Latest / Success Story with Scott Clary / Jody Glidden - Tech Entrepreneur & CEO | Why Fast Learning Is the Only Protection Against AI Disruption
Transcript
- 0:00Crazyest thing about AI has been the growth rate, how fast it's been able to improve.
- 0:04The latest model, O3, is now the 20th best coder in the world.
- 0:08Well, people say, well, let's just make sure that it's not biased.
- 0:12We're not even the only country developing advanced AI.
- 0:14It's like trying to stop the water from a dam with your hands.
- 0:17From high school dropout to tech visionary,
- 0:20Jody Glitten didn't follow the traditional playbook.
- 0:22He rewrote it.
- 0:22He co-founded Intro Hive, a relationship intelligence platform
- 0:26that raised over $135 million and scaled to nearly a $500 million valuation.
- 0:31His superpower, spotting trends before they go mainstream,
- 0:34and building systems that turn connections into revenue.
- 0:37AI is coming.
- 0:38It will be in its absolute best form that will help us do our jobs.
- 0:42But at some point, it will replace our jobs.
- 0:44One of the ways that I've always adapted anyway
- 0:48and is by being open to learning.
- 0:50Watching videos and studying, reading books,
- 0:52that's going to be a more important skill than ever.
- 0:55If we're expecting to go do college and then we're done learning, you're done.
- 0:58From chalk media acquired by Blackberry to his current role as CEO and founder of Postilize,
- 1:04Jody has consistently built, scaled, and exited industry shaping companies.
- 1:09This isn't just about software.
- 1:10It's about people, relationships, and the AI that drives them.
- 1:14Jody's building more than a business.
- 1:15He's building the future of how we connect.
- 1:17So many people have a hard time with focus.
- 1:19If you just have a plan and focus,
- 1:21you're going to be so far ahead of most of the people.
- 1:24You don't have to be faster than the bearer.
- 1:25You just have to be faster than the people that can.
- 1:38All right, Jody, so you have built and exited five companies
- 1:42and now generative AI pulled you back to the startup scene and to the startup world.
- 1:47So what is the most mind-blowing, scary capability that you've seen AI be able to do?
- 1:57Well, I think the craziest thing about AI has been the growth rate of how fast it's been
- 2:03able to improve. Because if I look at like two years ago, it was really interesting.
- 2:09It was interesting enough for me to stop what I was doing and jump back in.
- 2:13But I really had no idea it was going to get to the point where it's the latest model
- 2:1903 that just dropped last week is now the 20th best coder in the world.
- 2:27It's pretty much at a PhD level in terms of the first one that can actually do PhD type
- 2:35inventing of new science, for example, right?
- 2:37We just never really thought that anything was going to get there in my lifetime.
- 2:42So this is how long has AI been around?
- 2:47Like, what's the timeframe? Because that's so I think that most people, listen,
- 2:52it's crazy because it's moving so fast that you have people that have not even touched it.
- 2:57You have people that are dabbling. You have people that are building in it.
- 3:01You have people that are sort of proficient users.
- 3:04And I think that even in the proficient user section of that proficient user AI category,
- 3:12I think that people mostly think it's an aggregator of information.
- 3:15Yeah, and this word wrapper.
- 3:17Yeah, wrapper, right? It's not like thinking of new stuff or most people don't think that it's
- 3:22thinking of new stuff. So you're saying that in a couple years, we're PhD level where it's
- 3:27actually coming up with its own ideas.
- 3:29That's correct. Yeah, it used to be able to, for example,
- 3:33sort of look at a bunch of jokes and come up with something along those patterns to,
- 3:38you know, to create a sort of new joke, but along all the exact same patterns.
- 3:43This is the first model that ever came out with 03 where it can kind of invent up an entirely
- 3:49new kind of joke, for example, right? Or it can look at the science along, let's say some sort
- 3:54of quantum physics and actually come up with a new concept or the same thing with DNA medicine.
- 3:59We're going to see new drugs being invented. We're going to see new science happening in
- 4:04rocketry and all this stuff. And now the AI is at the point where it's able to actually improve
- 4:11itself for the first time ever too. So, you know, I think to your point about when did it start,
- 4:18it really was November, December of 2022, which is we're not even at the three-year mark.
- 4:24This is incredibly fast. So, you know, I kick this off by asking, what's the scariest thing
- 4:29that you've seen AI do? And it's not like it's able to do anything too scary or too unnerving yet,
- 4:35but just the pace that it's improving. It's like a little bit, it's a little bit scary.
- 4:43I think so. Like I think I think a lot lately about the impact on our society,
- 4:50on, you know, our children. Not from the ethics point of view, a lot of people talk about the
- 4:56ethics part of it. I think that chip sailed a long time ago. I think not. Explain that though.
- 4:59What do you mean the ethics will have a sale? Well, people say, well, let's just make sure that
- 5:06it's not biased or this or that, but we're not the only companies developing AI. Like open AI
- 5:12is not the only company doing that. We're not even the only country developing advanced AI.
- 5:16So you can't just, it's like trying to stop like the water from a dam with your hands. It's
- 5:23impossible. So, you know, so AI is coming. It will be in its absolute best form that will help us
- 5:34do our jobs. But at some point, it will replace our jobs. You know, for a while, it will augment us.
- 5:41Yeah. And then there will be a point where they won't need us anymore.
- 5:45So what does that mean then? I mean, right now, I already feel like we're at the point where it's
- 5:50augmenting three years in. And like all technology, I'm assuming it follows some sort of growth curve
- 5:57where very soon it's going to, if it's improving itself, it's going to exponentially get more
- 6:03efficient and more useful. And we're three years into it. And now it's already augmenting. It's
- 6:09like six, you know, another three years. Is it already going to be replacing most of the jobs
- 6:13that we do today? Or I think around the replacing of the jobs thing, there's, there's what can
- 6:20it do? And then there's what will we let it do as a society? So there's government intervention
- 6:25happening in every different country. They have their own angles on it and stuff. And you know,
- 6:29we've now appointed like an AI, Zara, David Sacks and so on to sort of put the US's view on what
- 6:38we're going to do. But I think one of the biggest things people, I hear people say all the time,
- 6:45well, you know, I go into Chachi, we tea and it couldn't possibly do my job. Correct. But there's
- 6:50a whole bunch of people building companies out there like mine and, you know, a million others,
- 6:56where, you know, it might take us three to five years to accomplish whatever our goal is. But
- 7:02it will eventually completely do a certain job, whether that job might be customer support,
- 7:09which is kind of already being done now. Or maybe the SDR job, which is basically the, you know,
- 7:15the people that dial and, you know, do the sale, entry level sales people, right? The lead generators.
- 7:22They're taking the most repetitive, easiest jobs. Those ones were getting completed first. And
- 7:28then the more complex jobs will have a next and so on and so on. And I think that's really what
- 7:34you're seeing. I see sometimes in the forums where people say the job, you know, I don't see anything
- 7:41super impressive yet other than Chachi, we tea. It's just you haven't seen it yet. Do you have,
- 7:46have you seen it yet? Because you're in this space, you're building in this space. Obviously,
- 7:50you're like super into technology. Your whole life has been building tech company. So I feel like
- 7:54you're more advanced than the average person who's just messing around on Chachi VT on the weekend.
- 7:59So you mentioned 20th best coder in the world, PhD level. I know that there's a lot of talk about
- 8:07agents as well, sort of autonomous agents that can do tasks once you train them. So you know it,
- 8:14what's the most advanced thing that it can do right now that would be scary for somebody who's
- 8:18like a knowledge worker. I mean, it's, it's getting pretty good now at doing all of the high volume,
- 8:27like white collar work. So for example, paralegals in law firms are probably, it's pretty close to
- 8:38being able to do that job now. And without mistakes. Without mistakes. And people talk about,
- 8:44I hear often people saying about while hallucinations and things like that. But there's,
- 8:49there's ways to mediate hallucinations and, you know, cross-checking and using things like
- 8:55proplexity type algorithms. So people are often talking about it'll never work because of. And then
- 9:03the because of is something that was a two year ago problem, you know. So what are how are people
- 9:08going to learn or upskill if, you know, technology is completely replacing them? Like I think there's
- 9:15going to hit people coming out of college and university the hardest immediately because I don't
- 9:19know where they're going to get jobs anymore. No, I think that, you know, I have a daughter now that's
- 9:24that's 16 years old. And I think the most important thing is to be agile. You have to expect that
- 9:33the the job market that you're going to enter is not foreseeable right now. And so one of the
- 9:39the ways that I've always adapted anyway and is is by being open to learning and just constantly
- 9:45whatever that new thing is, there's always going to be a new thing. And whatever that new thing is,
- 9:50if you're on top of it, not trying to, you know, outsource it to people. You know, I'm all weekend,
- 9:57all evening. I'm like constantly watching videos and studying and things like that reading books,
- 10:03like that's going to be a more important skill than ever because if we're expecting to, okay,
- 10:09we're going to go do high school, we're going to go do college and then we're done learning. Yeah,
- 10:13you're done. Yeah. And I think that this is something that people first realized during COVID,
- 10:18like if they haven't upskilled and they got laid off during COVID, then they tried to get back
- 10:22in the job market and they were just doing the same job for the past, you know, 20 years and
- 10:28they have an upskilled, then there was a lot of friction with them getting a new job. Now AI is
- 10:32making it even more difficult for those people. I think that everybody has to start acting like an
- 10:38entrepreneur. That's really that's going to be a trend. Yeah, like I can see now already that
- 10:44the company sizes are shrinking dramatically, right? You're seeing that the big companies like
- 10:49Mehta and Google and all these companies are shrinking headcount and still achieving the same.
