Latest / AI for Founders with Ryan Estes / "Your Code Is Worthless" A Top VC Just Told Us Why | The Trillion-Dollar Founder Personality Type Nobody Talks About
Transcript
- 0:00Your code is worthless and a top venture capitalist just told me
- 0:03why. What if the smartest thing you
- 0:05could do as a founder is make yourself the dumbest person in
- 0:07the room? What if your biggest competitive
- 0:10advantage isn't your product, it's your personality?
- 0:12I talked to a guy who's seen thousands of startups.
- 0:15He said the best product doesn't always win, but the best
- 0:17execution does. One founder built a media
- 0:20company on LinkedIn, posting AI industry news three times during
- 0:24their investor meeting. His customer acquisition cost
- 0:27zero. Another built a cult following
- 0:29on Reddit and scale the telecom company on the backs of a
- 0:32community. Meanwhile 30 years CT OS are
- 0:35getting lapped by kids who've only ever coded with AI.
- 0:38Distribution is the new defensibility.
- 0:40Your personality is a go to market strategy.
- 0:43So if your code disappeared tomorrow or somebody just copied
- 0:46it, would your business still survive?
- 0:48Welcome to AI for founders. I'm Ryan Estes.
- 0:50That was Jim Ferry, managing director at Volition Capital, a
- 0:54growth equity fund that is backed by some of the most
- 0:56capital efficient companies in the game.
- 0:58If you're a founder between 1,000,000 and 10 million in
- 1:01revenue, trying to figure out what actually makes you fundable
- 1:04and durable in an AI world, this one's for you.
- 1:08The Playbook gym just dropped. We go deep.
- 1:10And if you like playbooks, we go deeper every week at AI for
- 1:13founders.co. That's our newsletter.
- 1:15Just the insights that actually move the needle for founders
- 1:17like you sign up and your future self.
- 1:19Well, thank you. And if this episode made you
- 1:21think, drop us a five star review.
- 1:24It's the highest ROI 2 seconds you'll spend a day and I'd
- 1:27really appreciate it. Jim, welcome to the show.
- 1:34Thank you so much for joining me.
- 1:35Yeah. Thanks, Ryan.
- 1:36Appreciate it. Absolutely.
- 1:38So let's dive right in. You have a company called
- 1:40Volition Capital and you make investments in startups and, and
- 1:44businesses. So we talk a lot about
- 1:48investment opportunities here, but we also talk a lot to start
- 1:51up founders who are looking for, for either venture capital or
- 1:55Angel investors or folks that are maybe on the fence.
- 1:57So maybe we can clear up some questions folks might have and,
- 2:01and kind of shed some light of where we're at as far as like,
- 2:04you know, April 2026. Why don't you give us a quick
- 2:07introduction to Volition? Yeah.
- 2:09So volition's a Series A or Series B growth equity fund.
- 2:13You can think about growth equity sitting somewhere in
- 2:15between kind of early stage venture and the later stage
- 2:18buyouts or PE funds. So we tend to invest in
- 2:20businesses that have found product market fit.
- 2:23Kind of the arbitrary line for that is having over 5 million
- 2:26plus revenue, Where we play is kind of 5 to 50 million in
- 2:30revenue type. Companies that are scaling well
- 2:34tend to be more capital efficient businesses.
- 2:36That doesn't necessarily mean that they're profitable, but
- 2:39it's not a kind of grow at all costs model.
- 2:43Even so people that are focused on unit economics, so many times
- 2:47you know, we're not following a traditional Siri or Silicon
- 2:51Valley kind of venture or kind of early stage VC I'd say.
- 2:57So we're, we're based in Boston. It's a little bit more of an
- 2:58East Coast mindset. We're still trying to have, you
- 3:01know, really big outcomes, but you know, doing it while
- 3:04minimizing dilution. So think about our check size in
- 3:07the 15 to 60 million range across really, you know, any
- 3:13type of technology business. Fun.
- 3:16Yeah, that sounds like a a good place for me if I was in the
- 3:19business. You know some of these guys the
- 3:21the seed stage is for the thick skinned and strong hearted.
- 3:25That's right. I think like C stage has a high
- 3:28loss ratio as you can imagine, but they have a couple huge
- 3:31winners that are going to carry a fund.
- 3:32So they go into a lot of investments knowing that just
- 3:36statistically a lot of these are not going to work out and
- 3:39they're going to return $0.00 in capital.
- 3:41Growth has a little bit of a different loss ratio where ours
- 3:45is much lower because these businesses tend to be a little
- 3:47bit more established. So from an investment
- 3:51perspective, it feels like a good risk reward profile, which
- 3:55is why I've kind of spent my career here.
- 3:58Amazing. You know, and I'm, I'm much more
- 4:00of a zero to one guy, you know, So I'm always interested in kind
- 4:03of the problems that founders are facing kind of at this
- 4:06$5,000,000 annual revenue mark, which really seems to be kind of
- 4:10that two to five place where there's kind of like a, a new
- 4:13set of problems. So how would you kind of
- 4:15describe problems at that stage? Yeah.
