll decelerate just when it's good.
- 8:52SPEAKER_02: And
- 8:53SPEAKER_02: I think we're learning now every single leader,
- 8:55SPEAKER_02: maybe you'll disagree,
- 8:56SPEAKER_02: which would be interesting,
- 8:57SPEAKER_02: but almost everyone I talked to is looking and now saying,
- 9:00SPEAKER_02: criminy,
- 9:00SPEAKER_02: I should have gotten multi-product early.
- 9:02SPEAKER_02: And there are so many folks north of a hundred million ARR today that are single
- 9:06SPEAKER_02: product that behind closed doors are fracked today.
- 9:09SPEAKER_02: It's too late.
- 9:10SPEAKER_02: It takes time to build up a suite like Zoom Info.
- 9:13SPEAKER_02: Even if you build the products in a year, it takes so long for that revenue to get material, doesn't it?
- 9:18SPEAKER_02: Two, three years.
- 9:19SPEAKER_02: So if you start now at a hundred million or 200 million in revenue to try to go to IPO, you're fracked.
- 9:24SPEAKER_02: There's so many single product companies at a hundred million.
- 9:28SPEAKER_02: And I don't know if we got on a tangent.
- 9:30SPEAKER_02: These are the two things I obsess about this.
- 9:32SPEAKER_02: I was good at the second, but not good at the first.
- 9:34SPEAKER_01: Who's done a second product well?
- 9:38SPEAKER_02: The one that has kicked us in the ass in a way, in a fun way is Rippling.
- 9:43SPEAKER_02: And it took me a while to get it with Parker.
- 9:46SPEAKER_02: I've known Parker since the beginning of Disaster.
- 9:48SPEAKER_02: He was on Quora.
- 9:49SPEAKER_02: So known him since then.
- 9:50SPEAKER_02: And he started to talk about the compound startup of how after the Zenefits experience,
- 9:55SPEAKER_02: he wanted to build all the HR products.
- 9:57SPEAKER_02: Right.
- 9:58SPEAKER_02: And I think he was informed he started Zenefits and then Gusto's and payrolls over here.
- 10:02SPEAKER_02: And they're all friends.
- 10:03SPEAKER_02: And within two years, Zenefits built payroll and payroll built insurance.
- 10:06SPEAKER_02: And it all collapsed even further than another category.
- 10:11SPEAKER_02: And he talks about compound startups and he did it live at SaaS to Europa.
- 10:14SPEAKER_02: Watch on YouTube.
- 10:14SPEAKER_02: It's really good.
- 10:15SPEAKER_02: But
- 10:16SPEAKER_02: He's also honest.
- 10:17SPEAKER_02: I raised a billion dollars to do this.
- 10:18SPEAKER_02: And I have five teams.
- 10:19SPEAKER_02: I didn't build five products.
- 10:21SPEAKER_02: I have five venture scale teams.
- 10:24SPEAKER_02: And so we, and so at first Parker was saying this, I'm like, great for you.
- 10:27SPEAKER_02: Love you.
- 10:28SPEAKER_02: Not applicable to 99.9% of the world.
- 10:30SPEAKER_02: But then I thought about it.
- 10:31SPEAKER_02: I'm like, we got to do some of it, Henry.
- 10:34SPEAKER_02: We can't build five teams and five products, but.
- 10:38SPEAKER_02: My meta team for SaaS January this year, I was writing my slides, is the bar has gone up, right?
- 10:43SPEAKER_02: It's time to step up or decelerate.
- 10:45SPEAKER_02: The bar has gone up everything and the bar has gone up on multi-product.
- 10:48SPEAKER_02: And we all got to do it earlier.
- 10:50SPEAKER_02: And we can't all be rippling,
- 10:51SPEAKER_02: but I think if we can study a little bit of this case study and maybe do it without
- 10:55SPEAKER_02: a billion and a half or two billion spent pre-IPO.
- 10:58SPEAKER_02: I think we can learn from this without fully emulating it, right?
- 11:01SPEAKER_02: Because I think Parker is right, even if we can't all copy all of it.
- 11:05SPEAKER_02: And literally every board meeting I'm in, this is my number one topic.
- 11:08SPEAKER_02: Here's where I'm a nudge.
- 11:09SPEAKER_02: Great guys.
- 11:10SPEAKER_02: Glad we're at 100%, whatever.
- 11:12SPEAKER_02: Great.
- 11:13SPEAKER_02: But like, where are we going to be?
- 11:16SPEAKER_02: We're too late on multi-product.
- 11:18SPEAKER_02: Well, we're thinking, we're doing experiments.
- 11:21SPEAKER_02: faster right and the other one I tell people now is as soon as you get as soon as
- 11:25SPEAKER_02: you try multi-product and you get even a million bucks in ARR if as a founder you
- 11:30SPEAKER_02: believe in it go all in because you're going to run out of time if you're at 40
- 11:33SPEAKER_02: million or 30 million and you're like okay I tried this new thing this new
- 11:36SPEAKER_02: marketing thing I'm adding and it's a million and a half but I don't know I'm like
- 11:41SPEAKER_02: run down if it's not the right product shoot it but it's pretty hard to get someone
- 11:45SPEAKER_02: to buy a couple million of revenue right do it the other one
- 11:50SPEAKER_02: Zoom info we should talk about, but HubSpot has gone multi-product for the ages.
- 11:55SPEAKER_02: And HubSpot, like a year ago, we wrote up on SaaS, they stopped breaking down the revenue per cloud.
- 12:00SPEAKER_02: You can tell me how public companies do it,
- 12:02SPEAKER_02: but you don't have to break your revenue if you don't want to.
- 12:05SPEAKER_02: But a year and a half ago, it was great.
- 12:07SPEAKER_02: They're like this from marketing, this from CRM, this from support.
- 12:09SPEAKER_02: And they stopped.
- 12:10SPEAKER_02: And the reason they stopped is marketing stopped growing as they saturated and CRM blew up.
- 12:14SPEAKER_02: And so at 2.5 billion in revenue, we're looking at HubSpot, they're growing exponentially.
- 12:18SPEAKER_02: 20 high 20s percent where would it be without crm where would it be right this
- 12:23SPEAKER_02: would be a niche product at a billion and something growing single digits and so
- 12:30SPEAKER_02: this is another one we can all because they did sequence this uh and i met darmesh
- 12:36SPEAKER_02: super early i met him in 2013 he was on quora
- 12:39SPEAKER_02: in the early days, but I met him cause they were thinking of going into CRM back then.
- 12:43SPEAKER_02: And he and Brian had already thought about it for years before they launched the product.
- 12:46SPEAKER_02: They were free for years.
- 12:47SPEAKER_02: It was a big bet, but that's another one like rippling that I, I study carefully.
- 12:52SPEAKER_02: Cause if you miss sequence it, then you just hit a plateau and it's just brutal.
- 12:58SPEAKER_02: It's just brutal.
- 13:00SPEAKER_02: When we were at SAS Europa this year in London,
- 13:02SPEAKER_02: I was backstage with a huge VC top on top famous VC backstage,
- 13:07SPEAKER_02: got his head in his hands.
- 13:08SPEAKER_02: And he was like, Jason, I've got four companies at a hundred million not growing now.
- 13:13SPEAKER_02: And we went through it and they were all single product.
- 13:16SPEAKER_02: They were all single product and there's macro issues.
- 13:18SPEAKER_02: But if you don't,
- 13:19SPEAKER_02: if you just have that one product,
- 13:20SPEAKER_02: we run out of people on planet earth,
- 13:23SPEAKER_02: unless you're Canva,
- 13:24SPEAKER_02: unless you're Canva to buy our products.
- 13:26SPEAKER_01: Yeah,
- 13:27SPEAKER_01: look,
- 13:27SPEAKER_01: I think it comes back to,
- 13:28SPEAKER_01: or I think the foundational point is if you want high net retention,
- 13:33SPEAKER_01: you get high net retention in two ways.
- 13:36SPEAKER_01: You get it through high net renewal rate and then high upsell into the customer base.
- 13:42SPEAKER_01: And particularly during the last two years,
- 13:48SPEAKER_01: If teams are shrinking, then you don't have the users to expand to.
- 13:53SPEAKER_01: And so then you end up with no lever to offset scrutiny on net renewal rate or
- 13:59SPEAKER_01: reduction in seats with another product to improve net retention.
- 14:04SPEAKER_01: And net retention,
- 14:05SPEAKER_01: when you hit 100 million,
- 14:06SPEAKER_01: you just can't sell enough to drive 40 points of growth if your net retention is
- 14:13SPEAKER_01: 100 million.
- 14:15SPEAKER_01: It's much more difficult to sell $40 million of net new logos.
- 14:21SPEAKER_01: And so you get to this point where regardless of how good you are at new sales,
- 14:27SPEAKER_01: if you're not driving upsell in the customer base through new product,
- 14:32SPEAKER_01: you get stuck.
- 14:33SPEAKER_02: You get stuck.
- 14:34SPEAKER_02: Yeah.
- 14:34SPEAKER_02: And then the upsell, the base is great.
- 14:37SPEAKER_02: And like Datadog is another great example of the base.
- 14:40SPEAKER_02: The really bad arse one is when it's a different buyer.
- 14:43SPEAKER_02: That's the tough play, right?
- 14:44SPEAKER_02: Isn't it?
- 14:45SPEAKER_02: Is when you're like, okay, we've got zoom info.
- 14:46SPEAKER_02: We've got HubSpot for CRM going to it.
- 14:49SPEAKER_02: This is not an upsell anymore.
- 14:51SPEAKER_02: This is a side sell, right?
- 14:53SPEAKER_02: But if you do the side sell, you unlock more TAM, right?
- 14:57SPEAKER_02: Because it's more, it's harder.
- 15:00SPEAKER_02: but it is more TAM.
- 15:01SPEAKER_02: So that's one to think about it.
- 15:03SPEAKER_02: Oh my, the easy thing in the second product is to sell the exact same buyer, right?
- 15:06SPEAKER_02: That's what, but you got to think as founders, is that the right decision?
- 15:10SPEAKER_02: Because we may exhaust our budget, right?