- 10:54And it's an exceeding revenue too. And I think there was a thing about Mehta, just
- 10:59strong headcount exceeded revenue numbers and people were giving them a hard time,
- 11:03like why would you lay people off? I'm like, what will those people do? Yeah, I know they do at Mehta
- 11:08or Google when there's exactly people are more productive. And you have to think the company's
- 11:13mandate is to grow the company, grow the revenue, decrease expense. It's their job. It's their job.
- 11:20So as much as it, you know, from a, oh, it's nice if the company just employs people to employ
- 11:26people at the end of the day, no companies ever going to act that way. So you have to understand how
- 11:31companies act and then you conduct yourself accordingly. That's the world we live in. Yeah. And that's
- 11:37the world, you know, our children are going to move into and everything. So, you know, I think
- 11:43I've seen it also at the smaller scale, right? Because I've done a lot of companies from zero to,
- 11:48you know, they call it zero to one, but these companies from zero to a hundred or several hundred people
- 11:54are now, I think you can still, you can build those same kind of companies with fewer heads.
- 11:59And so if you can, you have to because the investors will only give you that much money.
- 12:06So I mean, you built, you built several companies. If you look at, if you look at how you build in
- 12:122025 versus how you used to build, what are some of the biggest differences? Like when you first
- 12:18started out, what was the, what was like the first company? Because I would have been how many years
- 12:22ago, I don't want to date you. But it was a couple of years ago, right? When you first started
- 12:29that company, what was notably different in how you had to think through getting something from
- 12:34zero to one, getting it off the ground, raising money, hiring? I'm just, I want to paint a picture
- 12:39for how much things have changed and how quickly things have changed. Yeah. You know, I, so my first
- 12:44one was like in the early 90s and then the late 90s. And back then, I think it was, it was,
- 12:53it kind of like what we were very cash constrained back then. And then the two, in the early 2000s,
- 12:58all of a sudden cash was free. And now it's starting to get more cash constrained again. Because
- 13:06people, investors know that you can do it on less cash. So back then, I was doing things like
- 13:11profitably, for example, you know, because that was the way I knew it was the idea. Yeah, exactly.
- 13:18Yeah. But I think now we're moving into, we're, you know, we're still doing the same,
- 13:25the same kind of thing where we're doing a cash constrained, but it's incredible what we're
- 13:29able to get done in a short period of time. In, in postalize my new company, from quarter to quarter,
- 13:36when I go back and show customers or prospects, the feature list that we've accomplished with such
- 13:41a small team, it's like blowing people away. So when you say blown away, what, what is so impressive,
- 13:47what is it doing? Because not everybody, like not everybody goes, not everybody's in the weeds on
- 13:51this. All we, we, everyone hears about, like no code, low code, but that's all, that's almost
- 13:58people ever hear about it. They don't actually know what that means. And I don't even think that
- 14:01that is even AI. It really, it's not, yeah, you're, so that's those things like bubble and things
- 14:06like that flutter. But, um, but this is even beyond that. I'm not sure that those are even,
- 14:11I think those are becoming obsolete now, because now you can actually make actual, you know,
- 14:17Java code, Python code, um, you know, no JS code. Yeah. Having like,
- 14:25not a lot of knowledge, I saw a guy on a podcast. He was one of the business guys at Uber,
- 14:32and he created, um, like a very, very successful app, just him. It's generation. He was not a
- 14:39technical guy. He was like a business development guy. Yeah. He has no staff. It's just him.
- 14:44And he taught himself, you know, what nowadays they call vibe coding. Yeah. Yeah. And he built it. And
- 14:51is that just as simple as going into chat GPT and saying, literally, I need to build this app.
- 14:57Can you code it for me? And then taking that code and then hosting it somewhere? Well, or is there
- 15:02most of the time that's going to get it wrong? Yeah. I get it. Um, but if I look at what was
- 15:07happening, say a year and a half ago, the code that it was producing versus the code that it
- 15:12produces today, there's very few errors versus back then. It was, you know, a lot of errors.
- 15:19So that's just continues to get better and better. On top of that, you have, um, you have to have
- 15:26knowledge of like the more knowledge you have of coding, the better you're going to be at it.
- 15:31Because if it's like 90% of the way there, then you can take a look at it. And that's still tons
- 15:36of time saved. Exactly. Yeah. That's what a lot of the developers are talking about is that it
- 15:41gets some 90% of the way there. Yeah. Although now with products like cursor and some of the newer
- 15:46models like O3, um, I'd say you can get it closer to like 95, 96% there. In the past, you said that
- 15:53intro high was going to be your last company before AI came along. So I mean, I, I'm laughing because
- 15:58I sit down with so many entrepreneurs. And whenever they say they're done, it's always a lie.
- 16:05It's like 100 times a lot. Yeah. So what was it about? What was it about? I mean, I think I know
- 16:11the answer, but I want to hear it from you. Like, what was it about generative AI that was so
- 16:15exciting for you? I know that it's efficient. I know that it can do incredible things. I know
- 16:19that it's the future, but you don't have to work again. So why do you want to build in generative AI
- 16:25and go from zero to one all over again? Like every time it's like an extra great hair, right?
- 16:30And it's, it's not less painful. Yeah, I know. The coding may be easier and all
- 16:34stuff, but, but it is for everybody else in the world too. Yes, I'm exactly coming out.
- 16:38Now exactly. Yeah. No, I would say that, um, yes, I was going to be done. And, uh, but I think now
- 16:45what got me are really a couple of things. I'm really worried about our future generations a
- 16:51little bit. So I think that there might only be, um, you know, maybe three to 10 more years left to
- 16:58earn before the middle class could be completely wiped out. There, because there might be so many
- 17:04blue collar jobs and white collar jobs that are replaced, white collar with the AI that we know now.
- 17:11And blue collar with the robotics and everything that's coming, maybe five years from now, um,
- 17:17that I feel like maybe the, maybe I need to earn more for, yeah, help with my future generations,
- 17:24my daughter and, you know, all of that. I can ask chat GPT for anything. What do I actually have
- 17:29to know? I know, I know how to interpret the output of a generative chat tool. So what do I
- 17:35actually have to know? Just enough to interpret it and prompt it? Well, I think really with all of
- 17:39those, whether it's, you know, physics or chemistry or math or coding, what they all, what threads
- 17:45through them all is logic. Yes. You know, and so the better we all get at logic, then I, that's,
- 17:52an adaptable skill that you'll be able to drop yourself into any environment, learn, you know,
- 17:58some domain and, and make yourself useful. I think like building a company is also a process
- 18:04of logic. You have to figure out what, what should the product be or the service be? You're figuring
- 18:10out, you know, what's the market sizing? What's the competition? Like, what, how do you pick a good
- 18:14idea? You have to learn all about how to pick. Then you have to figure out, well, how do I persuade
- 18:19an investor and you learn all about that? But these are all logic problems, right? And, and so if
- 18:25you don't get the logic skills built up in your early years, you're probably going to struggle
- 18:30later on when, probably, like you said, the main job will be building a company. It might be a
- 18:35company of one. It could be a company of one. And I mean, one of my favorite charts is actually
- 18:40looking at how many people it takes to make a million dollars in annual revenue. And if you look at
- 18:46the graph over, you know, a period of times, it's a 1940s or 50s. It used to say, pretend it was
- 18:50like 50 people. And now to make a million dollar, you know, ARR annual recurring revenue or annual
- 18:56revenue company, it's one person. Yeah, the guy that I was talking about. And not even just
- 19:00million. It could be several million with a Chrome extension or whatever. They're, they're,
- 19:05they're predicting, I think the same Altman might have said this, but a lot of people have that
- 19:11think that they're in the next several years. There's going to be somebody that will make a
- 19:15billion dollar company with one person. Crazy. What would be one of the most important skill sets,
- 19:21entrepreneurial skill sets that has helped you when you started your first company and is still
- 19:27relevant. I mean, five companies later. I think probably relationship building has been the most
- 19:34important thing because what there's, there's a few different hurdles that you have to be able to
- 19:40get through in order to build a successful company. And they're all really hard hurdles. One of them
- 19:45is hiring top talent. If you hire adequate talent, you probably won't make it. And that seems
- 19:54crazy, but that's just the way it is. You have to hire exceptional people. And that's a really,
- 20:00really hard thing to do. Why would an exceptional person quit a very stable job that's high paying
- 20:05and come work at a fragile startup? That's a really hard thing to do. I think the other thing is,
- 20:11is it's relationships that do that, right? They trust you because they worked with you before.