- 4:18I've always kind of talked about the founder journey in three
- 4:21stages. The first one is building, which
- 4:23I put in that kind of 0 to 1. And then there's the growth
- 4:26stage. And then there's as they scale
- 4:27they that the founder kind of becomes more of an operator.
- 4:30So we tend to get involved kind of in between that build and
- 4:34growth phase. And you know, I think at that
- 4:38phase, you start to have to set up a legitimate processes inside
- 4:42the organization. The founder isn't going to have
- 4:46be able to have their hands on everything.
- 4:48So you're going to hire a few people that you trust that can
- 4:51take some things off of your plate.
- 4:53But I'd say typically when we come in, these are scrappy
- 4:55founders first six to nine months.
- 4:57We have a talent team here at Volition.
- 4:59They help a lot of our portfolio companies with hiring world
- 5:02class talent because everybody's wearing a lot of hats.
- 5:04So I think a lot of the challenges are now become how do
- 5:09we set the business infrastructure up for scale and
- 5:15that's people, but it's also technology, especially in an AI
- 5:19driven world, you know, how do we make sure that there's not
- 5:23operating silos happening within the organization and that
- 5:26everyone is pointed at the same North Star and to accomplish a
- 5:30three to five year vision. So that's where we just, I have
- 5:34the benefit of pattern recognition of sitting on a lot
- 5:36of boards and being an investor in a lot of companies over the
- 5:39years and talking to thousands of companies.
- 5:41So can hopefully bring a perspective that maybe a founder
- 5:45entrepreneur who's maybe worked at one or two companies before
- 5:48starting their own may not have the benefit of seeing anything.
- 5:53And and that's a pattern recognition.
- 5:55It's another word for wisdom. You know, it is, I mean, that's
- 5:58the name of the game. Like we, I invest in people
- 6:03probably more than I invest in businesses.
- 6:05And you know, for me, it's about post investment, helping them
- 6:09avoid some of the pitfalls I've seen other companies take and,
- 6:13you know, taking best practices that we've seen and trying to
- 6:16help them apply it to their business to set them up for
- 6:18success. Amazing.
- 6:21And that's kind of what I wanted to ask you about too.
- 6:23You know, having that, that position where you see a lot of
- 6:25deals, you see a lot of companies, of course the
- 6:27analysts are going to do their diligence and the the company
- 6:31has to be successful. But what are those attributes?
- 6:36What are the attributes of the founder, maybe the the, the
- 6:38deals you like to put together? What kind of threads these
- 6:41people together? Yeah, just if you put like the
- 6:45business aside and just think about the attributes of the
- 6:48founder, I tend to invest a little bit with my gut.
- 6:52Like you come out of a meeting and I'm like, man, I would back
- 6:54that person no matter what they're doing and they just
- 6:56happen to be running this type of business that and I like that
- 6:59category. So I think one of the most
- 7:03valuable traits is a self-awareness trait of knowing
- 7:06what you don't know. The best founders are the ones
- 7:09that are like, I am very good at this, whatever that skill set
- 7:12is, but I could use some help at to hiring a world class leader
- 7:16to help me on this side of the business.
- 7:19And the ones that think that they can do everything.
- 7:23No one can do everything, you know, Jack of all trades, master
- 7:25of none. So I think it's the people that
- 7:27are trying to make themselves the dumbest person in the room
- 7:29by hiring great talent around them.
- 7:31We kind of have a joke here where we're half getting that
- 7:34there's five things that matter in an investment.
- 7:36It's product, market management, management, management.
- 7:39So we spend a lot of time getting to know the management
- 7:42team and making sure that we feel like, you know, no matter
- 7:46what the the folks around the table are going to set us up for
- 7:48success. And I've seen it many times,
- 7:50Worth the best product doesn't always win.
- 7:52I think best best execution always wins.
- 7:56Quick side note for founders who are using AI to write content,
- 8:00you've probably noticed this. It's incredibly fast, but it
- 8:03doesn't really Dr. meaningful traffic.
- 8:05And honestly, that's because most AI generated content is
- 8:08just average. There's no real insight, no
- 8:11depth, no structure, missing things like internal linking,
- 8:14and Google's getting very good at filtering that out.
- 8:17So instead of trying to just prompt better, I actually came
- 8:20across something interesting called Neenah.
- 8:22It's a system that combines human strategy and review with
- 8:26AI writing to create high quality SEO optimized blog
- 8:29content that's actually designed to rank and keep ranking.
- 8:33What I like about it is that it's done for me.
- 8:35Their team handles the topic strategy in the content review
- 8:39and data markups for Google and turns blog posts into actual
- 8:42long term traffic assets. So if you're a founder thinking
- 8:46seriously about organic growth, this is one of those things
- 8:49worth paying attention to. You can check it out at Try
- 8:52nina.co. That's TRYNIN a.cotrynina.co.
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- 9:14goes out and gets your sponsors. Casey reaches out to brands on
- 9:17your behalf, works the conversation and lands the
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- 9:49Yeah, founders aren't necessarily known for being the
- 9:52best managers and probably where they're coming in to to meet
- 9:57with you. This is probably their their
- 9:59biggest pain point. You know, what kind of like what
- 10:02are you doing to help them and what, where are you seeing their
- 10:04their lack of skills as far as management goes?