- 15:12SPEAKER_02: Versus doing what no one, our organization's tired.
- 15:15SPEAKER_02: No one wants to work any harder.
- 15:17SPEAKER_02: We don't have enough story points,
- 15:18SPEAKER_02: but maybe we got to use our brand and risk it and sell to a new line of business,
- 15:23SPEAKER_02: right?
- 15:23SPEAKER_02: Super hard, but it's all hard, right?
- 15:27SPEAKER_01: Yeah,
- 15:27SPEAKER_01: it's harder because all of a sudden you end up needing to enable your sales team
- 15:34SPEAKER_01: not only to go find the other buyer,
- 15:37SPEAKER_01: but also to be able to speak their language and understand what they care about and
- 15:42SPEAKER_01: know how to navigate the sale over there.
- 15:44SPEAKER_01: That getting...
- 15:47SPEAKER_01: New product, get product market fit.
- 15:49SPEAKER_01: Awesome.
- 15:50SPEAKER_01: Now you got to go enable the sales team to go take it to market.
- 15:54SPEAKER_01: And obviously,
- 15:55SPEAKER_01: if it's the same buyer with the same relationships you already have that trust you
- 15:59SPEAKER_01: and view you as a partner,
- 16:01SPEAKER_01: that's a much easier sale than starting from not exactly zero,
- 16:05SPEAKER_01: because hopefully you've done contracting.
- 16:08SPEAKER_01: You don't have to go through procurement again.
- 16:09SPEAKER_01: You don't have to go through security and privacy review.
- 16:12SPEAKER_01: but you have to go over to somebody else who doesn't really know you and try to
- 16:16SPEAKER_01: convince them to buy your product too.
- 16:18SPEAKER_01: That's tougher.
- 16:19SPEAKER_02: It's tougher, right?
- 16:21SPEAKER_02: But everything's tougher today.
- 16:23SPEAKER_02: I think we got to step up.
- 16:24SPEAKER_02: I think we all have to step up.
- 16:26SPEAKER_00: Maybe going back, Jason, to your time at EchoSign, you built this business, you sold it to Adobe.
- 16:33SPEAKER_00: What was the thing that allowed you all to punch above your weight from a go-to-market perspective?
- 16:37SPEAKER_02: There's a couple of things I didn't think about until recently,
- 16:39SPEAKER_02: but it's really interesting that we only had 20 something sellers and 10 of them
- 16:44SPEAKER_02: went on to be top CROs,
- 16:45SPEAKER_02: right?
- 16:46SPEAKER_02: CROs at Brex, CRO Ripley, now Gong, also CRO at Gong, CRO at Gong.
- 16:52SPEAKER_02: Seismic, a long list of others.
- 16:55SPEAKER_02: Half of them went on to be leading, not in a week.
- 16:58SPEAKER_02: We sold 10 years ago.
- 16:59SPEAKER_02: But how did 10 of those folks become so dominant?
- 17:04SPEAKER_02: And the answer is so simple,
- 17:05SPEAKER_02: but it really is that the best do attract the most ambitious under them,
- 17:10SPEAKER_02: right?
- 17:11SPEAKER_02: And this is why when you cut a corner in VP and we're all tired, I know we could all write it.
- 17:17SPEAKER_02: Henry and I could write this post 100 times.
- 17:19SPEAKER_02: But if you cut the little corner, you get this mediocre team.
- 17:22SPEAKER_02: And if you
- 17:24SPEAKER_02: hire a magnet then the talent just flocks to it and when Brendan when Brendan
- 17:28SPEAKER_02: Cassidy had come he just came from LinkedIn to us and then everyone just wanted to
- 17:31SPEAKER_02: work for this guy and he recruited 30% of his time right and he built up this
- 17:36SPEAKER_02: amazing bench and he built up San Blonde and then San Blonde took that play but
- 17:40SPEAKER_02: very different one and recruited all these folks that went on to lead modern health
- 17:44SPEAKER_02: and rippling and gong and all these other folks and they just become these magnets
- 17:48SPEAKER_02: and
- 17:49SPEAKER_02: Sam Blunt, who, yeah, was at Founders Fund and left Brex.
- 17:51SPEAKER_02: We were getting dinner the other night and we were talking about a company he
- 17:54SPEAKER_02: worked at that's less well-known,
- 17:57SPEAKER_02: but it did great.
- 17:58SPEAKER_02: Actually,
- 17:58SPEAKER_02: he joined a startup and he took them from two to 10 in one year and like 10 to 30
- 18:02SPEAKER_02: the next year.
- 18:03SPEAKER_02: Pretty good, right?
- 18:04SPEAKER_02: And then this one did a little less well, but he did great.
- 18:07SPEAKER_02: And I asked him, how did you do it?
- 18:09SPEAKER_02: He's like,
- 18:10SPEAKER_02: I brought sellers to this company that they could never otherwise get.
- 18:14SPEAKER_02: There's just no chance,
- 18:16SPEAKER_02: the quality of people that want,
- 18:18SPEAKER_02: and he very humble God,
- 18:19SPEAKER_02: because I'd had a little bit,
- 18:20SPEAKER_02: the quality of people that came to work for me was,
- 18:23SPEAKER_02: and it did move the needle,
- 18:24SPEAKER_02: right?
- 18:25SPEAKER_02: And so I had nothing to do with it.
- 18:27SPEAKER_02: I didn't even know anything about it.
- 18:28SPEAKER_02: That's why I started SaaS.
- 18:28SPEAKER_02: I knew nothing about sales.
- 18:29SPEAKER_02: I just knew go knock on the door.
- 18:32SPEAKER_02: Hey, Henry, will you buy my product?
- 18:34SPEAKER_02: I knew how to do that.
- 18:35SPEAKER_02: Like all founders can do founder led sales, right?
- 18:37SPEAKER_02: I knew nothing.
- 18:38SPEAKER_02: But this magnet, like it took me 10 years to see it.
- 18:42SPEAKER_02: And honestly, some of those folks that I listed, those CROs were really good on our team.
- 18:47SPEAKER_02: Some of them I'm more surprised.
- 18:49SPEAKER_02: Yeah.
- 18:50SPEAKER_02: They're all good,
- 18:52SPEAKER_02: but I couldn't have,
- 18:53SPEAKER_02: I didn't have the vision as a second time CO,
- 18:56SPEAKER_02: but first time I didn't quite see it.
- 18:58SPEAKER_02: But, but, but 50% is pretty good.
- 19:02SPEAKER_02: Pretty good.
- 19:03SPEAKER_01: I heard one of the Stripe brothers make this point in a lecture, which is,
- 19:09SPEAKER_01: The takeaway is don't hire B players, just hire A players.
- 19:14SPEAKER_01: And people know that.
- 19:16SPEAKER_01: But the point he made was to actually be able to do that in your company,
- 19:21SPEAKER_01: you have to be okay with taking it,
- 19:23SPEAKER_01: taking way longer to get the next person than you want to take.
- 19:30SPEAKER_01: And you've been, you're hiring a new VP of sales, you're on your 20th.
- 19:34SPEAKER_01: 20th interview.
- 19:35SPEAKER_01: And then you're just like, forget it.
- 19:38SPEAKER_01: That guy's the best of everybody I've seen.
- 19:40SPEAKER_01: He's not the best, but he is the best of everybody I've seen.
- 19:44SPEAKER_01: And I guess talent for this position sucks right now.
- 19:48SPEAKER_01: The market's no good.
- 19:49SPEAKER_01: So let me just get this guy who's the best of the...
- 19:52SPEAKER_01: group I've met and bring him in.
- 19:55SPEAKER_01: And that never, ever works.
- 19:58SPEAKER_01: And the real test to are you going to be committed to hiring an A team is in that
- 20:04SPEAKER_01: moment being like,
- 20:05SPEAKER_01: we're still going.
- 20:06SPEAKER_01: We just got to keep bringing people in until I find somebody that I really believe is an A player.
- 20:13SPEAKER_02: Yeah.
- 20:13SPEAKER_02: We all, there is the rule.
- 20:15SPEAKER_02: Most of us can, we pretend we interview 30 people for a role, but we don't really interview 30.
- 20:20SPEAKER_02: Like we look at 30 emails, but we don't really do like screen 30.
- 20:26SPEAKER_02: And so there's a, you don't have to get to number 20, 30.
- 20:28SPEAKER_02: If you're at 20, you're already seeing, I'm like, ah,
- 20:32SPEAKER_02: Like, this is the best I'm going to do.
- 20:33SPEAKER_02: I want to do nine more.
- 20:34SPEAKER_02: I'm already, but yeah, you'll always regret it.
- 20:37SPEAKER_02: And I guess that maybe you haven't done this as info you could share.
- 20:40SPEAKER_02: I think if you have any scale and you've gotten to 30,
- 20:45SPEAKER_02: I'm sure John or Patrick,
- 20:46SPEAKER_02: it's a different point,
- 20:47SPEAKER_02: but maybe you just got to promote someone on the team.
- 20:50SPEAKER_02: Maybe it's time to promote.
- 20:51SPEAKER_02: Like, I think half your folks, if you're SMB, half your folks should be internal promotions anyway.
- 20:57SPEAKER_02: You might as well just look around the room and say, it's Lemkin.
- 21:02SPEAKER_01: So Jason, give me, give founders advice here.
- 21:05SPEAKER_01: I love promoting from within.
- 21:08SPEAKER_01: And I also like finding profiles and I often find profiles that maybe aren't
- 21:12SPEAKER_01: perfect for the role,
- 21:13SPEAKER_01: but I see something in them that I think is going to be perfect for zoom info.
- 21:19SPEAKER_01: Oftentimes when I've been in a boardroom, there is this pressure from investors that goes,
- 21:28SPEAKER_01: not the right pedigree,
- 21:29SPEAKER_01: didn't go to the right schools,
- 21:32SPEAKER_01: not from Salesforce or ServiceNow or one of these great companies,
- 21:37SPEAKER_01: not good enough for the company.
- 21:38SPEAKER_01: And then there you've got a CEO or a founder there going like,
- 21:42SPEAKER_01: but look at,
- 21:43SPEAKER_01: I think this person who didn't go to the best schools,
- 21:47SPEAKER_01: didn't work at ServiceNow,
- 21:49SPEAKER_01: but I believe for all these other reasons that they're going to be great for this position.