- 20:16I've always put a lot of work into my investor relationships and making sure that even though
- 20:21I might not be building something at the moment that I keep those investor relationships alive.
- 20:26And the relationships with my top customers, I make sure that when I get a customer,
- 20:31that I make them feel valued and that I stay, I even keep in touch with them after they're no longer
- 20:37a customer because they might be a customer the next time or maybe they can be helpful to each other,
- 20:41you know? Well, I think that, I mean, your strategy on how you build companies is very smart
- 20:46because you've always built in the enterprise space. And I think that that's maybe talk a little
- 20:51bit about how you sort of, again, built five companies in the enterprise space and some of the
- 20:57lessons from there because I think a lot of entrepreneurs, even after they have that first success,
- 21:02they do have a little bit of shiny object syndrome and then they just go down a completely
- 21:06different route and they make it harder on themselves and it has to be. And I think that's almost,
- 21:10I think shiny object syndrome is, it almost comes hand in hand with somebody who's curious
- 21:16enough to be an entrepreneur in the first place. But you've done a very good job of, you know,
- 21:22regardless of all the different opportunities in front of you and when you have a track record
- 21:27like yourself, you have a lot of different opportunities that you can pursue. You've done a really
- 21:31good job of staying hyper focused on what you know best. And I think that's probably been one of the
- 21:35keys, obviously there's many, but one of the keys to you being successful repeatedly. I think it's
- 21:39probably the main reason because I got pitched so many times on becoming a co-founder in some
- 21:46consumer startup or, you know, all these different things and my answer was always like,
- 21:52it sounds like a great idea, but it's not my expertise. I don't know anything about it. And I
- 21:56think you have to admit to yourself, what do you know and what do you not know? And enterprise,
- 22:00the thing about enterprises, I've worked in them enough to know how the marketing departments work,
- 22:05how the finance departments work, how the sales departments work, and I know a lot of people.
- 22:09And you know, one of the things I always say is there's only 500 or the Fortune 500. So when you know
- 22:14a bunch of those people, it makes your job a lot easier, right? So talk to me about relationships
- 22:20because you mentioned a couple things. So relationships are key. And relationships will probably be even
- 22:26more important in the age of AI where everything, every other piece of the business is almost commoditized.
- 22:32It's almost like it's simple. And the barrier to entry with technology is going to be lower than
- 22:37ever before. So then what's the what's the the X factor that's going to get a company to choose
- 22:44your product versus someone else's? I see I would say more and more the reason that people are losing
- 22:53customers. So customer retention going down or people not winning a deal is because in the era of
- 23:00COVID, everybody got used to they can sell by Zoom. And they no longer put the emphasis on
- 23:06relationship. I think you can go ahead and sell by Zoom, but relationship has to really matter.
- 23:10You have to make a point to see aside from what maybe I'm trying to sell you. Is there any other way
- 23:16I can help you? Can I make introductions for you? Can I introduce you to come up to customers?
- 23:20Like being a helpful person in the world is it always finds a way to come back to you. AI is going
- 23:28to remove the human component right of building a business. You've found a way to make it enhance
- 23:36the human component to a degree with fossilized. That's kind of how the business works. So I think
- 23:41that that's probably explain explain how you do that. But I think that's probably a healthier way
- 23:47to look at AI. Yeah. Like I noticed with my own personal like with my own friendships that
- 23:53sometimes I would go and be a friend that is really important to me. And I'd realize it's been
- 23:58like, you know, two months since we had dinner that we spoke or whatever. And I just think
- 24:04that's not healthy. No. And so a lot of times it's because we all just kind of we try to organize
- 24:13our day, but oftentimes we don't organize our relationships and how long has it been since we
- 24:18spoke to this person. And and you have to be able to do that measure the relationships as
- 24:23as like kind of scientific as that sounds. Measure the relationships that which which are
- 24:28going to be the top relationships that you're going to make sure that you nurture all the time
- 24:32on a personal and a professional. This is how you've built multiple companies because like you
- 24:36said, even your downtime when you're not building anything, you're still talking to investors.
- 24:39And you're still keeping in touch with your customers over past customers. And I'm assuming even
- 24:43you know, you mentioned to to make a company successful, you have to attract to that, you know,
- 24:50a plus level talent. Yeah. I'm assuming that you also keep in touch with the people that have been
- 24:55absolute phenomenal employees and peers over the course of the past five companies. So when you
- 24:59built something new, you're trying to bring those people back to work with you. Yeah. I always make
- 25:04made sure that I'll give you a good example. One of my best salespeople he wanted to start a new
- 25:11company. He came to me and he said, he's like, Hey, I'm, you know, I'd love to start a new company
- 25:17or whatever. Instead of saying like, you know, like given him a hard time, but I said, stay
- 25:22with me for two years. I'll get you more involved with, you know, the things of how to raise money,
- 25:29how to get your first customers and all these sorts of things. I will help you become a better founder,
- 25:34just stick with me for two years. And he stuck he stuck with me for I think maybe four years.
- 25:39And then he went and started a company. He's now raised, I don't know, five million. He's
- 25:44about to raise his blackstreet. He's doing really well. Yeah. Yeah. So, but and then, you know,
- 25:50we talk on a regular basis, it builds loyalty, you know, just being a helpful person, you'll,
- 25:56you never know when they might want to join back up and become a co-founder someday.
- 26:01Thousand percent. Okay. So what Possibleize does is it, it, I mean, we're all human and we all try,
- 26:08and most of us are trying to maintain our relationships. And it's difficult because there's a
- 26:13million different things going on in our lives. And so what it actually does is it helps you maintain
- 26:19relationships at scale, using AI to focus on and reach out to the people that are the most important
- 26:24in our lives, correct? Yeah. So one of the things it's doing is it's, it's just watching
- 26:29basically who are you emailing with? Who are you meeting with regularly? Who are you texting with
- 26:34regularly? Who are those people? Where do they work at the moment? What's going on in their lives?
- 26:39And, and the long-term vision is just helping make sure that you don't miss things that are
- 26:46really important. If somebody, you know, maybe even has a baby and you didn't know it or somebody
- 26:51gets a promotion or somebody moves to another company. Some of these things are, you know, points
- 26:57of time when you should be showing empathy, you should be showing excitement, you should be
- 27:01engaging with them. You should be taking them out to dinner. You should be, maybe it's a customer
- 27:06opportunity. But if you don't even know that these things are happening, how are you ever going to do
- 27:11that? If we lean on AI too much and we lean on software and tools too much, then we then we
- 27:19miss the human component and all our interactions. You know, we were talking even before we pressed
- 27:23record about how media and podcasting, you think it's going to be very important because AI can
- 27:30now write probably better than a lot of people can write, meaning that what's going to be the
- 27:37reason you read one person's writing versus a Seth Godin or a Malcolm Gladwell or a pick a big
- 27:43author or, you know, James Clear. The reason is because of their name. So I think that it's going
- 27:49to be very hard for up-and-coming writers to build a name just around their written work and
- 27:54you made this point too because people can just use AI to write now. Yeah. I think we're going to see
- 28:01probably a hundred X written content over the next three years, which will desensitize everybody to
- 28:09written content. And I think you're going to see an uprising in the value of personality and
- 28:17celebrity and podcasting, things like that because, you know, I tune in to your show because
- 28:24you know, you're familiar to me and I know what I'm getting when I watch the show. I know,
- 28:29you know, I know it's going to be you and I know what the kinds of things you're going to do.
- 28:34That I think is going to be one of the last
- 28:38replaced things in this new world is like personality.