- 10:08Yeah, I mean, I think every founder's unique and if they're
- 10:13more of a technical founder, I feel like they don't almost
- 10:16don't want to manage people. So that's the that's a common
- 10:19thread where even, you know, sometimes as a business scales,
- 10:22they're like, I don't want to be a CTO that's managing an
- 10:26organization of engineers. I want to be coding and that's
- 10:30fine. And some people are very self
- 10:33aware of that and you know, or maybe want to be an individual
- 10:36contributor on the, on the team to actually get their hands
- 10:39dirty and building products. They might hire another CTO
- 10:42externally or something. You know, I'd say there's been
- 10:46times when ACEO is very go to market focus.
- 10:51They are the lifeblood of the, the go to market and sales team.
- 10:56And maybe they, one of the founders just wants to be a
- 11:00salesperson. They don't want to be the CEO of
- 11:02the business. So I'd say it, it really varies.
- 11:07I think the best founding teams are the ones regardless of
- 11:11skill. It's more of a mindset.
- 11:13I love to see an optimist and a pessimist because I think they
- 11:16balance each other out and they tend to, you know, find the
- 11:20right decision somewhere in the middle between, you know, what's
- 11:23ingrained in their personalities.
- 11:25Yeah, there there. That is the classic dichotomy of
- 11:29Co founders. You know, you have extrovert,
- 11:31introvert, optimist, pessimist. These are obviously the the ends
- 11:36of the mean here, the technical, the the sales guy you know or
- 11:41gal for that for sure. And it's funny, like even that.
- 11:44So we took a look back at some of our, in our entire investment
- 11:47history and tried to draw based on, you know, 100 attributes,
- 11:52what is the commonality of our best outcomes?
- 11:55And surprisingly, there kind of isn't any.
- 11:59So, you know, we, we were hoping it's, oh, this is a silver
- 12:02bullet. Maybe that's not surprising to,
- 12:04to some of your listeners, but, you know, education almost
- 12:08didn't matter. We've had, you know, extreme,
- 12:11like some of our biggest exits are Ivy League educated founders
- 12:15and then founders that never went to college.
- 12:18You know, we, we thought age would be a big deterministic
- 12:21factor and we've had great outcomes from, you know, people
- 12:25that are in their young 20s and people that have been around the
- 12:28block and industry experts and that, you know, are 40 plus
- 12:31years old. So there's no silver bullet to
- 12:35this and no silver bullet to the attributes that the founder has
- 12:37and their strengths and weaknesses.
- 12:39So it is very hard to quantify. But as I mentioned, you invest
- 12:44with your gut and sometimes you just kind of feel it that
- 12:48someone has aspirations to build a big business and they're gonna
- 12:53let nothing get in their way. And that's the type of founder
- 12:56that I want it back. You need to think big to to to
- 12:59be big 100. Percent, you know, it may be
- 13:03some other green flags. What are some green flags?
- 13:06And you know, particularly maybe I'm thinking about like with
- 13:09just the the prevalence of where we're at with AI assisted
- 13:13engineering, call it vibe coding, you know, where you
- 13:17know, a CTOA really skilled CTO is becoming less valuable.
- 13:21Some might argue, you know, it. Does that kind of shade your
- 13:26judgement as far as leaning towards maybe founders that are
- 13:30more sales oriented or maybe have distribution baked into
- 13:33their own personality? Yeah, it's, it's a great
- 13:37question. We're seeing more and more
- 13:42businesses in this a world, to your point around distribution
- 13:46based on their personality that is less of the traditional, all
- 13:50right, I'm going to hire 3 sales reps and I know that each sales
- 13:52Rep brings in X amount of revenue and we're going to pay
- 13:55them this much. And that's how it's simple math
- 13:57as you scale. You know, I met a company the
- 14:00other day that has AI bots that posts a bunch of industry news
- 14:05on his LinkedIn and he's kind of become a media company of
- 14:10specific to his vertical just based on his LinkedIn industry
- 14:15news. And as I'm sitting there meeting
- 14:17him, he's like, yeah, I probably posted three times already as
- 14:20we're as we're sitting here in the meeting.
- 14:22And through that he can, he's almost has a $0.00 customer
- 14:27acquisition cost strategy because he's just using his own
- 14:31personality to to drive revenue and promote his products in
- 14:36between kind of posting about industry news.
- 14:38We have another portfolio of companies who's done that.
- 14:40Well, they were in essence a Reddit influencer, which people
- 14:43don't tend to think about as much for his given sector.
- 14:47It's a business called US Mobile and they've kind of grown on the
- 14:52backs of a Reddit community that's been really strong and
- 14:55active. So, you know, I think in this
- 14:58world, things in this AI driven world, things have changed a
- 15:01little bit. So the types of questions and
- 15:04the things that I'm looking for in Entrepreneur is a little
- 15:06different because things are moving so freaking fast.
- 15:10You know, where we are today is very different than where we
- 15:13were a month and six months ago. Even.