- 21:55SPEAKER_01: How would you tell a founder to navigate this?
- 21:58SPEAKER_02: First,
- 21:58SPEAKER_02: I literally wrote,
- 21:59SPEAKER_02: I thought this was a very niche post on Sastra just the other day,
- 22:03SPEAKER_02: why your VCs give you terrible hiring advice.
- 22:05SPEAKER_02: It's very short.
- 22:06SPEAKER_02: You can go find it right now.
- 22:08SPEAKER_02: And it's because most of them haven't been operators or were a long time ago or another category.
- 22:12SPEAKER_02: And if you've never done something, you want the person from wherever, from the brand.
- 22:17SPEAKER_02: And actually, most folks on boards have no sales experience, right?
- 22:21SPEAKER_02: If they have any, it's product or CEO.
- 22:23SPEAKER_02: Some of them do.
- 22:24SPEAKER_02: But they're all attracted to brands if you haven't done it, right?
- 22:28SPEAKER_02: So the simple, the most atomic advice is man or woman up and push back.
- 22:37SPEAKER_02: just say no.
- 22:38SPEAKER_02: I went through that even with my first VP of sales who was from LinkedIn,
- 22:42SPEAKER_02: first single legit hire,
- 22:43SPEAKER_02: but there was one job he had that one of my investors didn't love.
- 22:46SPEAKER_02: He was like, this was a dumb thing to do.
- 22:48SPEAKER_02: And he said, don't hire him.
- 22:49SPEAKER_02: And I listened and I said, thank you.
- 22:52SPEAKER_02: And then I respect, people are actually probably would do it differently today.
- 22:56SPEAKER_02: They'd skip more steps and I just hired him.
- 22:58SPEAKER_02: You just got to, the thing is, it's a great question.
- 23:01SPEAKER_02: So one, realize they're going to give you bad advice, these VCs.
- 23:04SPEAKER_02: They just haven't done it.
- 23:04SPEAKER_02: They're not all bad people.
- 23:06SPEAKER_02: And two, going to your prior point, and I'd like to hear your thoughts on it.
- 23:13SPEAKER_02: When you meet a magical executive,
- 23:16SPEAKER_02: a 10,
- 23:16SPEAKER_02: the magical ones,
- 23:18SPEAKER_02: it's hard enough to find someone that will actually do the full job,
- 23:20SPEAKER_02: like all of it.
- 23:21SPEAKER_02: That's pretty rare.
- 23:22SPEAKER_02: And then when you find one that cares almost as much as you do,
- 23:26SPEAKER_02: 50% as much,
- 23:27SPEAKER_02: 80% as much,
- 23:29SPEAKER_02: you will want to hire them so badly.
- 23:31SPEAKER_02: And when I,
- 23:32SPEAKER_02: I love Brendan,
- 23:33SPEAKER_02: but when I had this little argument,
- 23:34SPEAKER_02: just with one of my investors arguing with him,
- 23:36SPEAKER_02: I already was in love with him.
- 23:37SPEAKER_02: Okay.
- 23:37SPEAKER_02: For a variety of reasons.
- 23:38SPEAKER_02: Like it didn't matter.
- 23:40SPEAKER_02: You couldn't change.
- 23:40SPEAKER_02: I knew he was going to,
- 23:43SPEAKER_02: Save the company.
- 23:44SPEAKER_02: And I was backstage in an event years ago with Wade, the CEO of Zapier.
- 23:50SPEAKER_02: And Zapier is super hot.
- 23:52SPEAKER_02: It's just blowing up.
- 23:53SPEAKER_02: And we're talking about recruiting VPs.
- 23:54SPEAKER_02: And he said this.
- 23:55SPEAKER_02: He says, I'm lucky if half really care.
- 23:58SPEAKER_02: That's a gem.
- 24:00SPEAKER_02: Not that they're great and they can run the campaigns and hire 87 people to do the podcast.
- 24:05SPEAKER_02: But if even half of my VPs care, a mini founder care enough, like then you just, you fly.
- 24:14SPEAKER_02: You fly, right?
- 24:15SPEAKER_02: Because it's so tough as a founder, CEO, you're so lonely.
- 24:18SPEAKER_02: And you get one person on your management team that cares as much as you.
- 24:22SPEAKER_02: Like that area gets so much better, right?
- 24:24SPEAKER_02: That area.
- 24:25SPEAKER_02: You get two and they collaborate.
- 24:27SPEAKER_02: You get three and I don't care where you are.
- 24:29SPEAKER_02: I don't care if you're behind.
- 24:30SPEAKER_02: I don't care if the competition's killing you.
- 24:32SPEAKER_02: I don't care.
- 24:32SPEAKER_02: If you have three VPs or SVPs, whatever, see?
- 24:35SPEAKER_02: They care almost as much as you do.
- 24:37SPEAKER_02: No one has that.
- 24:39SPEAKER_02: No, no one has that.
- 24:40SPEAKER_02: They're all mercenaries.
- 24:42SPEAKER_02: They're all mercenaries at the competition.
- 24:44SPEAKER_02: So I would say, yeah, if you've never hired before, get a little advice from someone that has.
- 24:51SPEAKER_02: Have the best whatever interview that person to,
- 24:53SPEAKER_02: like the best sales leader,
- 24:55SPEAKER_02: engineering leader,
- 24:55SPEAKER_02: product leader.
- 24:56SPEAKER_02: But if you fall,
- 24:57SPEAKER_02: if this is the person,
- 24:59SPEAKER_02: just be polite to your investors,
- 25:01SPEAKER_02: but ram that hire down,
- 25:02SPEAKER_02: whatever it takes.
- 25:03SPEAKER_02: And they'll often have a wrinkly resume, right?
- 25:06SPEAKER_02: They'll often have a wrinkly resume.
- 25:08SPEAKER_01: Yep.
- 25:09SPEAKER_01: Yep.
- 25:09SPEAKER_01: You are like taking that risk on for yourself.
- 25:12SPEAKER_01: Now it's your job to make sure they're really successful.
- 25:15SPEAKER_02: If you love, here's the thing.
- 25:16SPEAKER_02: If you love them, you'll backfill them.
- 25:18SPEAKER_02: If you don't love them, you won't.
- 25:19SPEAKER_02: If you love them, what you'll say is it's like anyone, any great relationship.
- 25:23SPEAKER_02: You're like, okay, Henry is great, but he doesn't love marketing and social media.
- 25:27SPEAKER_02: You just do it for Henry, right?
- 25:29SPEAKER_02: If you're not sure about Henry, you just watch.
- 25:31SPEAKER_02: Okay.
- 25:32SPEAKER_02: Let's give him another quarter.
- 25:34SPEAKER_02: But you'd only backfill the ones,
- 25:36SPEAKER_02: like when you love someone on your team,
- 25:38SPEAKER_02: it's,
- 25:40SPEAKER_02: you know,
- 25:40SPEAKER_02: it's,
- 25:40SPEAKER_02: it's,
- 25:41SPEAKER_02: I hate these home metaphors,
- 25:43SPEAKER_02: but if you love your partner,
- 25:44SPEAKER_02: if you love the spouse,
- 25:45SPEAKER_02: you're going to backfill them too,
- 25:46SPEAKER_02: right?
- 25:46SPEAKER_02: You're not going to nag them because they're not as good.
- 25:48SPEAKER_02: You just do it for them, right?
- 25:50SPEAKER_02: You just do the book.
- 25:51SPEAKER_02: If they're not so good with the finances or good with planning the trip,
- 25:55SPEAKER_02: you just plan the trip for them because it takes you an hour.
- 25:57SPEAKER_02: I hate planning.
- 25:58SPEAKER_02: I hate that all the reservations.
- 26:00SPEAKER_02: Oh my God, I want to pull my hair out.
- 26:03SPEAKER_02: You do that for five minutes for me, I'm in love forever, right?
- 26:05SPEAKER_02: So you do that for your VPs, for your management team, right?
- 26:08SPEAKER_02: You don't nag them where they're weak, you backfill them.
- 26:11SPEAKER_02: And that's why if you don't love them, they almost always fail too, right?
- 26:14SPEAKER_02: No matter how good they are on paper, if you don't love them, you don't backfill them.
- 26:17SPEAKER_02: You just watch.
- 26:18SPEAKER_01: Yeah, it's really interesting advice.
- 26:21SPEAKER_01: If you're a CEO and you're looking across your team,
- 26:25SPEAKER_01: In the areas that you see weakness on your team, are you stepping up and helping them backfill?
- 26:31SPEAKER_01: Are you backfilling in those areas?
- 26:33SPEAKER_00: And maybe even more, are you okay with it?
- 26:35SPEAKER_00: Because everything else is so good anyway.
- 26:36SPEAKER_00: You're saying like, hey, this person's only 80% of the 100, but it's such a good 80, I'll take it.
- 26:42SPEAKER_00: Whereas the ones you said that you're not so sure,
- 26:45SPEAKER_00: you actually might want to see them fail so you can get a move on.
- 26:46SPEAKER_02: You don't want to see them fail, but you're just not going to...
- 26:50SPEAKER_02: back, Philip.
- 26:50SPEAKER_02: And the other tell,
- 26:51SPEAKER_02: if you want to know,
- 26:52SPEAKER_02: if you're asking yourself,
- 26:53SPEAKER_02: do I have that person on your team,
- 26:54SPEAKER_02: right?
- 26:55SPEAKER_02: Here's my simple tell.
- 26:57SPEAKER_02: Do you look forward to the one-on-one?
- 26:59SPEAKER_02: The ones that solve your problem,
- 27:00SPEAKER_02: the one you're on the journey together that solve your problems,
- 27:03SPEAKER_02: not only do you look forward to it because it's a little bit cathartic,
- 27:05SPEAKER_02: no matter how tough it is,
- 27:06SPEAKER_02: you look forward because you actually want to help them.
- 27:08SPEAKER_02: Henry, what's going on?
- 27:09SPEAKER_02: And I hear that Henry's stressed about this thing.