- 28:43When you think about how to use AI for human interaction in a business context,
- 28:50even before AI, what I used to do when I used to when I used to sell and I used to train sales
- 28:55teams to do this as well, I would tell people to record videos of themselves and send those videos
- 29:00to prospects. Like short little 30, 45 second videos on LinkedIn to say like, you know,
- 29:0620 of their most perfect ideal customer profile avatars and do that at the end of every day and
- 29:11those got a much higher response rates. So even, you know, that was in the era of mass email
- 29:17and I was trying to sort of stand out in the era of mass email. So now I think it's going to be
- 29:21even more important because the one thing that, you know, back then before AI when I was still
- 29:27building companies with with the mass email, the thing that could differentiate yourself would be
- 29:34either a video which we did or we would research something about the person manually and include it
- 29:42in the email, something that would make it seem that it's impossible for this to be like a bulk
- 29:47sent. But now with AI, even the emails that you're getting, there could be data points that are
- 29:53pulled with AI, I can do the research and send an email. So you still don't even know if it's
- 29:59actually personalized or if it's something that's just sort of sent that scale, but video
- 30:03could be a differentiator then. Video could be a differentiator. I also think that there's a
- 30:08continuum of personalization. Yes. So I think we used to have templates, right? So there were
- 30:16companies like sales often outreach that they had these templates and you fire it at 1000 today.
- 30:21And then then we moved to insert a sentence. So take the template, insert a sentence.
- 30:27But now I think there's a potential. And you know, one of the things we're working on is
- 30:31fusing like what is your personality, let's say, let's say you're a seller. What is the,
- 30:37what is it that you are selling? What are the main benefits that you sell? And what's happening in
- 30:42the world with your customer or a list of prospects? Fusing those two things together and actually
- 30:49being consultative. So not just, hey, I noticed you tweeted this. Yeah, which is like the cheapest
- 30:56cop out of personalization. Yeah, exactly. But more like, hey, I noticed you went through some,
- 31:03you cut 10% of your staff and we happen to have this that helps that because of this.
- 31:09Like that's consultative, right? That's a whole other thing. And I think that is,
- 31:14that's where you just just understand using ad to understand both the what's going on with all
- 31:21of your prospects and the right time to contact them so that you won't be annoying. Yes, correct.
- 31:26It is the really the most important thing. And this is what, so this is, this is sort of bleeding
- 31:30edge outreach that that you can do right now. So this, I guess I was thinking too far into the
- 31:37future when I said that video is still going to be like with the one thing that people feel is
- 31:44truly human because at this point, what you're describing, that doesn't really exist yet for most
- 31:49people. Most people don't get this consultative hyper personalized team. There will be a point
- 31:56where this is the de facto where this is what you have to do. Maybe it's in two years from now.
- 32:00But right now, this is not the norm. Yeah, and you look at like in the consumer side,
- 32:04this has been happening. It's where I have a conversation with my girlfriend about some
- 32:13car and all of a sudden I start getting ads exactly about that car. So you're like, oh, the
- 32:18right thing at the right time. Yeah, exactly. But it hasn't really been happening in enterprise.
- 32:24And so this is what I'm trying to bring. Which is weird. Actually, if you think about it,
- 32:27when you're selling to businesses, you're just selling to people. That's right. So why do we treat
- 32:32it any differently? Yeah. Well, I think it's because people have always been doing things based on
- 32:40search primarily in enterprise. It's been like, okay, they're searching for this and then that was
- 32:44but that's not really how if you were to hire Deloitte to come in because you, you know,
- 32:50you're going through a mass layoff and you have some problem, that's not what Deloitte wouldn't
- 32:55just look through your search history, right? They'd analyze your business. They'd look at the SEC
- 32:59filings. They'd look at like what's what's really been trending in your business and then they'd
- 33:04be consultative and they would they would come up with some different approaches and they'd run
- 33:08them by you. And that's what we're trying to work. And you can do that now. Now you can do that
- 33:13without paying Deloitte $100,000. You're trying to help Deloitte. Yeah, yeah, exactly. Be able to
- 33:19do more of what they do well. Yes, really. So you said the generative AI might be the biggest
- 33:25thing that's happened in your lifetime or lifetime. What are some other ideas that you believe in
- 33:32how it will transform professional work? So you mentioned robotics. You mentioned that it will
- 33:37also obviously replace some knowledge workers. Are there any other things that it's going to do to
- 33:42our, you know, nine to five? I think it's going to completely change our criminal justice system.
- 33:48Did you disagree? We have humans now that are like looking at cases and trying to understand like
- 33:55remember when the, what was the FTC looking at how internet was going to be? I forget what that
- 34:02was that thing was called like a Senate hearing? No, they were they were looking at what kind of
- 34:07could Comcast go and just restrict what was going to go over our internet? Oh, okay,
- 34:13anyway, then you have judges who know nothing about technical trying to decide on cases like that.
- 34:19Oh, well, I've seen I've seen the Senate hearings about like crypto. Yeah, with people that have
- 34:25no idea what crypto is and even forget crypto. Like when you watch, like Zach or any of these
- 34:32fang executives or any tech executive sitting in front of the Senate and testifying and you can
- 34:38just tell that like the Senate understands maybe like 5% of what's actually going on in these
- 34:42people's businesses and they're asking the dumbest questions because again, that's this is not
- 34:47a political podcast, but they've been in the world changing the world's changing quickly. And these
- 34:51people have had their, you know, their positions for how many years and they grew up in a different
- 34:57world and they are not the subject matter experts. So the questions they ask are actually not that
- 35:02useful because these I'm a highly technical person. Yeah, I read every day and I'm watching
- 35:10podcasts and everything every day. And if I were made a judge right now to decide on a DNA case,
- 35:17I would say I'm unqualified, you know, because that's not my expertise. And so that's why I think
- 35:22AI is inevitably going to help assist judges at some point and then probably at some point
- 35:30beat the judge. And I think the same thing will happen with policy decisions. I think in politics
- 35:35right now, you have, you know, politicians making laws and I think what's going to end up happening
- 35:40is you'll have AI assisting politicians making laws and then you'll maybe someday have AI
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- 38:45when you subscribe to their five day programs. Just go to prolonlife.com slash clary to get your
- 38:5215% discount and your bonus gift. Prolonlife.com slash clary. What do you think if somebody is
- 38:59looking to sort of upskill themselves? What's the, you mentioned logic before, but how do you
- 39:05actually develop logic or what are some other important skills that somebody who is concerned about
- 39:09their job should start to master right now? I think, I think the most important thing is get in
- 39:15the habit of spending a lot more of your day learning. Because most of us spend, you know, an hour
- 39:24to a day just surfing social media. That's not the best use of time. The best use of time is
- 39:31having a plan. Okay, for this next month, I want to learn about, you know, let's say coding on
- 39:37AI or I want to learn about, you know, chemistry or DNA or whatever it is. And I'm going to, here's
- 39:43my plan and I'm going to, I'm going to focus on that. So many people have a hard time with focus.
- 39:48And if you just put a plan, if you just have a plan and focus, you're going to be so far ahead of
- 39:53most of the people. And I don't know if there's, remember there was that, that old joke about,
- 39:58you know, you don't have to be faster than the bear. You just have to be faster than the people
- 40:04that can. They got me to run the bear. Yeah, exactly. I think that's going to be kind of like that.
- 40:09Just don't be, don't be the one that's lagging behind. As long as you're ahead of everybody else,
- 40:14I think you'll do fine for a quite a long time. You witnessed multiple sort of tech revolutions
- 40:20firsthand. What makes AI different than some other transformative tech that you've worked with
- 40:26or you've seen? Well, yeah, there's three big notable ones that I can think of. So, you know,
- 40:32first there was internet, right? Because I was using internet, sorry, I was using computers to
- 40:37develop software when I was eight before there was ever internet. And I was like, wow, email,
- 40:41this is crazy. I can send a message and they can receive it. And it did change things a lot.
- 40:45I was working in a company at the time and we got everybody from using drafting like on paper
- 40:52until like computers and it made probably a five or 10% increase in the amount of bids it could
- 40:57put out in the day. And then mobile came along. And that's when I jumped into creating software
- 41:04for Blackberry, because I thought, wow, you know, all of a sudden people have a mobile device in
- 41:08their hand. We could disseminate content to these dispersed work teams and train them quickly.
- 41:15That was maybe, you know, a five or 10% improvement on people's productivity. And then, you know,
- 41:20Cloud had a small impact on productivity, but I think AI is dramatic. You know, you're seeing
- 41:26people coming in and they're saying we're laying off 20, 25% of our people now. Imagine what happens
- 41:32three years from now. So I think it's, it's, um, people should act right now with urgency.
- 41:39Not to stop AI from happening. That's impossible. They should try to act with urgency on learning
- 41:46and building. What's it? What's an aspect? It is actually very interesting. So yes,
- 41:52there is a huge adoption curve. I was just listening to a podcast, um, where open AI published
- 41:58that they're getting. Uh, I think, I think it was three billion searches a month on open AI.
- 42:06And interestingly enough, though, which seems like a lot. Yeah.