- 15:15So you want to feel like the people that you're backing are
- 15:20ahead of the curve and they're able to adopt to in this to how
- 15:24fast things are changing with AI.
- 15:28And to your point, it may not be that CTO that's been in the
- 15:31industry for 30 years. The people that are the best at
- 15:34utilizing AI tools and playing around with them are the are, I
- 15:40don't like to call them kids, but they are the kids that have
- 15:43grown up in, in this world where AI has existed over the last two
- 15:46years that that have been in college or so that so it's not
- 15:50always the CTO that has a preconceived notion of how, hey,
- 15:56this is how I've coded for the last 30 years.
- 15:58It's someone who's only learned how to code using AI that may be
- 16:02more valuable in the long run. Well, and I talked to a dozen
- 16:06founders a week and let me tell you, they're all CT OS now.
- 16:10Yeah, that's, I know. It's amazing.
- 16:13I think everyone has become a engineer now where that used to
- 16:18be a barrier. And when I think about, you
- 16:21know, the durability of the investments that we make in the
- 16:24long run, code used to be something that was defensible
- 16:28and it's kind of not now. So you need to think about what
- 16:32makes this business sustainable over the long run.
- 16:35And there's a lot of different, excuse me, a lot of different
- 16:38variations to that. It could be first party data, it
- 16:40could be distribution, it could be proprietary integrations
- 16:45through non public APIs with specific companies or something.
- 16:48But there's a lot of flavors to that.
- 16:50But I think a volition and at every investment firm, the key
- 16:54question right now is what is the durability of this in the
- 16:57long run? Yeah.
- 17:00Maybe personal question, how about you?
- 17:01What are you, what are you working on?
- 17:02What experiments you running with AI?
- 17:04What are you building? What little what little toys you
- 17:06got going on in the background? Yeah, it's a great question.
- 17:09So as a firm, our general philosophy is how we cannot
- 17:13invest in native AI businesses if we don't understand AI and
- 17:17know how to use it ourselves. So honestly, I, I, I think with
- 17:21us and who are operating somewhat of a regulated finance
- 17:25world and you know, some larger start-ups, I think a big barrier
- 17:30to AI adoption is compliance. If you're kind of a small start
- 17:34up, you may not have all the systems in place.
- 17:36And I think that's probably a, my, my, our, our head of
- 17:40compliance will hate, hate terms, but probably a good thing
- 17:43because they can experiment faster.
- 17:44There's not, who said they, they need to jump through.
- 17:46So for instance, like open Claw, we, we have separate laptops
- 17:51internally that we use that are kind of sandboxed from all of
- 17:55our other systems to set up open claw bots that help us in the
- 17:59sourcing front. So that's finding new companies.
- 18:01So our analysts, we, we have a lot of different both third
- 18:05party and 1st party systems that we've built to help all of our
- 18:09analysts kind of find interesting companies on a daily
- 18:13and weekly basis. And now they can show up and sit
- 18:16at their desk and we've created bots in that kind of sandbox
- 18:19environment that are serving up, hey, here's 50 potentially
- 18:23interesting companies that you should be looking at.
- 18:25You can kind of click through them and you know, once the
- 18:28compliance gets there, we'll integrate that with our CRM and
- 18:31so forth. But in the meantime, we've built
- 18:34an M, you know, a connection, a connection between our internal
- 18:40first party system with Claude. So everything that you used to
- 18:43click through and spend a lot of time there to find companies to,
- 18:48you know, 5, let's say we have 10 high priority companies in
- 18:52our pipeline. We've set up a artifact and
- 18:55system to force rank. Hey, these are the BC funds or
- 18:59angels or regional tech communities or accelerators that
- 19:01are invested in these in those ten companies.
- 19:04So we should be building a relationship there.
- 19:06So we're doing a lot of things that are just automating the
- 19:10day-to-day manual processes right now.
- 19:15I don't think that's that unique from anyone else, but it's been,
- 19:20I, I, I find it really fun, to be honest.
- 19:22It's like, it's almost like playing a video game.
- 19:25It, it's somewhat addicting once you kind of set some things up
- 19:28and, you know, set some agents up to do some cool stuff.
- 19:33Like, you know, every day I show up, I now have 3 tweets waiting
- 19:38to go. Based on my interests, I jot
- 19:40down some things in in my notion that it's connected to and it'll
- 19:45kind of marry that with any industry news.
- 19:49So we're doing a lot of fun things here and it's helping us
- 19:51learn to understand what are the possibilities for some of the
- 19:54companies we back. Yeah, how do you prompt your
- 19:57personal tweets? Like, how do you give it your
- 19:59that distinct Jim Ferry tone? Yeah, it's a work in progress,
- 20:04I'd say. So I first I had it analyze, you
- 20:07know, my my prior tweets to understand my tone, what I like
- 20:12to tweet about. And it's just kind of constant
- 20:15iteration of, hey, I would never actually say that.
- 20:17I would never use those terms. This is too professional.
- 20:21Now this one's too, you know, relaxed in nature.
- 20:25And so I'm trying to find that happy median.
- 20:28We're getting better, but still a little work to be done.