- 27:12SPEAKER_02: He's so good, I'm looking forward to helping him, right?
- 27:14SPEAKER_02: And if you're dreading the one-on-one, if you cancel it,
- 27:18SPEAKER_00: It takes forever.
- 27:18SPEAKER_02: If you realize that whatever Jensen from Nvidia said, he doesn't do one-on-ones.
- 27:22SPEAKER_02: So you don't, you tell them you don't have to do it anymore.
- 27:24SPEAKER_02: It's a side.
- 27:25SPEAKER_02: He's so obviously one for the ages, but I think that's where he gave founders bad advice.
- 27:28SPEAKER_02: I think when you're scaling, these one-on-ones are magical moments with your teammates.
- 27:33SPEAKER_02: They're not just tortured.
- 27:34SPEAKER_02: They're I see one-on-ones as a therapy session.
- 27:37SPEAKER_02: It's like the Sopranos.
- 27:38SPEAKER_02: It's like Tony going in.
- 27:40SPEAKER_02: You're one of your VP should be able to go in and have a little therapy.
- 27:43SPEAKER_02: You're good ones because it's hard.
- 27:46SPEAKER_01: I think one of the things that I changed this year is that I went from doing a
- 27:53SPEAKER_01: standup with my executive leadership team once a week to doing it every day for an hour.
- 28:01SPEAKER_01: And so my entire executive team gets together for one hour every single day and we
- 28:06SPEAKER_01: have an agenda and there are things across the company that we go over and
- 28:10SPEAKER_01: And it's the one meeting on my schedule that I look forward to every single day.
- 28:16SPEAKER_01: And when it was one hour, once a week, they were like painful meetings.
- 28:20SPEAKER_01: This is like really an interesting thing.
- 28:23SPEAKER_01: They were painful meetings.
- 28:25SPEAKER_01: Sometimes we'd have 20 minutes of stuff for an hour long meeting.
- 28:30SPEAKER_01: And I'd be trying to fill in the gaps.
- 28:32SPEAKER_01: When we went to one hour every single day,
- 28:34SPEAKER_01: full agenda every single day,
- 28:36SPEAKER_01: all the way out to the last minute.
- 28:39SPEAKER_01: And people told me like, wow, that's a big commitment.
- 28:41SPEAKER_01: One hour a day feels like a lot.
- 28:43SPEAKER_01: And I'm like, you know what?
- 28:44SPEAKER_01: Spending an hour a day with the key lieutenants at the company who are driving all
- 28:50SPEAKER_01: of the process and changes and team building feels like the minimal amount you
- 28:55SPEAKER_01: should be spending with your team,
- 28:56SPEAKER_01: not like the super maximum amount.
- 28:58SPEAKER_00: Henry,
- 28:59SPEAKER_00: I'll just add that I think one thing you've left out is that he also required us,
- 29:02SPEAKER_00: those who are on ELT,
- 29:04SPEAKER_00: to stop having meetings with each other on the side.
- 29:05SPEAKER_00: So I got rid of eight one-on-ones,
- 29:08SPEAKER_00: him plus everyone else,
- 29:10SPEAKER_00: because we would just hash it out there together,
- 29:13SPEAKER_00: right?
- 29:13SPEAKER_00: So he basically made the point that if you're going to talk about it over here on
- 29:17SPEAKER_00: the side,
- 29:17SPEAKER_00: talk about it in front of everyone,
- 29:18SPEAKER_00: get everyone's input,
- 29:18SPEAKER_00: and we'll move forward faster.
- 29:20SPEAKER_02: I think what we learned during that little nasty bug that went around is that
- 29:25SPEAKER_02: scrums aren't just for engineering.
- 29:27SPEAKER_02: that the idea behind a daily scrum.
- 29:29SPEAKER_02: I remember the first time I had a product team, I'm like, can't do this every day.
- 29:33SPEAKER_02: What do you mean you guys are going to stand up in a room for 15 minutes and just go write your code?
- 29:39SPEAKER_02: And my co-founder was like, you have to come.
- 29:40SPEAKER_02: I'm like, I'm not coming every day.
- 29:42SPEAKER_02: You're the product guy.
- 29:44SPEAKER_02: You hang out with the team.
- 29:45SPEAKER_02: I'm not going to do it.
- 29:46SPEAKER_02: But it turned out that idea of the scrum is applicable to all functional areas.
- 29:51SPEAKER_02: We just never ran this experiment until we all, for a little while, became distributed teams.
- 29:56SPEAKER_02: And it works, right?
- 29:57SPEAKER_02: Yeah.
- 29:58SPEAKER_00: Henry, I want to drill into one more thing Jason said, and then we're going to keep moving.
- 30:01SPEAKER_00: One thing that you just mentioned that there was a couple of folks at EchoSign that
- 30:05SPEAKER_00: you didn't see it in them at first,
- 30:07SPEAKER_00: but then they later went on to be CROs.
- 30:08SPEAKER_00: An interesting thing you said,
- 30:10SPEAKER_00: because I was at a dinner in Denver last week with two people who were ICs with me
- 30:13SPEAKER_00: at Google,
- 30:13SPEAKER_00: who went on to be CROs of public companies.
- 30:16SPEAKER_00: And I didn't really see it for them at the time either.
- 30:18SPEAKER_00: There must be a lesson in there when you think about what changed or what maybe
- 30:23SPEAKER_00: that person did to get there.
- 30:25SPEAKER_00: What was it?
- 30:26SPEAKER_02: I don't know.
- 30:27SPEAKER_02: I think here's my, I'll simplify it to my SaaS learning.
- 30:31SPEAKER_02: Founder-led sales, you need to hire the type of sales reps that you would buy from that you believe in.
- 30:36SPEAKER_02: That's it.
- 30:37SPEAKER_02: That you would buy, for real.
- 30:38SPEAKER_02: This is the mistake.
- 30:39SPEAKER_02: Every time when I talk to a founder where they hit a roadblock in founder-led sales
- 30:42SPEAKER_02: is the classic SaaS question.
- 30:43SPEAKER_02: I always ask the question, what would you have bought from Henry?
- 30:46SPEAKER_02: And they're like, yeah, you're right.
- 30:48SPEAKER_02: The resume, I didn't really buy it from him.
- 30:50SPEAKER_02: That's the test.
- 30:51SPEAKER_02: And you believe in them.
- 30:53SPEAKER_02: When you have a VP of sales that actually is your wingman that you believe in,
- 30:57SPEAKER_02: they're going to hire a much more heterogeneous type of people.
- 31:01SPEAKER_02: They're going to hire folks that are very product oriented.
- 31:04SPEAKER_02: They're going to hire reps that seem to have ADD.
- 31:06SPEAKER_02: They're going to hire folks that are, you get uncomfortable because they seem like they nag the prospect.
- 31:10SPEAKER_02: You're going to hire folks that you feel don't follow up quickly enough.
- 31:13SPEAKER_02: But a great sales leader is going to look for the positive attributes and let the,
- 31:17SPEAKER_02: it is,
- 31:18SPEAKER_02: there is still creativity in sales.
- 31:19SPEAKER_02: Even with AI, there's some creativity is going to let the creative be creative.
- 31:23SPEAKER_02: And so I think the lesson is let empower your sales leaders to hire a heterogeneous team.
- 31:28SPEAKER_02: When you flip from founder led to VP or Sierra led,
- 31:32SPEAKER_02: you got to trust them if they're performing and then just give them and then just
- 31:37SPEAKER_02: give folks room to run.
- 31:38SPEAKER_02: The tough part is if you're building a fast growing organization, you can't promote enough people.
- 31:43SPEAKER_02: there's actually some irony.
- 31:44SPEAKER_02: Sometimes it's easier in a slow moving organization because you don't hire as much and it's slow.
- 31:48SPEAKER_02: You can actually almost promote anyone good.
- 31:50SPEAKER_02: The irony is the faster you're growing, you're bringing in so much human capital.
- 31:53SPEAKER_02: You can't promote every SDR to AE and every AE to director, but you got to try.
- 31:58SPEAKER_02: And I think that's what Brendan and Sam,
- 32:00SPEAKER_02: the rest of the team did over the years,
- 32:01SPEAKER_02: even when I wasn't there,
- 32:02SPEAKER_02: is give everyone a chance to get promoted for real and then build a team and hire a team.
- 32:05SPEAKER_02: So everyone got their shot in a comfortable environment where they knew the boss
- 32:11SPEAKER_02: and they could get promoted as an IC and then they could manage a few folks and
- 32:14SPEAKER_02: then they could learn how to hire two to three folks with some help and not screw
- 32:18SPEAKER_02: it up,
- 32:18SPEAKER_02: right?
- 32:18SPEAKER_02: Because that's where almost everyone fails on the way to a true VP of sales is they never learn to hire.
- 32:25SPEAKER_02: They never learned to hire and they're a great IC.
- 32:28SPEAKER_02: And then maybe if they're in a bigger company, maybe at Zoom Info, I don't know.
- 32:30SPEAKER_02: Maybe if you go to director, you mostly inherit a team a lot of times, right?
- 32:34SPEAKER_02: You don't actually show up and they're like, you got to go hire 10 AEs.
- 32:38SPEAKER_02: You actually, you hire eight and then the team brings in one or two.
- 32:41SPEAKER_02: So you actually don't, I'm not a bigger company.
- 32:44SPEAKER_02: You don't always learn recruiting tools.
- 32:46SPEAKER_02: And so.
- 32:47SPEAKER_02: But if you don't figure that out, you'll stumble, right?
- 32:50SPEAKER_02: As soon as you get a leadership role.
- 32:51SPEAKER_02: But I think they had the runway to do all this over four years and it gave everyone
- 32:55SPEAKER_02: a chance to do it in a sheltered way and learn.
- 32:57SPEAKER_02: And I think they flew.
- 32:59SPEAKER_02: And I remember one of these guys on our team that was one of our top five guys.
- 33:05SPEAKER_02: And then for four years, he was the number one AE at Outreach.
- 33:08SPEAKER_02: Number one from the day he started.
- 33:10SPEAKER_00: What's his name?
- 33:11SPEAKER_00: What's that?