- 42:12Then Google released and they have not released this in a very long time. I think since 2016 or
- 42:17something like that, how many searches they're getting, which was, oh my god, I have to find
- 42:25the numbers. It was in the, it was in like, it was like 13 billion a day or something like,
- 42:31it was in the trillions, uh, per, per, total searches in whatever, 20, 25. And they only released
- 42:38that number after open AI. We said number basically everything's okay. And they're like saying,
- 42:44like, no, no, listen, like we're still, we still, we still run the show over here. Um,
- 42:48I'll have to make sure that those numbers are correct. But that was a general takeaway. It's like,
- 42:52so yes, there is massive adoption. I'd love to see what the curve looks like, though. I know.
- 42:57Because I bet, I mean, I just know from my own use, um, that I do use Google.
- 43:05Probably as often as I use chat, but my results are dramatically better on chat,
- 43:11you, and, and now I have to scroll away down. I just do a simple search today. I searched for
- 43:18Office 365 admin because I was like working on something. And, and it was like the six through
- 43:25seven results down the page and the rest was all ads or people gaming the system. And if I
- 43:29ask chat, you be T, it's like, you know, I had a couple of conversations. So I just looked it up. It's
- 43:35the AI snippet. I don't know if this is accurate, but say I mentioned 13 billion per day,
- 43:40the AI snippet on Google said 8.5 billion per day around two trillion searches. The podcast,
- 43:44I listened to, I think it's at three trillion searches annually, which obviously open AI is not
- 43:50even close to this number. It's open AI is saying three billion per month, whereas Google is saying
- 43:55between eight to 13 billion per day. So massive difference. But you're right. I think that there
- 44:02is going to be from a business perspective, there's going to be this whole game of trying to figure
- 44:08out how to not only rank on Google and be reference in that Google AI snippet, but also find a way
- 44:17to get your company as an answer on chat GPT. And that's going to be the new SEO. And I don't think
- 44:25anybody's figured that out yet, because I've interviewed SEO agency owners that, you know, doing
- 44:30between $7,000 to $100 million in revenue. So obviously they're quite good at what they do.
- 44:34And they're just now trying to figure out, okay, how do we, how do we become the answer? When
- 44:38chat, when you ask chat GPT, how do we become the answer? How does so and so's pizza shop become
- 44:43the answer when you ask, okay, where do I, where do I go for pizza in New York? And there's going to be
- 44:48like 10 restaurants there. How do I become one of those? That's a whole other game that now people
- 44:51have to learn how to play from a business in SEO and marketing perspective. Yeah. Yeah. And I'm
- 44:56not sure it's gameable. You know, it's, if it's, I don't know, it might be slightly
- 45:01influential is the way that it feels. I think that even SEO in general, I think is less gameable.
- 45:07Like Google's gotten very good at. I agree. Yeah. But you know, just to your point about the
- 45:12difference in traffic, do you remember Google saying back in maybe the early 2000s when they were,
- 45:18they were going, they were saying that they put a lot of effort on taking the amount of time
- 45:23down that it took for to get your search results. Yeah. So it used to take maybe a second and then
- 45:27they got to tend to like point one seconds or something. And they said that every point one second
- 45:33that they reduced had something like a 10x difference in the amount of traffic that they would. Yeah.
- 45:38Yeah. Because people hate waiting for answers. So like, you look right now, you go on to chat
- 45:42with you and you ask something. It might take like 10 seconds. Right. That's not going to be forever.
- 45:47No, it's, that's hard. That's hardware and power right now. You know, we can produce enough
- 45:54chips to keep up as a as a nation or as a world. And we can produce enough power. And both of those
- 46:00problems are going to be solved. There's more chips being created all the time. And now the whole
- 46:04world is moving to micro nuclear sites and all this kind of stuff. So power generation is
- 46:09that problem is going to go away. And then that means that because like right now when I use chat
- 46:14GPT or or or or perplexity or cloud, I mean actually chat GPT and perplexity are the two like
- 46:21ones that could do deep research. It does take a little bit of time. Like the deep research component
- 46:26takes, I think whatever 5, 10, 15, sometimes a little bit longer minutes. But then it's very
- 46:32comprehensive. But I've also found that it's not perfect either. I mean, when I ask you to do
- 46:38deep research on a person, if I'm prepping for a podcast, sometimes it'll find information on the
- 46:42wrong person, same name, stuff like that. Like sometimes I'll ask you to read through documents.
- 46:47And I'll have to ask it like four or five times to confirm the information that it read in a
- 46:52document that I uploaded. So there's like a lot of it's good. But like all things, it is still a
- 46:59tool at this point. It is still very much a tool. And then you look at like
- 47:04O3 that just dropped last week. And even without asking it to do deep research, it kind of does
- 47:11deep research. So your answer sometimes come back in 45 seconds to a minute. And it's it's went
- 47:17and searched a whole bunch of sources just like deep research did. So we are really just
- 47:24that those times are going to drop dramatically based on the processing power and the processing
- 47:30power is limited really by chips and power. When you are now an AI entrepreneur, how do you build
- 47:38a company when the technology is changing so quickly? Because the way that I look at what you're
- 47:44building, it's like if the app store like legal guidelines changed every 24 hours. And that's
- 47:52what you have to deal with as an entrepreneur. It seems like yes, there's an advantage, but
- 47:56you're constantly having to innovate because you're building you're building on top of
- 48:01existing, right? Yeah, whole society. Yeah, you know, because like I remember last year,
- 48:07we got surprised with there were going to be a bunch of new Canadian regulations where
- 48:11anything that was AI assisted, you were supposed to put a big stamp on it saying this is AI
- 48:17which is kind of weird because if I had my actual EA draft something for me or notice something
- 48:23for me, I don't have to put a big stamp on it saying like of course not by assistant helping with
- 48:27this. It's kind of but anyway, yeah, you wake up to these things and you're like, whoa, there's
- 48:31a new law. And I got to deal with that. So I think the same thing will help us all succeed as
- 48:36entrepreneurs now that helped us stand out 20 years ago as entrepreneurs is speed agility.
- 48:44If you're working in eight hour day, you're absolutely not going to make it, you know, you have to
- 48:50go in these bursts of speed when the opportunity is there and it's unpleasant, but it's the
- 48:56unpleasantness that causes all the competition to fold. So if you can just handle it better than
- 49:03other people and keep that pace, you'll have these crazy laws that will pop up and then get
- 49:09knocked down and you just have to like thobbing weave. So, you know, you mentioned before it's never
- 49:15it never gets easy building company never gets easy. So now you're building another company.
- 49:23What what what is the I mean, it sounds like you're still putting, you know, 80 plus hours of
- 49:29work into this per week like minimum, like you never really this is like there's never an easy
- 49:35way to be a founder. Doesn't matter how many times you do it. No, this was Easter weekend and we
- 49:40worked all weekend. I did. Yeah, I feel that. And I think that that's what allows you to be
- 49:45successful. I think that if you look at like some of the most important sort of entrepreneur lessons,
- 49:51it's it's going to be a ridiculous amount of work for a period of your life and that's what you
- 49:56have to do. Yeah, just, but it's just for the period of time that you're building that company
- 50:01through the hard period. There will be a time like when when we got into our 13th, 14th year of
- 50:07IntraHub, things got remarkably easier. We had a brand. We had all kinds of happy customers.
- 50:14In those early years, there's no shortcut. Like if you can't put that amount of work in,
- 50:19you're better off not even trying and go work at somebody else's company. That's what I think
- 50:23that like entrepreneurship is not for everyone. No. And I don't like I don't like that people sell
- 50:28this, you know, this laptop lifestyle entrepreneur bullshit, which is not accurate at all. It's
- 50:34like it's going to be a lot of hard work. There's nothing passive about it. There's, there's
- 50:38no work like balance. There's no work like balance. I've heard this before where people say,
- 50:44how do I do it? I go, I'm on Reddit on the forum. It's like for for a wide combinator and you
- 50:50start ups. Are you ever on on fat fire? No, it's basically people that want to retire early
- 51:00and never work again. Yeah. Yeah. It's how to structure your life or how to build a company or
- 51:04how to get a job that allows you to retire at a ridiculously like young age. That's the
- 51:10that's the whole premise. But the point is, yeah, it's always going to be a lot of work. Yeah,
- 51:15I think the people that if you go into it, expecting to have work life balance, it's probably not
- 51:23for you. I mean, it isn't for you. And I think people don't like that message because it sounds like
- 51:29people are bragging or whatever, but like there's a reason that almost every entrepreneur you've
- 51:34ever seen in any podcast ever says this. It's because it just happens to be the reality of it. It's
- 51:41it's a lot of hard work. I happen to have personality and I think a lot of people do where it's
- 51:47fun. Like I find it's super exciting to wake up and work on it. You could try it and if you
- 51:55if you find you might find it fun too. And and there's going to be nights where you can't sleep
- 51:59because you you're like, how do I make payroll? That does happen. It's happened to me a bunch of times
- 52:04or you you thought you had a customer and then you lose them that happens all the time. It's
- 52:11but but as long as you can find the the fun day the updates are so up. Yeah, I know that it's worth
- 52:19it. That's how that's what gets you through. What's I mean, if you think about all the lessons that
- 52:24have been sort of instrumental in helping you build all of your companies, what's sort of the most
- 52:29important lesson that you've learned that will help you start something new? Yeah, one of the
- 52:34things I found over and over again is that when I hit a wall, usually like several years in,
- 52:42like at IntraHive, we had basically zero revenue for four years. And probably around three or three,
- 52:47I think most people would have folded up and said, forget it. But I think the a lot of the successful
- 52:53startups make it about one year after most people would have folded. And I've seen that over
- 52:59and over and over again when I when I listen to people's stories. So I think that's the one of
- 53:04the most important skills you can learn is resilience. And it's really difficult to discern. Am I being
- 53:11resilient? Or am I being irrationally stubborn? And I've seen that one too where where somebody came
- 53:19to me and they said they had no offense. If you're listening, they had a startup idea where they
- 53:25were going to do art for students. And it was all around art for students. And I was thinking
- 53:31market size is terrible. These are people that are not going to have a lot of money to spend.