- 20:33Yeah, 100%. That's cool.
- 20:37So you're setting up open Claw to go source deal potential kind
- 20:40of like how are you setting a framework for that?
- 20:42Is there like a obviously there's a certain size company
- 20:45they have to be kind of like in a certain position in there with
- 20:49runway basically what parameters are you giving open claw to go
- 20:53out there and and look for for opportunities?
- 20:55Yeah, so we. There's financials, of course.
- 20:58There's a place where they are with the capital they've raised
- 21:02already. Are you using like pitch book to
- 21:04source information? Are you looking in a in media?
- 21:07Like how are you kind of finding new opportunities?
- 21:10Yup. So all of the above and we've
- 21:14actually encouraged our, what we don't want to do is to create
- 21:17one agent that every one of our analysts and all of our
- 21:20employees are using that's serving the same companies.
- 21:23So we've actually kind of shown all the analysts, hey, here's
- 21:26how, here's how to set this up, here's how to do it.
- 21:29And we want them to be creative to make sure that they're all
- 21:32getting a different flavor of company to make sure that we're
- 21:35seeing every possible company in the universe out there that
- 21:38could be interesting. What we do, what we have done
- 21:41is, you know, set it up in a way we're serving you, you know, 50
- 21:45companies when you come in on a in the morning and you're
- 21:49constantly training it. So you're saying this is
- 21:51interesting and you can put a little note here's why or this
- 21:57is not interesting and here's why or maybe this one have
- 21:59raised too much money. This is outside of our spec.
- 22:02We'll never invest in a company that's been backed by this fund
- 22:06because you know, they're a mega fund and if it was a good
- 22:08company, they're just going to fund it themselves.
- 22:10So all those little things, you know it, it's, it's the worst,
- 22:16the 1st at serving companies, the first time you set it up and
- 22:20it's getting better and better week by week and month ago.
- 22:24And it's it's a relationship building game.
- 22:26So you get a good prospect, they're coming in and you're
- 22:28like, yeah, this would be great. How do you start to initiate
- 22:30that relationship? Is that an e-mail?
- 22:32Is that a tweet? How are you kind of getting to
- 22:34know folks? So it's funny.
- 22:37So it's worth noting that you know, the traditional growth
- 22:40equity models kind of called the sourcing model.
- 22:42So there's a, we had a 15 analysts and associates here
- 22:45that reach out to founders. They probably have 20 calls on a
- 22:48weekly basis to kind of pre qualify leads and explain to
- 22:52them who volitionists, see if there's a good fit.
- 22:53And we discussed those in our pipeline meeting on Monday
- 22:56morning. Historically when I did the job,
- 23:00you know, over a decade ago of kind of pure sourcing as an
- 23:05analyst associate, it was a lot of e-mail and the response rates
- 23:08were pretty good. And then Salesloft came along
- 23:11and all these auto drip campaign emails and everybody's inboxes
- 23:15were flooded. And now AI has come along and
- 23:17all these crappy canned emails are now oddly specific.
- 23:21And we've kind of gone from like, oh, these super canned
- 23:24emails are now becoming so specific and so tailored and
- 23:27good that people now know that those are.
- 23:30Fake. AI emails that so it's almost
- 23:33finding this balance of personal not too specific where they
- 23:37think that ever know that you know this was a custom e-mail
- 23:41and someone actually wants to talk to me.
- 23:44Now I think inboxes are flooded. So we spend a lot of time
- 23:47reaching out to folks on LinkedIn.
- 23:49We are cognizant of the fact that with Co work and some other
- 23:54AI tools out there, LinkedIn inboxes are about to be flooded
- 23:57over the next, you know, coming months.
- 23:59So ultimately the best way to breakthrough to a hard to reach
- 24:03company or one that we think or know is good is through
- 24:06relationships. So we spend a lot of time
- 24:09networking and, you know, trying to back channel our way into
- 24:15into a company that we think is good that, you know, we come
- 24:19kind of the hard to reach companies that we have some type
- 24:22of signal on there or a hunch that we think it's pretty
- 24:25interesting, but are struggling to get in touch.
- 24:27And part of that is spending a lot of time on the road and
- 24:31meeting people face to face in a zoom driven world.
- 24:35You know, it's amazing how many founders I'll go meet face to
- 24:38face and they tell me I'm the first or second in person
- 24:41meeting that they've had and they get 20 emails a week from
- 24:43other venture growth equity funds.
- 24:46So I think that goes a long way. Sitting across the table from
- 24:50someone, I can tell you, I can't tell you how many conversations
- 24:53I've had with folks over the years over Zoom.
- 24:55And, you know, a week later, you might forget about that
- 24:58conversation. But if you sit down with
- 24:59someone, have coffee with them for 45 minutes, you tend to
- 25:02remember that more. Yeah.
- 25:04I agree. What about inbound versus
- 25:06outbound? Outbound's a big effort, but do
- 25:07you have a lot of people knocking on the door and maybe
- 25:09what percentage of those folks are well qualified?
- 25:14For the most part, the inbound leads tend to be because the
- 25:20this like, I'll take a step back this, this growth equity
- 25:22sourcing model has been around for 20 plus years now.