- 33:11SPEAKER_00: Riley Devine.
- 33:12SPEAKER_00: Yep.
- 33:12SPEAKER_02: And I was like, I met him.
- 33:13SPEAKER_02: I'm like, Brendan's guy.
- 33:15SPEAKER_02: I don't know.
- 33:17SPEAKER_02: I don't get it.
- 33:19SPEAKER_02: He worked from home in shorts.
- 33:21SPEAKER_02: Now that's normal.
- 33:22SPEAKER_02: I didn't get it.
- 33:23SPEAKER_02: But just gave the folks room to run and be the diverse, and that's the key, right?
- 33:29SPEAKER_02: But I think giving folks a chance to run and just promoting everyone you can, as hard as it is.
- 33:35SPEAKER_02: There's not enough room on the org chart, but the ambitious want to be promoted in sales, right?
- 33:39SPEAKER_02: The number one rookie error is not promoting your best SDRs.
- 33:42SPEAKER_02: They leave.
- 33:43SPEAKER_02: They leave.
- 33:44SPEAKER_02: You know, it doesn't matter how much you pay them, right?
- 33:47SPEAKER_00: Or how long they've been in it, like three months, six months, move them up.
- 33:49SPEAKER_02: And you're like, I'll create a nice C-track for you.
- 33:51SPEAKER_02: And the real, here's the thing.
- 33:52SPEAKER_02: We think of SDR as an entry-level position, but the best ones are worth so much money.
- 33:57SPEAKER_02: The best ones are worth much more than a mid-pack.
- 34:00SPEAKER_02: But they just, the best ones are all ambitious, right?
- 34:02SPEAKER_02: And they just,
- 34:03SPEAKER_02: and so you've got to,
- 34:04SPEAKER_02: if you don't,
- 34:05SPEAKER_02: if you're not looking to promote your best SDRs in eight months,
- 34:08SPEAKER_02: they're going to leave.
- 34:09SPEAKER_01: And just, I thought I'd just take you through this hypothetical.
- 34:12SPEAKER_01: And I think probably a lot of CROs,
- 34:14SPEAKER_01: VPs of sales are dealing with this,
- 34:16SPEAKER_01: but so I'm a new CRO or a new CEO at a $50 million revenue company.
- 34:22SPEAKER_01: It's losing $10 million a year.
- 34:24SPEAKER_01: And I have to get to break even in the next two quarters.
- 34:27SPEAKER_01: I'm allowed to bring growth down a bit to do that, but I've got to get to break even.
- 34:32SPEAKER_01: I have to stop losing 10 million a year.
- 34:36SPEAKER_01: What am I doing?
- 34:37SPEAKER_01: What advice would you give me?
- 34:39SPEAKER_02: Well, first of all, let's step back and use an interesting case study.
- 34:43SPEAKER_02: I put it up on Sasser.
- 34:44SPEAKER_02: They just did their last.
- 34:45SPEAKER_02: They just went profitable.
- 34:46SPEAKER_02: Not non-GAAP, but GAAP profitable.
- 34:49SPEAKER_02: And they're pretty brutal at Toast.
- 34:51SPEAKER_02: It's a tough model.
- 34:52SPEAKER_02: It's SMB with low gross margins because of payments and negative gross margins on hardware.
- 34:57SPEAKER_02: It is not an easy business.
- 34:58SPEAKER_02: Zoom info is tough, but at least the data doesn't cost... You don't have to ship a tablet with it, okay?
- 35:03SPEAKER_02: As hard as it is.
- 35:04SPEAKER_02: It's a brutal business if you look at it.
- 35:06SPEAKER_02: And they had to get profitable.
- 35:08SPEAKER_02: You know this, right?
- 35:10SPEAKER_02: The Wall Street said you got to get profitable, Toast.
- 35:12SPEAKER_02: And so they...
- 35:13SPEAKER_02: And Toast has more data on sales than I've ever seen a public company.
- 35:18SPEAKER_02: And they increased quotas 50%.
- 35:20SPEAKER_02: They cut territories in half.
- 35:23SPEAKER_02: This is classic old Salesforce.
- 35:25SPEAKER_02: Everyone in sales hates it.
- 35:26SPEAKER_02: I crushed it.
- 35:27SPEAKER_02: I was president circle.
- 35:28SPEAKER_02: And then they cut my territory from Palo Alto to just the end of university or they
- 35:34SPEAKER_02: moved me to the Pensacola in Florida.
- 35:36SPEAKER_02: Every salesperson has a story of their territory being cut in half and they're quoted doubled, right?
- 35:40SPEAKER_02: It's a salesperson's nightmare.
- 35:41SPEAKER_02: Totally worked at toast on every level it worked.
- 35:44SPEAKER_02: at every level.
- 35:45SPEAKER_02: So one option to answer your question is to be more of a badass.
- 35:48SPEAKER_02: I think the tactical answer, 50 million got to get profitable, right?
- 35:51SPEAKER_02: The tactical answer for more Kumbaya people is probably cut half your sales team.
- 35:57SPEAKER_02: This always works.
- 35:58SPEAKER_02: Concentrate your leads in tougher times.
- 36:00SPEAKER_02: It may not work.
- 36:01SPEAKER_02: Maybe it doesn't work at Zoom Info Scale, but even at 50 million, it's going to work.
- 36:05SPEAKER_02: Take whatever leads you get a month,
- 36:07SPEAKER_02: 100,
- 36:07SPEAKER_02: 1,000,
- 36:07SPEAKER_02: and you're going to look and just look on a spreadsheet,
- 36:10SPEAKER_02: okay?
- 36:11SPEAKER_02: Jason, Ben, and Henry closed from 10 leads.
- 36:15SPEAKER_02: They closed 10,000.
- 36:16SPEAKER_02: The average is 5,000.
- 36:17SPEAKER_02: The bottom is 2,000.
- 36:18SPEAKER_02: I know it's brutal.
- 36:19SPEAKER_02: Just get rid of the bottom 40%.
- 36:22SPEAKER_02: Just instantly get rid of them in one quarter, your revenue goes up.
- 36:25SPEAKER_02: Ultimately, you need capacity.
- 36:26SPEAKER_02: So that's one.
- 36:27SPEAKER_02: Cut your sales team in half.
- 36:28SPEAKER_02: Keep your closers.
- 36:29SPEAKER_02: They'll make more.
- 36:30SPEAKER_02: You'll make more in the short term.
- 36:33SPEAKER_02: And then the second one, and that's cool.
- 36:35SPEAKER_02: The second one that you have to do today, and this one's brutal.
- 36:38SPEAKER_02: This one is not what you want to do, but you got to get profitable, you said, right?
- 36:42SPEAKER_02: The second one you got to do is you got to retreat to your core ICP because it's cheaper.
- 36:47SPEAKER_02: It's always cheaper to sell to your core ICP.
- 36:50SPEAKER_02: And not only do we have to go multi-product here,
- 36:52SPEAKER_02: we all have to find a cost-effective way to sell in strategies where we're not dominant,
- 36:57SPEAKER_02: right?
- 36:58SPEAKER_02: There are categories, Zoom info is so big.
- 37:00SPEAKER_02: There are certain segments of the market where you win 80% of the deals, 70% of the deals.
- 37:04SPEAKER_02: And so when times are tougher, you retreat to that, right?
- 37:07SPEAKER_02: And there's other segments where you win 20% or maybe you're in Europe or there's regulated data.
- 37:11SPEAKER_02: I don't know all this.
- 37:11SPEAKER_02: You can tell me, right?
- 37:12SPEAKER_02: And when times are good,
- 37:13SPEAKER_02: you brute force that you're like,
- 37:15SPEAKER_02: let's go attack that hill where we close 5% of the deals.
- 37:18SPEAKER_02: But it, it costs more money.
- 37:20SPEAKER_02: It's not always, hopefully you break even on these outer circles, right?
- 37:24SPEAKER_02: That's your goal as a founders.
- 37:25SPEAKER_02: Let's have a core that where the CAC works.
- 37:28SPEAKER_02: And then let's once it works,
- 37:30SPEAKER_02: let's add some layers where like the CACs tolerable,
- 37:32SPEAKER_02: or then let's add a third layer where if we just make a dollar,
- 37:35SPEAKER_02: it's worth it.
- 37:36SPEAKER_02: Cause we're trying to win.
- 37:37SPEAKER_02: We're not trying to be eighth.
- 37:39SPEAKER_02: Right.
- 37:39SPEAKER_02: And so you cut these layers of the circle and you retreat to the corner.
- 37:42SPEAKER_02: It feels good.
- 37:44SPEAKER_02: And the close rates are high, but it's the start of a slow downward spiral to death.
- 37:50SPEAKER_02: But I don't know that you have a choice,
- 37:51SPEAKER_02: Henry,
- 37:52SPEAKER_02: if there's no more money and there's no more money and you're 50 million,
- 37:55SPEAKER_02: and this is a common scenario,
- 37:56SPEAKER_02: right?
- 37:57SPEAKER_02: So cut half your sellers, easy.
- 37:59SPEAKER_02: It sounds brutal, but it's easy.
- 38:02SPEAKER_02: Sell to your ICP.
- 38:05SPEAKER_02: It tastes good, but if you do this more than four quarters,
- 38:09SPEAKER_02: the competition's going to pass you by.
- 38:11SPEAKER_02: They're just going to pass you by, right?
- 38:13SPEAKER_02: And it's so hard because we're in this efficiency era now, but to win, you got to play dominant strategy.
- 38:19SPEAKER_02: And one way or another, you got to play in spaces where you're weak.
- 38:23SPEAKER_02: This is the number one use of capital,
- 38:25SPEAKER_02: venture capital,
- 38:27SPEAKER_02: maybe by Discover,
- 38:28SPEAKER_02: by Zoom,
- 38:29SPEAKER_02: I don't know how that,
- 38:29SPEAKER_02: that's a really good use,
- 38:30SPEAKER_02: right?
- 38:31SPEAKER_02: By your competitor, that's a plus.
- 38:32SPEAKER_02: But
- 38:34SPEAKER_02: Ultimately, you want to play... You don't just want to win where you all win all the deals, right?