- 53:35You're going to have a really hard time. And they worked at that for a lot of years. And I was thinking
- 53:40that's the corollary, right? You have to make sure that everything else is in your favor that
- 53:45competition is fine, market size is fine. There is a real need for what you're doing. It's just
- 53:50taking a long time. And that happens. When you're first picking out like a niche or a vertical,
- 53:57I mean, now you've again sort of picked out a niche five times in a row that has worked out for
- 54:03you. But that first time for that first time founder, how do you decide what to go into? Because
- 54:11I don't like the advice. Follow your passion. I feel like there's a lot there's a much better
- 54:15advice. And I know for a fact, I don't even I don't even have to have had no new way back in the
- 54:2190s when you first started enterprises. No one's passion. I was not passionate about enterprise
- 54:28learning management. No, I know what I did. So how do you pick a vertical when some of these
- 54:33all the options in the world? What's the advice that you give them? I think you have to do a
- 54:38fair amount of reading about that. There's lots of great stuff out there by Steve Blank, by Eric
- 54:44Reese, by Peter Teal and a lot of the great podcasts out there. But the most important things are
- 54:50the things that investors rate you on. So investors always rate you on. If you look up how to build
- 54:55a great investor deck, they always talk about talking about your market sizing, talk about your
- 55:00competition, talk about your competitive mode, talk about the, you know, the pain of the problem
- 55:06you're solving like Uber, right? That people calves were horrendous back then. And you know,
- 55:13if you go down that checklist and make sure that you have a big enough problem with a big enough
- 55:18market, with a high enough price point, a low enough competition, and a big enough mode, those are
- 55:24the ones I can think of off the top of my head, then you'll probably be okay. How do you think about
- 55:28timing when starting a company, both in terms of market readiness, but also sort of personal readiness?
- 55:34Yeah, good point. So I think that most ideas that you come up with, if they could have been done
- 55:40three or four years ago, you should stay away from it. Really? You don't believe in being like the
- 55:45Facebook to, you know, the Myspace? That's a good point too, because I mean, look at Google's
- 55:51another good example of that. They were a couple of years after. If you're going to do that, you have
- 55:54to be a much better version. Yeah. You can't just be a copy, because I see enough a lot of people do
- 56:00copies, and that's, that doesn't work. What about personal readiness? How do you know if you are
- 56:04personally ready to start a company? I think you have, if you have any doubt, then you probably,
- 56:11it's probably not right, because anytime I've ever dove in, I was, I never second-guested,
- 56:17I was a hundred percent. I was like, oh my god, this is a huge opportunity. I can't believe
- 56:21nobody thought of those. Turns out a couple of times people had thought of it. I just didn't know
- 56:25they were building at the same time as me. Yeah, yeah. But every time you felt that much like
- 56:30excitement about what you were building. Yeah. I used to keep a little notepad before
- 56:35notepads were at our phone, but I used to keep a little notepad. And I'd wake up in the morning
- 56:38sometimes, I think, oh, that was a good idea. So I'd write it down. I remember one of them,
- 56:42this was around 2000 or so, was like, students being able to share homework and notes and
- 56:48stuff like that among each other, like a community for students, right? And then, and like, I'm
- 56:54remember one time in around 2008, 2009, I was like, what if enterprises that sales teams could
- 57:00like top to each other and everything. And I was like, create this thing salesmason. I was like,
- 57:04this is, and then chatter came out. So yeah, I would keep these big lists of things. And then,
- 57:11I kind of like pick a way out a little bit. And then if I got enough conviction on it, I'd be like,
- 57:15okay, go. And you just lean into it and go. And did you, I mean, obviously that first little bit
- 57:22of motivation is fun, but it doesn't last forever. Like, like, did you carry that amount of energy
- 57:28through the entire building process? Or was there something else that you had to figure out
- 57:33that allowed you to keep going when things didn't go so well? Yeah, I think one of the things that
- 57:38I've, that it's always kept me going. Well, especially in the early years, it was sort of proving
- 57:46people wrong. I had a bit of a bunch of, yeah, I was younger. Yeah, because I came from like,
- 57:51like a poor, you know, upbringing. I didn't have much money. I had, like, I didn't have the
- 57:58clothes that all my friends had in school. And it was embarrassing. And I had to try to figure out
- 58:02how to earn my own money and all this kind of stuff. So later on, when people would, when people
- 58:07would tell me this startup isn't going to make it, it's a terrible idea or whatever. That would
- 58:11often drive me more. Like, I'd like that because I could like, yeah, like, you know, now and later in
- 58:18life, I've chilled out a lot. It's a lot less about that. Now it's, it's more like, I love, like,
- 58:24I just love AI. I love what we're doing. But I think you do have to have, and I've seen so many
- 58:30entrepreneurs that have something like that, they have either an extreme drive for money or they
- 58:35have an extreme chip on their shoulder or, or something. When, when you're building stuff doesn't
- 58:42go right, you know, you're not progressing, you can't make payroll, customer cancels, you get
- 58:50sued, somebody quits, you know, somebody's very important to company, they leave. How do you keep
- 58:56that energy? Because I find that very hard. Well, for even if I love what I'm doing, it's like,
- 59:02there's some days I'm like, oh my god, like the world, it seems like the world is ending.
- 59:07Yeah. I don't, I'm not good at that. I think it's a really hard thing to do. Yeah. I mean, I think
- 59:13I have a bit of fear of failure. I have an irrational belief that I will make it somehow every
- 59:24time. And, and, and like to the point where I've written checks like when investors wouldn't,
- 59:32I've done down rounds before and then still came back and then raised it. I remember I did a
- 59:40down round. I won't name the company because I think I'm not allowed to, but I did a down round
- 59:45at 80 cents. Yeah. And people say that's the kiss of death. And then I just kept on going, going
- 59:50for a few more years and we raised it raised at $5 and something to share next time. So, you know,
- 59:56sometimes you have to do things that people say, oh, if you do that, you're done. And if you just
- 1:00:01keep pushing on as long as you're making progress and you're still bringing the energy and you're
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- 1:02:17freshbooks.com slash pricing dash offer for 60% off. You have an incredible amount of self-belief
- 1:02:25which I think is probably one of the most important things. Yeah, I don't know how that happened
- 1:02:30exactly, but I do have a lot of self-belief. I call it irrational self-belief because I always
- 1:02:36just go in. I read these stats that start off 7-90% failure rate and I just think, yeah,
- 1:02:42that won't be me. But it probably should be. Well, I think you mentioned this and I actually love
- 1:02:50this idea. It's like the success that you're looking for usually happens one year after you quit.
- 1:02:56Yeah. That's because you've been in it for so long and you've learned so much and the energy
- 1:03:03and the effort that you're putting into your company is not matching how the company is doing.
- 1:03:09So you're like, I'm so knowledgeable. I'm so experienced. We're doing everything right. Why is a
- 1:03:13company not growing? And that's depressing for a lot of people because you're most people are,
- 1:03:19you know, when they're putting in the effort and not getting the output that they think they should
- 1:03:23be getting creates this is creates this friction. And that's probably why they quit because
- 1:03:29yeah. But know that if they kept going because they were they were the experts and they are doing
- 1:03:36all of the good work that has to be done if they kept going eventually the output will match the
- 1:03:41input. Yeah, you have to you have to be very clear on what your goals are like, you know,
- 1:03:48what are the steps to getting the first 10 customers? What? And so if the product isn't resonating,
- 1:03:55you you can't just be doing the same thing. That's the definition of insanity. Yeah, exactly.
- 1:04:00You have to be tweaking things and like, okay, what what do I how do I make sure that this resonates?