- 25:25There's like a lot of firms that did, it's not unique to
- 25:27volition, but so I think the best companies, a lot of us are
- 25:31using similar tools. We all know who some of the best
- 25:34companies are and you know, people talk or it gets around.
- 25:36So we're all trying to breakthrough, you know, to the
- 25:39same company. So if someone is coming inbound,
- 25:42it's either because they're unbelievably under the radar
- 25:45that no one knows about them, which is rare, or, you know, the
- 25:50quality probably isn't that great.
- 25:53Now I'm Speaking of saying, Hey, this is a founder direct inbound
- 25:57to us. What happens a lot is we get
- 26:00kind of a warm lead where someone say, hey, like someone
- 26:03in our network may reach out and say, hey, you know, I, I talked
- 26:06to this one. I think that this could be a
- 26:07really good one for you guys. So I'm going to introduce you
- 26:09that that happens a lot. And those tend to be a high
- 26:12quality. But I can only think of one time
- 26:15where I got a like a true founder inbound where I wound up
- 26:20investing in the business. You know, most of the time it's
- 26:23kind of through an intermediary or someone that knows them
- 26:25that's kind of making the connection.
- 26:27What's your feeling on like kind of like those under the radar
- 26:31businesses, which you know, now there's a kind of a lot of heat
- 26:34around, not even like pre AI companies, but like pre Internet
- 26:38companies, like ball bearing manufacturers.
- 26:41You know, I drive by these like industrial parks and I'm like,
- 26:44who's that? You know, it's like ABC
- 26:47construction or something like that.
- 26:48And they've been around for 50 years.
- 26:50Is there any interest from you guys on in like companies like
- 26:52that? So yes and no.
- 26:57So, So what I'll say about is like under the radar companies.
- 27:00So as I mentioned, we're we invest in purely tech companies.
- 27:03So we're not gonna invest in a ball bearing company.
- 27:05However, this thing should tell me anything.
- 27:07There's a lot of ways to make money.
- 27:09There's a lot of different types of businesses out there and you
- 27:14know, just getting to talk to thousands of companies on an
- 27:16annual basis kind of paints the picture of like man, there's a
- 27:18lot of ways to make money in a lot of different businesses.
- 27:21Historically, in a pre AI world, the best indicator for Austin R
- 27:29efforts to say a company is at a 5 million plus run rate was
- 27:33employee headcount. You need a certain amount of
- 27:35engineers, you have a certain amount of C level executives,
- 27:38certainly a lot of people customer success in sales.
- 27:40Once you kind of got to 25 to 30 employees, assuming that you're
- 27:45not burning a ton. So it's relative to kind of
- 27:47capital raised, you're probably nearing in that kind of like 3
- 27:51to 5 million plus run rate. So we that used to be like heavy
- 27:54reliance on employee count for as the number one indicator of
- 27:59stage of the business. I mean, we just had a, I'm sure
- 28:02you saw that there was like a two person company that you
- 28:05know, got acquired for over a billion dollars now with AI.
- 28:07So the head count is now not a relevant metric for for scale in
- 28:13an AI world. So it's almost like make sure
- 28:17we're boiling the ocean and talking to everyone.
- 28:19And if it's maybe too early, you know, we're checking back in,
- 28:25you know, six months to a year. So it is becoming, you know,
- 28:30somewhat harder in the fact that any company could be in our zone
- 28:34relative to headcount. But it's also becoming easier in
- 28:37a way that I think our Tam is expanding our addressable market
- 28:42opportunity because I think that there it is now easier to build
- 28:45a capital efficient business and get to 5 million plus run rate.
- 28:48Yeah. I'm trying to figure out how I
- 28:51can turn this ball bearing company into an AI company.
- 28:55Well, Albert's just went from a shoe company to an AI company,
- 28:58so maybe you need to figure it out.
- 29:00Yeah, they're gonna rent NVIDIA chips or something like that.
- 29:05I don't know what the strategy is, but the stock popped on it
- 29:08so I I doubt they're going to be the last one to to do this crazy
- 29:12pivot. It's like a it's like a when a
- 29:16what's his name from old Twitter?
- 29:17Just he, you know, bought 2 billion in like Bitcoin at its
- 29:21peak. Yeah.
- 29:24Hopefully not Hopefully. Not good.
- 29:26Yeah, I know there's a lot, a lot of chatter.
- 29:28This is the ultimate sign of a bubble.
- 29:30But we shall see. We.
- 29:32Shall see. Yeah, Nobody really knows.
- 29:34Again, there's just such an atmosphere of like excitement
- 29:37and kind of terror and like, what are we doing here, you
- 29:41know? Yeah, I mean, well, if you
- 29:43compare it back to the last big tech bubbleofthe.com bubble,
- 29:48when that when that burst, I mean, there was a lot of hype
- 29:51around start-ups that crazy valuations.
- 29:54But I think we can all sit here and say the Internet worked, it
- 29:57was transformational and there's been a lot of companies that did
- 30:00survive that and made a lot of money.
- 30:01And that's probably going to happen here.