- 38:40SPEAKER_02: You want to play dominant strategy.
- 38:42SPEAKER_02: And it's tough when you can't.
- 38:44SPEAKER_02: Because if you're...
- 38:45SPEAKER_02: If you have no money and your competitor has no money, great.
- 38:49SPEAKER_02: You both stick to your little lily pads, right?
- 38:52SPEAKER_02: I'll do sales.
- 38:52SPEAKER_02: You do marketing.
- 38:53SPEAKER_02: I'll do Europe.
- 38:53SPEAKER_02: I'll do US.
- 38:55SPEAKER_02: But if you really want to win and you want to be in the US,
- 38:58SPEAKER_02: Stripe needs to be in Europe and Adya needs to be competing here.
- 39:00SPEAKER_02: And you can't, you're sacrificing the dominant strategy.
- 39:05SPEAKER_02: If you don't play dominant, you got to play in categories where you lose most deals to win.
- 39:09SPEAKER_02: This is a weird thing.
- 39:11SPEAKER_02: You got to play in categories where you lose most deals.
- 39:13SPEAKER_01: And Jason, just walk through.
- 39:15SPEAKER_01: Why do you have to play in categories that you lose most deals?
- 39:19SPEAKER_02: Because you won't grow your market share.
- 39:21SPEAKER_02: You won't grow your overall TAM enough.
- 39:24SPEAKER_02: We all start in this little, you tell me in the old days, I guess it was Discover.
- 39:27SPEAKER_02: Who was your top?
- 39:29SPEAKER_02: I remember you told me before, like the Zoom Info and the Discover ICPs were different, right?
- 39:32SPEAKER_02: One was more mid-market and one was SMB.
- 39:34SPEAKER_02: Which one were you, SMB or mid-market?
- 39:36SPEAKER_01: Yeah, but I had a direct competitor before called Rain King that was the same, exactly the same thing.
- 39:42SPEAKER_02: Okay.
- 39:43SPEAKER_02: But you at Discover and ZoomInfo had slightly different ICPs, right?
- 39:47SPEAKER_01: Yes, slightly different ICPs.
- 39:49SPEAKER_02: Yeah.
- 39:49SPEAKER_02: So you could just hide.
- 39:51SPEAKER_02: You just rammed them together.
- 39:52SPEAKER_02: That's the best way.
- 39:53SPEAKER_02: I like that strategy.
- 39:55SPEAKER_02: We can't all do it.
- 39:56SPEAKER_02: But if you'd remain separate, you guys want to look at each other across the battlefield?
- 40:01SPEAKER_02: Like you want to, you got to take share away, don't you?
- 40:03SPEAKER_01: Yeah, and I think actually that is what ZoomInfo was doing to Discover Org.
- 40:08SPEAKER_01: There were accounts where they were coming in where we were like really penetrated in
- 40:15SPEAKER_01: companies that sold to technology decision makers.
- 40:18SPEAKER_01: We had the best data, no question about it.
- 40:21SPEAKER_01: And we would beat them 80, 90% of the time.
- 40:25SPEAKER_01: But then they started showing up into those core accounts and basically Trojan
- 40:30SPEAKER_01: horsing their way into larger accounts.
- 40:32SPEAKER_01: They said, listen, I know you're in IT, you sell to IT and you have Discover Work for that, but...
- 40:38SPEAKER_01: You also probably sometimes sell to the COO and sometimes to the CFO and sometimes
- 40:43SPEAKER_01: these other people get Zoom info for all of that.
- 40:46SPEAKER_01: Then they got Zoom info and they found their way into the IT side.
- 40:50SPEAKER_02: So the most extreme, I didn't get this most extreme example.
- 40:53SPEAKER_02: In the old days when we were competing with DocuSign,
- 40:55SPEAKER_02: in the very beginning,
- 40:56SPEAKER_02: we pretty much owned the Salesforce ecosystem because we were in the first
- 40:59SPEAKER_02: generation of Salesforce.
- 41:00SPEAKER_02: It wasn't that hard.
- 41:00SPEAKER_02: You just had to produce a good integration that actually worked.
- 41:03SPEAKER_02: Most of them didn't work.
- 41:04SPEAKER_02: And then you would get all the leads that existed.
- 41:07SPEAKER_02: And then DocuSign three years later figured out they wanted to get into real estate,
- 41:10SPEAKER_02: into sales,
- 41:11SPEAKER_02: and they would go in and they would find all of our accounts,
- 41:14SPEAKER_02: right?
- 41:14SPEAKER_02: And they would offer them two years free, unlimited use, unlimited anything.
- 41:19SPEAKER_02: And we laughed.
- 41:21SPEAKER_02: This is a sign of desperation, right?
- 41:23SPEAKER_02: It was a sign of
- 41:26SPEAKER_02: dominant structure.
- 41:26SPEAKER_02: We're going to go long.
- 41:28SPEAKER_02: Okay.
- 41:28SPEAKER_02: And we'll throw five, 10, 20 million, and even 20 or 30 people into this.
- 41:32SPEAKER_02: And they did at any marketing program.
- 41:34SPEAKER_02: Salesforce would do.
- 41:34SPEAKER_02: They were there.
- 41:35SPEAKER_02: You want the 500 K booth at dreamforce we're in and the product's free.
- 41:40SPEAKER_02: Okay, and as a first-time founder, I'm like, we just keep winning these deals.
- 41:44SPEAKER_02: We just won Google for 500K and Comcast for 400K and Facebook.
- 41:47SPEAKER_02: And we had this great sales team and we had a 10X feature that we would beat them.
- 41:51SPEAKER_02: But they were doing this dominant strategy.
- 41:54SPEAKER_02: And if they're doing it and you don't,
- 41:56SPEAKER_02: like this Zoom info going to your account,
- 41:58SPEAKER_02: you're going to lose,
- 41:59SPEAKER_02: right?
- 41:59SPEAKER_02: So it's so easy to retreat to that lily pad or whatever this crummy metaphor I'm using.
- 42:05SPEAKER_02: But you've got to keep expanding because...
- 42:08SPEAKER_02: Like you said, how are you going to add growth, add 400 million, 400 million?
- 42:12SPEAKER_02: Yeah, you've got to expand your surface area for your TAM, right?
- 42:16SPEAKER_02: Related to that, one of the things I took for granted as a founder was
- 42:21SPEAKER_02: And I see this is the number one issue in sales today is everyone was a product expert.
- 42:25SPEAKER_02: Now it's easy in a sales tool, but what I just showed you was being a pro.
- 42:28SPEAKER_02: Everyone was a product expert, weren't they?
- 42:30SPEAKER_02: That demo was so powerful of the redlining or the localization or the ease of use.
- 42:35SPEAKER_02: I got to tell you, 90% of the sales folks I interact with today can't demo their product.
- 42:39SPEAKER_00: A hundred percent.
- 42:41SPEAKER_00: I think this is, you're going to lose all those deals.
- 42:42SPEAKER_00: They have their SE to do it for, right?
- 42:45SPEAKER_00: I'm just kidding.
- 42:45SPEAKER_00: No, it's sad.
- 42:47SPEAKER_00: It's sad.
- 42:48SPEAKER_01: I'll tell you where I think it doesn't matter for what it's worth.
- 42:51SPEAKER_01: It doesn't matter in the super enterprise.
- 42:53SPEAKER_01: In the super enterprise,
- 42:54SPEAKER_01: particularly if you're on the account management side,
- 42:57SPEAKER_01: you probably don't need to be the greatest product expert ever to be the best
- 43:02SPEAKER_01: enterprise account manager in the world.
- 43:05SPEAKER_01: But everywhere else,
- 43:07SPEAKER_01: it's like painful to hear answers to very basic product questions get like flubbed
- 43:14SPEAKER_01: or not nailed.
- 43:15SPEAKER_01: Because like in the early days, we were all product experts.
- 43:18SPEAKER_01: Every salesperson knew the nuances of integrating Zoom info into Salesforce.
- 43:24SPEAKER_01: or how you installed the Salesforce native application,
- 43:27SPEAKER_01: or how you handled duplicates,
- 43:29SPEAKER_01: or how you did hierarchy.
- 43:31SPEAKER_01: And I think that nuance for most sellers is gone.
- 43:37SPEAKER_01: They don't really know the product or particularly know the use case that they're
- 43:44SPEAKER_01: solving for with the product.
- 43:46SPEAKER_02: And you know what drives me crazy?
- 43:48SPEAKER_02: There's so much content on LinkedIn, so many thought leaders on LinkedIn.
- 43:51SPEAKER_02: Everyone's talking about building relationships in sales, right?
- 43:54SPEAKER_02: Now,
- 43:55SPEAKER_02: the number one way I think you build a relationship in sales today,
- 43:58SPEAKER_02: no matter what,
- 43:59SPEAKER_02: is being a product expert.
- 44:01SPEAKER_02: Are you literally the biggest guru in the data space,
- 44:04SPEAKER_02: sales data space,
- 44:05SPEAKER_02: the biggest guru in your industry,
- 44:07SPEAKER_02: and you learn a little bit how to ask for the close?
- 44:10SPEAKER_02: You will destroy the competition.
- 44:12SPEAKER_02: There's too many vendors, too much is being cut, too much is being rationalized.
- 44:16SPEAKER_02: My time is short.
- 44:17SPEAKER_02: I'm not adding 50 SaaS vendors.
- 44:19SPEAKER_02: I'm shrinking mine.
- 44:20SPEAKER_02: I want to talk to an expert.
- 44:22SPEAKER_02: I don't want to talk to this person that thinks they're a people person.
- 44:25SPEAKER_02: I don't need a people person.
- 44:26SPEAKER_02: I need an expert.
- 44:28SPEAKER_02: the super enterprise,
- 44:29SPEAKER_02: maybe the golfing still works,
- 44:30SPEAKER_02: but another looking back,
- 44:32SPEAKER_02: I haven't thought about this a long time.
- 44:34SPEAKER_02: There were Keith crack came into DocuSign and blew it up, took him public.
- 44:37SPEAKER_02: He was great.
- 44:38SPEAKER_02: Super.
- 44:38SPEAKER_02: He had been C over Rebo.