- 1:04:05Okay, let's talk to a lot of customers. Let's hone in. Let's make a plan. Let's but you have to
- 1:04:09you know, as long as you're continuing to get closer and closer and closer by definition,
- 1:04:14it's going to eventually it might not be the same product you started with, but it'll get there
- 1:04:18eventually, but it will get there eventually as long as you can finance your way through it.
- 1:04:22That's a thing, right? It's the ability to sort of keep the lights on and keep going and moving
- 1:04:26in the right direction. Yeah, but you know, here's a good example in 2020. We had very little money
- 1:04:32in the bank. The company was already valued, I don't know, a couple hundred million dollars
- 1:04:38and and then COVID hit. And our sales went from several sales a week to zero.
- 1:04:47And it went this it went zero for maybe six to eight weeks. And the investors, the board,
- 1:04:53they were telling me they were like saying they wanted me to lay off 40% of the stuff.
- 1:04:59And and we had I don't know, maybe we had four months of payroll left.
- 1:05:05Really? Yeah, and and it was a massive team. We probably had two, three hundred people,
- 1:05:10something like that. And I remember just thinking it's going to work itself out. Like we're either
- 1:05:18going to we'll get the payroll lowered without reducing the headcount. So I just explained the plan.
- 1:05:25I was like I worked out the numbers and I said, okay, I'm going to I think I cut my pay like 50%.
- 1:05:30I said, I'll I'll do a 50% pay cut. The next level down will do like maybe a 30% pay cut, 20%
- 1:05:38pay cut and so on. The lowest paid people we wanted to try to work out that they got no pay cut.
- 1:05:44And and then we did do like a 5% layoff. And and then we just said, let's let's do this as long
- 1:05:50as we we do it. The approval rating on glass door in that went to the highest approval rating ever,
- 1:05:58even though we had given everybody a pay cut because everybody was just on board with the plan.
- 1:06:03And they knew that we were all like everybody was convicted. They're all like we are going to
- 1:06:08make through this. And then one more quarter or two more quarter, something like that boom,
- 1:06:13we were back. You know, how do you how do you as the founder of the CEO? I mean, how do you get people
- 1:06:21on board with that much conviction? Because it's always important to it's always important to get
- 1:06:27people to believe in the vision and believe in what you're building. But I think that most of the
- 1:06:32lessons about, you know, hiring the right people and getting them to see your vision, those lessons
- 1:06:37come from a place of if things are working and shit isn't hitting the fan. Right? Like that's
- 1:06:43usually that's very easy. Like you just have to get people on board with his rocket ship.
- 1:06:49When things aren't going well, what's what's the what's the strategy to make sure that they they
- 1:06:54stick with you? I think people can feel truth. You know, people can suss out if you're kind of like
- 1:07:04not if you're trying to tell them a story. The the thing I've had is I really truly have believed
- 1:07:13in those points. I was like, we absolutely will. So I was telling the board. I was like,
- 1:07:18like, here's here's what I think is going to happen. And here's why what we have is amazing. And
- 1:07:24here's the downside. If we don't do this, then we're about to lose something that's going to be a
- 1:07:29new category. And it wasn't it did become a new category at ERM. So I think like I mentioned earlier,
- 1:07:37I think about how persuasion is probably one of the most important characteristics persuasion
- 1:07:42and determination are probably some of the most important characteristics of being successful as a
- 1:07:47founder. And I think that's because it's really, really hard. And people can read the energy from
- 1:07:56you and the belief from you. And if if the customers don't think you believe in your product,
- 1:08:01they won't buy it. If the investors don't think you believe they won't invest and the employees
- 1:08:05won't stay. Was that the biggest gamble that you've ever taken? Probably, yeah, because I mean,
- 1:08:11that was a if I would have taken the 40% cut, we would have we would have been to break even. And
- 1:08:17then we would have saved the company. And it was a lot of my net worth at the time. Yeah. But
- 1:08:23I was I thought we're going to lose the category leader status. And so and there's going to be a
- 1:08:29residual. There's going to be sort of this, you know, butterfly effect of lack of trust. Maybe
- 1:08:36hard to attract good talent in the future. Nobody wants to work there because you laid off 40%
- 1:08:42so how do you know you're not going to do it again? You know, all the signals would have been negative.
- 1:08:46Yeah, we were too big for that, I felt like. And and so I wanted to and especially that early in
- 1:08:52six weeks into the pandemic, I was like, we don't really know anything yet. We don't even know what's
- 1:08:57causing this. We don't know how long it's going to last. We don't know how it's going to affect
- 1:09:01business in six weeks more. We'll probably know a lot more. If you think about what motivates you,
- 1:09:07forget financial success. You mentioned like you have a chip on your shoulder. Yeah. Yeah,
- 1:09:12had a had a chip on your shoulder. What's the most important motivator for founders? Because I
- 1:09:18think that I think that financial success, yeah, that's what everyone wants to make some money. But
- 1:09:24I think very quickly, you're going to realize when you're building a company that there's easier
- 1:09:28ways to make money than building a company. I mean, like yeah, yeah, going to finance,
- 1:09:33go work for fang. Yeah, like there's a million ways to make money. So what's the what's the most
- 1:09:39important motivator for a founder? What should they look for? And if they find it, that's a good
- 1:09:45indication that they should go build a company around that thing. I mean, if if I were an investor
- 1:09:51looking at trying to predict successful founders, which I have invested in a handful of startups and
- 1:09:57I invested in six and two of them got quite big. So I think the thing that I look for, I think one
- 1:10:04of the biggest predictors of failure is somebody who just really wants to be a founder.
- 1:10:09I think that's like you can kind of read it off them. They're just like, oh, this is cool.
- 1:10:13Like you want the late you want to update the LinkedIn bio? Yeah, yeah. I want to say CEO in there.
- 1:10:19And actually, they'll put CEO instead of putting founder, they'll put CEO. They're at every tech
- 1:10:23event, all that stuff. I think that's like that's the that's a bad predictor. I think the the best
- 1:10:30ones and it always it hasn't always been me like in the learning management system one. It was
- 1:10:35but but I think the best ones are when you can tell that they they really love what what they're
- 1:10:43building. Like the I met a guy the other day who was building a thing for second opinions for cancer.
- 1:10:50I was like, what does that mean? So when you go to a doctor and you get diagnosed with cancer,
- 1:10:55yeah, the doctor usually never he probably dissuade you from going to get a second opinion because
- 1:11:02this the second doctor is most likely going to tell you that you you did the first guy screwed up,
- 1:11:10you know, really? Because they want your business. Oh, cancer is a business in the US. That seems
- 1:11:15like that's a really toxic. That's very toxic. And so he he this guy was just very passionate about
- 1:11:21making sure that patients don't get screwed over and that they have a much cheaper and more accurate
- 1:11:26alternative. And that the first doctor that like he's just you can just tell the way he spoke about it
- 1:11:32that he really believes in it and he believes in it for the right reasons. And his work ethic is
- 1:11:37crazy. Like I was hearing from him in the weekends and evenings and all this and I was like,
- 1:11:41I was like, this guy's going to make it. So I'm probably going to invest in a startup. And
- 1:11:46and and I've seen that pattern before being being being absolutely passionate about the problem.
- 1:11:53Yeah, I think that's fair. I think that that's a smart way to gauge whether or not a founder is
- 1:11:58going to be successful. I think it's also, you know, having a little bit of self awareness
- 1:12:02about speaking to founders, having a little bit of self awareness is about why you're doing this
- 1:12:07and are you actually passionate about the problem? Or is it a money thing? Is it a status thing?
- 1:12:12Yeah. Yeah. Well, and and also, you know, we talked about how it leads to, you know,
- 1:12:18two of the most important things are determination and belief. Well, that that kind of gives you both.
- 1:12:25Do you feel like people have to put life or dreams on hold to build a company or can
- 1:12:31is there balance? Is there something that is there some version of entrepreneurship where balance
- 1:12:38is actually, you know, allowed? Not that I'm aware of like, you know, my my family have been wanting
- 1:12:46to go to Japan for the last like few years. And and I just for for me, I keep saying like like,
- 1:12:54I would love to. I love snowboarding. I love. I love everything about Japan. I would love to
- 1:13:03go, but the amount of time zones away it is. I can't do a 10 day trip to Japan, even if it's a working
- 1:13:10trip. Yeah, I know. So I just don't think it's possible in the early years. Once you had once you
- 1:13:15get past like the B round, you've built a machine. Yeah. Then I think it's okay. When you have
- 1:13:20those layers of management, the people that can help you and when you can actually walk away.
- 1:13:25Yeah, because by the time you have to the B round, you know what your sales efficiency metrics are
- 1:13:29and you've worked them down as low as possible and you've got like fluidity in the in the sales
- 1:13:33machine and the marketing machine, it's a lot easier at that point. What's a failure that you've
- 1:13:38experienced that taught you a very meaningful lesson, maybe something that didn't work out that
- 1:13:44you haven't shared before? In high school. So so I was this is pretty crazy. I was like, I was
- 1:13:56always like a, you know, really good student. I was competing. I came second in the country
- 1:14:01in math and all this. I was like a really good student, but I was like, I don't want to go to class.