- 30:03I think that there is probably a lot of AI companies that are
- 30:06just a wrapper on someone else's technology and maybe not super
- 30:11defensible in the long run. And those will probably suffer
- 30:15and never grow into the big valuations that they got early
- 30:17on. But there's going to be a lot of
- 30:19money made. And you know, even if you just
- 30:22compare it to when, you know, we went from license and
- 30:26maintenance to, you know, on Prem software to cloud hosted
- 30:30SAS, if you just kind of picked off every category winner of
- 30:35this is the best SAS company in every single category, you would
- 30:39have made a, you know, billions of dollars.
- 30:41I think that same strategy will hold today in an AI world where
- 30:45you're basically just saying, hey, what are the vertical
- 30:47categories that AI is going to disrupt?
- 30:51You know, kind of traditional incumbent SAS products that are
- 30:54not fast to adopt, adapt into an AI world and you're going to
- 30:57make a lot of money. So that's kind of how we're
- 31:00thinking about sourcing a little bit.
- 31:03I'm more of a early stage startup type investor, although
- 31:06I promised my wife I would no longer invest in startups, but I
- 31:10like to I I'm always looking for go to market in repeatable sales
- 31:14process as being kind of like an indicator of of opportunity.
- 31:17Now you, you guys are, you know, they already have traction.
- 31:20They've got product market fit, they're in a good place.
- 31:23So they've they've created sales processes that are effective.
- 31:27Are you seeing any commonalities between that?
- 31:29Like you mentioned, there's a Reddit influencer and you've got
- 31:32somebody who's driving pipe through LinkedIn.
- 31:36Is it really kind of checkerboard all over the place
- 31:39with different techniques and platforms or is there kind of
- 31:42things that are working really well right now?
- 31:46It is a little over the place and I think it depends on the
- 31:48industry or segment that they plan where you know, I'll, I'll
- 31:54give you like a, a couple of fun ones that were created that I've
- 31:58seen like in our portfolio. There is one business that you
- 32:01know reached a lot of scale and had a really big exit.
- 32:03And they used to, they were in the compliance space and they
- 32:05used to create a list of the top 100 people in supply chain
- 32:10compliance. And they made the list every
- 32:13year and they put all their top prospects on the list that they
- 32:17were trying to sell to. And, you know, then those few,
- 32:21they'd say, hey, they'd send them something in the mail, say,
- 32:23Congrats on making this list. Let us know if you want to do an
- 32:26interview or something. And that's a good way to, to
- 32:29have like a 30% plus conversion rate on those, on those people.
- 32:33So like, that's a really creative way that I've seen a
- 32:36lot of companies are now, you know, in our portfolio.
- 32:39There's another one that is basically scouring a bunch of
- 32:45both public and you know, third party data sources that they pay
- 32:50for. And AI is scraping that in a
- 32:52similar way that I talk about our our open club agents that
- 32:56are finding us leads, potentially A polition.
- 32:59And they're doing that and it's auto emailing all of them based
- 33:03on who that person that they're reaching out is something about
- 33:08their social media account that like tips them off something.
- 33:11So for example, if they see that someone is a dog lover, they're
- 33:15going to put a funny dog meme into the e-mail or something
- 33:18like that, something very unique that catches their eye.
- 33:22And that's worked really well for them.
- 33:23So it is all over the map. And you know, candidly, I think
- 33:28in a lot of companies that we invest in, they found product
- 33:31market fit, but a lot of it is founder LED sales for the most
- 33:33part. And we're coming in at a point
- 33:36when they're trying to transition into a more scalable
- 33:38approach of how do we build a repeatable process that's not
- 33:41just so reliant on the on the founder.
- 33:44Yeah. Totally.
- 33:45How about events? You know, a good buddy of mine
- 33:46is probably the number one AI go to market tool and he's going
- 33:50big on events. I just, I love the irony of
- 33:53that, you know, for his product, you know.
- 33:56Yeah, yeah. Yeah, few portfolio company in
- 34:00mind that they live and die by events and they're at every
- 34:02single event and hosting cocktail hours.
- 34:04And I think that goes back kind of back to what I said earlier
- 34:06of how I spend a lot of my time on the roads just sitting across
- 34:10the table from someone hanging out, you know, grabbing dinner
- 34:13or coffee or a drink. I think is cannot be replaced by
- 34:16a, a Zoom or Google me. How do you choose events that
- 34:20you attend? So we as a firm try to make sure
- 34:30that we're at, we have like representation at basically
- 34:32every trade event that we that we can find.
- 34:35So that's everyone myself, all you know, down to the analysts
- 34:39and associates are all going to a lot of events.
- 34:43It tends for me, it tends to be ones where I can hang out for.
- 34:46I feel like the, the list that we go through has enough volume
- 34:49for me to have a packed two to three days.
- 34:53I candidly spend a lot less time, you know, hearing the
- 34:57keynote speakers in more time just meeting entrepreneurs and
- 35:01going to cocktail hours and so. Forth Yeah.
- 35:02So the value isn't necessarily like the the events themself.
- 35:06It's like pre scheduling meetings beforehand.