- 44:40SPEAKER_02: Great.
- 44:40SPEAKER_02: But the guy before him got fired and he was the fifth CEO before him.
- 44:43SPEAKER_02: They went through five CEOs until they had Keith and the fifth CEO got fired in
- 44:47SPEAKER_02: part because they lost Facebook to us.
- 44:49SPEAKER_02: And Facebook was even back then was pretty big and they thought they'd already commit.
- 44:53SPEAKER_02: They already did a commit to the board that they were committing this huge deal to
- 44:56SPEAKER_02: Facebook and we want it.
- 44:58SPEAKER_02: And part of it was that we were local.
- 45:00SPEAKER_02: We had a 10 X feature.
- 45:01SPEAKER_02: This localization was so important to Facebook, but we talked to our guy later.
- 45:05SPEAKER_02: They came in and never demoed the product.
- 45:09SPEAKER_02: They did the, now this wasn't Keith.
- 45:10SPEAKER_02: Keith would have made it happen.
- 45:12SPEAKER_02: But the guy before they did it and the CRO committed to the deal and they back
- 45:16SPEAKER_02: slapped and they talked about the back nine at Pebble and,
- 45:18SPEAKER_02: and brought him nice vests probably.
- 45:21SPEAKER_02: And we went and just, this doesn't work forever, but we heard this story later.
- 45:25SPEAKER_02: I'm like,
- 45:25SPEAKER_02: oh,
- 45:25SPEAKER_02: that's a,
- 45:26SPEAKER_02: I couldn't imagine going to the meeting and not,
- 45:28SPEAKER_02: this product's about ease of use,
- 45:30SPEAKER_02: but.
- 45:30SPEAKER_02: And, and I just feel like we've deteriorated.
- 45:34SPEAKER_02: We have deteriorated.
- 45:36SPEAKER_02: And.
- 45:38SPEAKER_02: Not enough CEOs just ask this question in sales.
- 45:42SPEAKER_02: We don't ask, sell me this pen anymore.
- 45:44SPEAKER_02: And we don't ask folks to do a demo anymore.
- 45:45SPEAKER_02: We used to,
- 45:46SPEAKER_02: in the office,
- 45:47SPEAKER_02: used to come in the office and you don't have to do it the first meeting,
- 45:49SPEAKER_02: but you wouldn't hire someone in sales until they could sell you this pen and do a demo.
- 45:53SPEAKER_02: Maybe you did.
- 45:54SPEAKER_02: I never, ever hired anyone that didn't do the demo or the sell me this pen.
- 45:57SPEAKER_02: Now we're just like, oh, I got to hire a hundred reps today.
- 46:00SPEAKER_02: You worked at Zoom Info and you're nice.
- 46:02SPEAKER_02: Done.
- 46:04SPEAKER_00: How do you think AI changes what great leadership looks like in go-to-market?
- 46:08SPEAKER_02: I think it's a very interesting question.
- 46:12SPEAKER_02: I don't know the answer,
- 46:12SPEAKER_02: but what I do think,
- 46:13SPEAKER_02: I think the story of getting rid of the four reps because they asked the AI the
- 46:17SPEAKER_02: same question 7,000 times,
- 46:19SPEAKER_02: I think it will lead to a next level of transparency for leadership,
- 46:23SPEAKER_02: right?
- 46:24SPEAKER_02: Just like with Chorus and call recording, that was jaw-dropping when it started, right?
- 46:28SPEAKER_02: The whole cat, your jaw fell out.
- 46:30SPEAKER_02: Like now it's table stakes in a million products, right?
- 46:33SPEAKER_02: Chorus is the best one.
- 46:35SPEAKER_02: But we remember whenever that stuff lodged,
- 46:38SPEAKER_02: It was, but not only was it jaw-dropping, but it was jaw-dropping for transparency, for transparency.
- 46:44SPEAKER_02: And I actually, you asked for leadership.
- 46:47SPEAKER_02: I think we're gonna, we're going to have to guess a lot less and rely just on dashboards a lot less.
- 46:54SPEAKER_02: And I think that's a big change, right?
- 46:57SPEAKER_02: It is a big change.
- 46:58SPEAKER_02: It will lead to a lot of frictions.
- 46:59SPEAKER_02: That's my, maybe my niche answer to the leadership question, right?
- 47:02SPEAKER_02: Yeah.
- 47:03SPEAKER_02: Yeah.
- 47:03SPEAKER_02: I think it may not produce all the benefits for individual knowledge workers that they think.
- 47:08SPEAKER_02: It may lead to more.
- 47:11SPEAKER_02: At first, you'd be like, my boss is listening to my calls on Chorus.
- 47:15SPEAKER_02: And then like a year ago,
- 47:17SPEAKER_02: you'd be like,
- 47:17SPEAKER_02: there's a note taker on my Zoom,
- 47:18SPEAKER_02: but now it's all normalized,
- 47:20SPEAKER_02: right?
- 47:20SPEAKER_02: Yeah.
- 47:21SPEAKER_02: And AI is going to rip through everything in your email box,
- 47:25SPEAKER_02: everything you do,
- 47:26SPEAKER_02: and it's going to tell Henry exactly.
- 47:28SPEAKER_02: And if you guys know anything about the QA space in customer success,
- 47:33SPEAKER_02: I think everything in post-sales is actually ahead of sales and AI,
- 47:36SPEAKER_02: far ahead.
- 47:37SPEAKER_02: Like two to three years ahead, post-sales and sales.
- 47:40SPEAKER_02: And there's a QA space where you,
- 47:42SPEAKER_02: for years,
- 47:42SPEAKER_02: you've been manually grading thousands of customer success agents.
- 47:46SPEAKER_02: and I've done one of these investments, it's completely ripped through the space.
- 47:49SPEAKER_02: Now, everything is AI-ified in QI.
- 47:51SPEAKER_02: If I have a thousand folks picking up the phone at my e-commerce company,
- 47:55SPEAKER_02: I'm not going to grade them manually anymore.
- 47:57SPEAKER_02: The AI is going to literally do everything for me,
- 47:59SPEAKER_02: suck up all that data and tell me Lemkin's got to go or Lemkin's...
- 48:03SPEAKER_02: Everything's been odd.
- 48:05SPEAKER_02: All the stuff we're talking about in sales has already happened post-sales.
- 48:08SPEAKER_02: Maybe...
- 48:09SPEAKER_02: almost to a fall, right?
- 48:10SPEAKER_02: If you look at Zendesk or Gorgias or Intercom, they're so far ahead of sales.
- 48:16SPEAKER_02: They're so far ahead of sales, mainly because people want to lay off people.
- 48:19SPEAKER_02: This is the main reason, but they're so far ahead.
- 48:23SPEAKER_02: And part of that is this transparency that didn't exist.
- 48:25SPEAKER_02: I think it's going to happen in sales over two years.
- 48:27SPEAKER_02: And a different way of looking at it,
- 48:29SPEAKER_02: in my opinion,
- 48:29SPEAKER_02: if you want to see where AI is going in sales,
- 48:31SPEAKER_02: just pop over to PostSales.
- 48:33SPEAKER_02: Just pop over to our friends.com.
- 48:36SPEAKER_02: that are trying to automate.
- 48:39SPEAKER_02: We ask, will humans be automated away in sales?
- 48:41SPEAKER_02: It's a fun question.
- 48:44SPEAKER_02: already happened in,
- 48:45SPEAKER_02: if you look at the homepage of everyone doing customer support software,
- 48:48SPEAKER_02: if you look at Zendesk,
- 48:50SPEAKER_02: Intercom,
- 48:50SPEAKER_02: or Gorgias,
- 48:50SPEAKER_02: and you squint,
- 48:51SPEAKER_02: you know what they all say if you squint?
- 48:53SPEAKER_02: You can lay off 40% of your team with AI.
- 48:55SPEAKER_02: You can lay off 40% of your team.
- 48:57SPEAKER_02: We can argue whether that works in sales or not,
- 48:59SPEAKER_02: but it's the same,
- 49:00SPEAKER_02: it's just,
- 49:01SPEAKER_02: there's more pull there in post-sales,
- 49:03SPEAKER_02: right?
- 49:03SPEAKER_02: So we should learn from it in sales for leadership, for transparency, for product.
- 49:07SPEAKER_02: Like, here's your little crystal ball.
- 49:08SPEAKER_02: It's not quite gonna work in sales, but it's the same tsunami that's gonna come.
- 49:13SPEAKER_02: That's a great parallel.
- 49:14SPEAKER_01: Jason,
- 49:14SPEAKER_01: when you think,
- 49:15SPEAKER_01: this is an interesting one because I actually don't think,
- 49:19SPEAKER_01: and I could be wrong,
- 49:20SPEAKER_01: but I don't think that regardless of how much more efficiency and pipeline you say
- 49:27SPEAKER_01: you're going to bring with your AI sales solution,
- 49:30SPEAKER_01: that people are going to let go of their salespeople to bring in your AI-driven
- 49:36SPEAKER_01: co-pilot thing.
- 49:38SPEAKER_01: And
- 49:39SPEAKER_01: They'll believe there'll be productivity boosts, but it's just, it's not as compelling.
- 49:45SPEAKER_01: Like there are two things that I felt are really compelling in AI land.
- 49:49SPEAKER_01: One,
- 49:49SPEAKER_01: the Zendesks and customer support people of the world basically going,
- 49:53SPEAKER_01: yeah,
- 49:53SPEAKER_01: you get rid of 40% of your customer support people and replace it with this bot.
- 49:58SPEAKER_01: It'll handle 99% of what comes through.
- 50:00SPEAKER_01: And then on the other side, GitHub being like 20% more developer productivity.
- 50:08SPEAKER_01: And I think on that side,
- 50:09SPEAKER_01: people have talked about developer productivity,
- 50:11SPEAKER_01: sales rep productivity,
- 50:12SPEAKER_01: whatever productivity forever.
- 50:14SPEAKER_01: But for whatever reason, it is etched in my brain that GitHub will give me 20% more productivity.
- 50:22SPEAKER_01: GitHub's copilot will give me 20% more productivity out of my engineers.