- 1:14:10So like, I think I missed something like 40 days of school. That's a lot. Yeah, it's all great.
- 1:14:16It's all great. And because they had a rule where you could just write the final exam and if you're
- 1:14:22and they would take the higher of your exam or your marks all through the year. So I was like,
- 1:14:28yeah, who cares? I'll just write the exam. They the school board met and put in a special rule for,
- 1:14:34I think it was because of me saying if you missed more than X number of days, you weren't allowed
- 1:14:39to graduate. And so I didn't graduate. I mean, eventually, eventually I did what I ended up
- 1:14:45having to do is go back to, I mean, I tried everything like a founder type personality would. I
- 1:14:52petitioned the school board and I fought and everything and I lost. And I was so disappointed.
- 1:14:57Everybody got to, everybody got to graduate and I didn't. And it was so embarrassing. I was
- 1:15:01already pre accepted to college, one of the, the college that I wanted to go to and everything.
- 1:15:05I ended up having to frantically do summer school to get all those. Oh my god. And I, and I,
- 1:15:11and I did summer school all summer long and then I entered, but that was embarrassing and traumatic.
- 1:15:20No, that's that's that's such an entrepreneur mindset trying to game the system, right?
- 1:15:26Oh my god, that just skip everything, take the final exam. That those marks will count and then
- 1:15:30fine, you'll be fine. Yeah, but that's a thing. This is, and do you think people are born entrepreneurs
- 1:15:38do you think they learn it? Because I always find the entrepreneurs, they always think differently.
- 1:15:42They always trying to like hack this or like dooster, you know, they try and think outside the box
- 1:15:47all the time. It's like their default operating mode is just outside the box. Yeah, I've been,
- 1:15:54I've been wondering this a little bit because what, well, the more the way I was thinking about
- 1:16:00is is a bit of defiance kind of required. And I think it probably is because most of the people
- 1:16:10that I know that have become successful founder is like, look at Travis Kalanick, right? At Uber,
- 1:16:14like there, there were laws in place that he should not have been able to build that company.
- 1:16:19And he was just like, we're doing it anyway. He would go into a new jurisdiction and find a way
- 1:16:23around it and Airbnb the same thing. So I think like, you have to have some, you have to have
- 1:16:30a combination, which is a weird combination, but you have to have a combination of defiance and,
- 1:16:35you know, sometimes rule breaking, but, but also being organized, an overachiever, have conviction.
- 1:16:43Yeah. You know, that's, that doesn't always go together. No, it's a very unique, to very unique
- 1:16:49combination. And it often ends up with people sometimes not doing well in school, or they do
- 1:16:56in well in school, off to a certain point, then they drop out of college, you know, you get all
- 1:17:00these kinds of types, right? If people, you know, if someone's listening to this, I think you've
- 1:17:07given a lot of value about what it takes to be a founder and also just giving people like a really
- 1:17:11good overview of where we're at with AI right now. But if somebody wants sort of walking your,
- 1:17:17you know, in your steps in your path, where do you tell people to go research and just say,
- 1:17:22we've spoken a lot about upskilling and staying relevant. So what's your recommendation for somebody
- 1:17:27who wants to stay relevant, doesn't want to be watching Netflix every single night, does want to
- 1:17:33make sure that they know what's happening in AI, whether or not they want to build a company,
- 1:17:37or they just don't want to be, you know, replaced in their job. Where do they go?
- 1:17:42I think I would start to put together a plan of how in case of emergency, you could start a business
- 1:17:50and probably a technology business. And what are the skill gaps that are that you're missing right
- 1:17:55now in order to do that? So what are the business skills I need to know? What are the marketing skills
- 1:17:59I need to know? What are the sales skills? The coding skills potentially. And you know, a lot of
- 1:18:07stuff can come from just watching podcasts. And then it's going to get into, okay, well,
- 1:18:14I've got this far. I've got a base of knowledge. Now I can go research more on AI or I can read a book.
- 1:18:19But I think, you know, one of the things I was really happy that I did early in my career is,
- 1:18:25I grew up through the technical side. And then one day I just, I was like, I'm hiring these sales
- 1:18:30people, but I don't really know what they're doing every day. Like, you know, I'm watching them do
- 1:18:36their job, but I've never sat in their shoes. So I had been a two-time CEO and I just joined the
- 1:18:41company and took an entry-level sales job. Because I was like, I love this. I want to, I want to
- 1:18:46see what this feels like. And you just did it and you'd learn. And yeah, and I, for four months,
- 1:18:51it was horrible. I was getting hung up on everything, you know, but then eventually I just, I was like,
- 1:18:56oh, now I get it. Now like, you know, and now I probably made you a more effective leader that
- 1:19:03allowed you to set up sales teams better, higher sales better for sure for sure. I love this idea.
- 1:19:10This is something that I've spoken about quite often. I think that some of my success has just come
- 1:19:15from figuring shit out and doing it. And even, you know, there isn't really a sales or marketing
- 1:19:23task whether or not it's figuring out what subject lines get the highest open rate or coding up a
- 1:19:30website or, you know, figuring out how to identify an ICP and a buyer persona or, I don't know,
- 1:19:38figuring out how to run a Facebook ad set and optimize like the ads and the creative to get a
- 1:19:43better row as like, there's not much that I haven't done at least once. And that I think has been
- 1:19:49a superpower because then it allows you, first of all, in zero to one phase. Before you have
- 1:19:55money and before you can delegate, you can get something off the ground, at least to, you know,
- 1:20:00a very basic level, but also then it helps you hire because you can tell who's full of shit.
- 1:20:05Yeah, yeah. And I think some of the worst failures that I've ever had in hiring have been
- 1:20:11hiring a person too soon. So like, for example, I used to always hire a salesperson and it would
- 1:20:20take them forever to learn to sell. And then I realized, no, all the best performing enterprise
- 1:20:25startups have had a really good founder selling. And they, it took them a long time, but then eventually
- 1:20:33they, when the founder can't sell anymore because you're just busting at the seams, then hire a
- 1:20:38salesperson and it's going to be way easier for that person to be successful. Yeah, because they know
- 1:20:42what they know what process is, you know, good looks like they know everything. All the objections
- 1:20:46that are going to happen and all that stuff, right? So I think, I think most of our, our internal
- 1:20:54instincts are usually, oh, I don't know marketing. I should hire a marketing person. I don't know
- 1:20:58sales. I should hire a salesperson. And that's usually, you're missing such an opportunity. If,
- 1:21:04if you, like, look at all the marketing techniques that you've learned and everything, it's,
- 1:21:08it's so important to, to rounding us out. And also, nobody's going to be as passionate about
- 1:21:14doing a great job out of this. The person whose life is on the life, thousand percent. And,
- 1:21:20you know, there could be a chance that you could get a good hire. Or if you screw it up and you
- 1:21:26don't know how to do it yourself, you basically, you might not even know, you might not even know,
- 1:21:30you, and there's a really good chance if, if you hire too soon and you make the wrong hire,
- 1:21:35your company's done. Yeah. Like, or it's going to be very, a very expensive mistake to come back
- 1:21:41from. Yeah. For sure. Okay. Where can people connect with you? What's, you know,
- 1:21:47what's the best place for them to, and on your writing a book, I think it's like the title
- 1:21:52undisclosed at this point. Yeah. But where can people connect with you? Social, LinkedIn,
- 1:21:56Instagram, where do you want people to go? Yeah, probably. I'm pretty active on LinkedIn,
- 1:22:02an Instagram, but mostly LinkedIn. And try, I try to be on Twitter a little bit, but mostly
- 1:22:07Jody Glidden at LinkedIn. Amazing. If you, out of all the things you've learned, I always like
- 1:22:13to ask this just to, to bring it home, but you've learned a lot of different ideas, tactics that
- 1:22:21have helped you in your life. If you could only pass one of those things on to your kids, one of
- 1:22:25the most important ideas, what would that idea be and why? One of the most important things that I've
- 1:22:30been trying to pass on to my daughter is to have, like, determination, passion about, about
- 1:22:38something, hopefully entrepreneurial. Yeah. Because I think passion will get you through a lot.
- 1:22:44It'll get you asking an expert, you know, a lot of what we all learn is conversations like this,
- 1:22:51right? Like, you know, we, we talked before the cameras came on and all that we learned a lot
- 1:22:55from each other. And I tried to ask people questions all the time, curiosity, passion, conviction,
- 1:23:01just care about something. Yeah, exactly. And that's going to put you ahead of 99% of the people.