- 50:26SPEAKER_01: Maybe because my engineers are hard to hire.
- 50:28SPEAKER_01: And I know that when you get a good one, you really want to keep them.
- 50:30SPEAKER_01: And the idea that I can get one more person out of five people just by giving them this tool is...
- 50:36SPEAKER_01: the most compelling thing in software, in a software business.
- 50:41SPEAKER_01: But I haven't found anybody else nail messaging that really compels somebody around AI.
- 50:48SPEAKER_01: What we see,
- 50:49SPEAKER_01: for sure,
- 50:50SPEAKER_01: the ability of leveraging AI to understand all of your customer and prospect data
- 50:55SPEAKER_01: and your company,
- 50:57SPEAKER_01: and then prioritize accounts that you should be going after based on a really deep
- 51:02SPEAKER_01: understanding of your ICP,
- 51:05SPEAKER_01: who you've talked to, what signals are being generated.
- 51:08SPEAKER_01: This is like back in the day,
- 51:10SPEAKER_01: EverString and Infer and Predictly,
- 51:13SPEAKER_01: there are all these like early 2010s companies that were trying to do this.
- 51:17SPEAKER_01: And generative AI absolutely unlocks that in a big way.
- 51:20SPEAKER_01: Then just like,
- 51:23SPEAKER_01: Can AI write a better first email than my brand new SDR can try to figure out on their own?
- 51:31SPEAKER_01: Absolutely.
- 51:32SPEAKER_01: And at a minimum, it gets you a much better starting position.
- 51:36SPEAKER_01: But once that cycle starts automating,
- 51:39SPEAKER_01: that's going to be really an inflection point from a new sales perspective.
- 51:45SPEAKER_02: Yeah,
- 51:45SPEAKER_02: I think maybe the meta question like is,
- 51:46SPEAKER_02: if you look at,
- 51:47SPEAKER_02: if you started engineering,
- 51:48SPEAKER_02: we think all these innovations would lead to us needing fewer engineers.
- 51:53SPEAKER_02: No, the engineers just get better.
- 51:54SPEAKER_02: Every innovation we've had in software from open source to just using Stack
- 51:58SPEAKER_02: Overflow to Copilots,
- 52:00SPEAKER_02: they just get better.
- 52:01SPEAKER_02: We don't really can't do, we can't run Zoom Info with three engineers.
- 52:04SPEAKER_02: It's just, they can produce much better software, right?
- 52:06SPEAKER_02: And it's an arms race that goes up, right?
- 52:08SPEAKER_02: The question for sales is,
- 52:10SPEAKER_02: will everyone in sales that works more than 15 hours a week get better from AI?
- 52:14SPEAKER_02: Or will that happen, but the slider will get rid of a little bit of them?
- 52:19SPEAKER_01: I don't know.
- 52:19SPEAKER_02: I'm waiting to see.
- 52:21SPEAKER_02: I'm observing.
- 52:21SPEAKER_01: Theoretically, they can just get better.
- 52:25SPEAKER_02: They can, right?
- 52:26SPEAKER_02: But maybe we're going to see more toasts where the AI is the lubricant to drive,
- 52:32SPEAKER_02: to force the higher,
- 52:34SPEAKER_02: force up the quotas and cut the territories.
- 52:36SPEAKER_02: And it's great.
- 52:36SPEAKER_02: You've got, here's your good news.
- 52:38SPEAKER_02: There's good news and bad news, Henry.
- 52:40SPEAKER_02: Good news is Zoom Info Copilot for the whole team.
- 52:43SPEAKER_02: You don't have to share email addresses.
- 52:47SPEAKER_02: We've got enterprise-wide.
- 52:49SPEAKER_02: Bad news is your quota's up 50% of your territory.
- 52:52SPEAKER_02: It might be some version of that with AI.
- 52:55SPEAKER_02: We'll have to see.
- 52:56SPEAKER_00: Yep.
- 52:58SPEAKER_00: Jason, we've got to wrap really soon.
- 53:01SPEAKER_00: Thank you so much for spending the time with us.
- 53:03SPEAKER_00: Our traditional last question that we ask everyone is,
- 53:05SPEAKER_00: who is the smartest person you've ever met,
- 53:07SPEAKER_00: and what did you learn that you took away?
- 53:08SPEAKER_02: I'm just going to say smartest people in tech, right?
- 53:11SPEAKER_02: I'm actually in
- 53:14SPEAKER_02: And maybe Henry would be in this category,
- 53:16SPEAKER_02: but I didn't meet him at this moment that I'm going to describe.
- 53:19SPEAKER_02: But the two best I've met are Peter Gassner, who's CEO of Viva.
- 53:25SPEAKER_02: They raised $3 million and are worth $34 billion.
- 53:29SPEAKER_02: Pharma and vault for Pharma and CRM, CRM and vault for Pharma.
- 53:35SPEAKER_02: And I admit this one is slightly toxic.
- 53:37SPEAKER_02: Travis Kalanick, when I met him pre-Uber, barely met him.
- 53:39SPEAKER_02: I was just invited to a lunch.
- 53:41SPEAKER_02: And what the hell did Peter Gassner running a eight-figure deal pharma company and
- 53:45SPEAKER_02: Travis Kalanick running a pirated music company and then Uber and then a cloud case
- 53:49SPEAKER_02: you have in common?
- 53:50SPEAKER_02: This is the magic of the best.
- 53:54SPEAKER_02: Literally, they could explain the future to me in the crispest terms.
- 53:58SPEAKER_02: The crispest.
- 53:58SPEAKER_02: When I met Peter through one of our investors, I said, nicest guy, Peter Gassner.
- 54:02SPEAKER_02: Intense, but nice.
- 54:03SPEAKER_02: He's like, okay, here's what's going on with Viva.
- 54:05SPEAKER_02: Oh, what are you doing?
- 54:06SPEAKER_02: Okay, here's how the next five years might roll out for you at Echo Cellar.
- 54:10SPEAKER_02: If he was pretty right, he was pretty right in a way I haven't seen before.
- 54:14SPEAKER_02: And I remember meeting Travis when I was really young in the early days.
- 54:19SPEAKER_02: When video was just exploding on the internet, he's like, here's where video will go.
- 54:22SPEAKER_02: Here's where something like YouTube will go.
- 54:23SPEAKER_02: Here's how we'll use.
- 54:24SPEAKER_02: Here's how we'll percolate through society.
- 54:26SPEAKER_02: Here's how we'll change how we consume video.
- 54:28SPEAKER_02: And I'm looking at 320 times 240 pixelated videos on my phone.
- 54:32SPEAKER_02: And I'm like, what are you talking about, dude?
- 54:34SPEAKER_02: And everything from music to video that he said.
- 54:36SPEAKER_02: And it's not blabbering.
- 54:38SPEAKER_02: It was actually...
- 54:40SPEAKER_02: Taking all of that,
- 54:41SPEAKER_02: seeing five to eight years in the future and compressing it into mortal communication.
- 54:45SPEAKER_02: It's an incredible skill, right?
- 54:46SPEAKER_02: And I think, so I think the best CEOs can see further into the future than the rest of us can.
- 54:53SPEAKER_02: And then they can bring that into the present in a way we can see it.
- 54:56SPEAKER_02: And it's just, it's for me, that's the mad, that's magic, right?
- 55:00SPEAKER_02: So that, those are my learnings.
- 55:01SPEAKER_02: And I just remember being my jaw dropping with both Peter and travel.
- 55:05SPEAKER_02: Jesus, these guys are like here.
- 55:09SPEAKER_01: Yeah, amazing.
- 55:11SPEAKER_01: This is how I feel when I hear John Collison talk.
- 55:17SPEAKER_01: I'm very far away from understanding the world the same way that they do.
- 55:23SPEAKER_02: But you know what the beauty of CEO is?
- 55:25SPEAKER_02: Actually, you don't have to be that person.
- 55:26SPEAKER_02: I'm not saying you're not, but you don't have to be that person.
- 55:27SPEAKER_02: You just hire them on your team.
- 55:30SPEAKER_02: That's like the best CEO.
- 55:32SPEAKER_02: These are the best ones.
- 55:35SPEAKER_02: But you can be like,
- 55:37SPEAKER_02: you have to be humble enough as a CEO to say,
- 55:38SPEAKER_02: listen,
- 55:39SPEAKER_02: I got a higher VP smarter than me.
- 55:41SPEAKER_02: Right.
- 55:41SPEAKER_02: That's it.
- 55:41SPEAKER_02: That's another cheat code is seeing that.
- 55:43SPEAKER_02: And then they're not all the CEOs of the top,
- 55:46SPEAKER_02: whatever companies didn't,
- 55:47SPEAKER_02: they weren't all first in their class from wherever Harvard and Stanford,
- 55:50SPEAKER_02: were they?
- 55:51SPEAKER_02: That's the classic thing, right?
- 55:53SPEAKER_02: You can hire them.
- 55:53SPEAKER_02: That's just being,
- 55:55SPEAKER_02: you want to hire the best,
- 55:56SPEAKER_02: but also if you think you're just pretty smart,
- 55:58SPEAKER_02: hire folks relentlessly smarter than you under you.
- 56:00SPEAKER_02: You be the visionary.
- 56:02SPEAKER_02: And then that's the way to backfill it.
- 56:04SPEAKER_02: Just if you're a 130 IQ, just hire some 150s.
- 56:06SPEAKER_02: It's fine.
- 56:07SPEAKER_02: Like you don't have to, you don't have to do it all yourself.
- 56:09SPEAKER_00: Yeah.
- 56:11SPEAKER_00: I love it.
- 56:11SPEAKER_00: Jason, thank you so much for coming on the ZI Labs podcast.
- 56:14SPEAKER_00: This is great.
- 56:14SPEAKER_00: Truly an honor for me.
- 56:15SPEAKER_00: I've been following you forever.
- 56:17SPEAKER_00: I really appreciate the time.
- 56:19SPEAKER_00: And we hope to help you on again.
- 56:20SPEAKER_02: Okay.
- 56:21SPEAKER_02: Sounds good.
- 56:21SPEAKER_02: All right.
- 56:22SPEAKER_02: Thanks, everybody.