- 35:09What about having a booth? Do you like to attend as a guest
- 35:11or do you like to kind of set up shop?
- 35:15Well, we rarely have a booth, to be honest.
- 35:18I'm trying to, yeah. It's more about who was
- 35:22attending the event, less what the event is for, for us.
- 35:26And 'cause I think, you know, just if I go to an event and I
- 35:31meet with 20 companies, I probably learn more talking 30
- 35:35minutes with 20 companies than I do from like any speaker on
- 35:38stage at them who's giving a lecture.
- 35:41Just 'cause you get a feel for what is everyone doing, what's
- 35:44happening in this market. And you know, I also try to go
- 35:49if I, if I feel like there's gonna be a cohort of our
- 35:52portfolio companies at a specific event, that's a good
- 35:55way to, you know, kill two birds with one stone and I'll go meet
- 35:58a bunch of new companies while also hanging out with our
- 36:00portfolio companies. And if they're if our portfolio
- 36:03company is there, it probably means that that event is is good
- 36:06prospecting for other ones that that kind of fits the same mold.
- 36:10Yeah, how about kind of the off brand parties?
- 36:12You know, there's all all of the the big events.
- 36:16There's always like a spreadsheet of everything else
- 36:18that's kind of happening around. It's kind of tangentially
- 36:20related, but not officially part of that.
- 36:23How do you find that spreadsheet and why is it always the long
- 36:26haired guy with a beard? Yeah, that's a great question.
- 36:32But yeah, I found that like, to be honest, like the the last few
- 36:36big conferences that I've been to, I've found more success out
- 36:42of like a curated dinner with 15 or 20 people of making really
- 36:46good connections that I was invited to over the conference
- 36:50itself. And I think that that's because
- 36:53like I'm finding a lot of these conferences, especially if
- 36:55they're like a big industry trade show, they tend to be
- 36:57expensive. So there's a lot of start-ups
- 36:59who are like, I'm not going to spend $5000 on a pass or $25,000
- 37:03on a booth, but I'm going to go hang out at the hotel.
- 37:05Yeah. And I'm sure that the the event
- 37:08organizers hate hearing that. But so like a lot of the
- 37:10meetings that I'm having are happening around the event but
- 37:14outside of the actual conference Expo hall.
- 37:17Yeah, yeah. You know, I'm, I'm kind of
- 37:20drilling you here because I'm kind of psyching myself up to
- 37:22get back out and do events. I was, I was gonna, I was
- 37:25producing an after party for a conference in a couple of weeks
- 37:29and it kind of fell apart. But along those lines, it's
- 37:31like, you know, events, I struggle because a lot of times
- 37:35you have like clicks that they've been going to the same
- 37:37events forever, trying to break into that.
- 37:39But it's almost like you, you show up with a disco ball jacket
- 37:42and just create gravity so people come to you and be like,
- 37:45hey, what's going on, What's going on?
- 37:46And then kind of mix in, you know, I'm looking for strategies
- 37:50here. Yeah, I don't know, like I, I
- 37:53think you're right, by the way, like these conferences that have
- 37:56been going on for 10 plus years, like the the dinner I just
- 37:59mentioned that that that I went to recently, it's a dinner
- 38:02that's been going on for like 5 or 10 years.
- 38:03I kind of felt like the odd man in the room because most of the
- 38:05people have been going to that dinner for that many years.
- 38:08So, so, but it was like an awesome group of folks,
- 38:11investors, bankers, start-ups, late stage companies, and, you
- 38:16know, just networking with all of them is kind of where all
- 38:19that inbound deal flow comes. They're like, oh, you should
- 38:20check out this company. I'm a, I'm an advisor at this,
- 38:23you know, at this company that could be a good fit for you.
- 38:25And, you know, someone coming out of that is going to be an
- 38:28independent board member, another portfolio company of
- 38:30mine. So, you know, it's either you
- 38:33got to you got to do what you said and kind of be the the
- 38:37gravity or the force to pull everybody in or somehow weasel
- 38:39your way into these dinners or network events that have been
- 38:42going on for a while. Yeah, I'm going weasel because
- 38:44it's it's too much energy to try and be the magnet.
- 38:48You know what I mean? I can't be doing that.
- 38:50It is. They're in.
- 38:50Yeah, Yeah. Cool, Amazing.
- 38:54Since we're talking a little bit about personality here, you
- 38:56know, the the the, the trillion dollar companies now that kind
- 39:00of came out of Web 2 and cloud and all that.
- 39:02If you're talking about Sam Holtman and Elon and Zuckerberg,
- 39:06they all have kind of a similar personality kind of spectrum.
- 39:09Me maybe a little bit socially awkward.
- 39:11Is there a new personality of the next crop of kind of AI
- 39:15founders that you're seeing emerge?
- 39:19Yeah. I mean, listen, I have yet to
- 39:21invest in a trillion dollar company.
- 39:23So, but we're looking for them. But I almost feel like in order
- 39:30to be that trillion dollar company to your point, you
- 39:33almost have to be wired differently.
- 39:37I was gonna say diabolical. Diabolical is a is a good way to
- 39:42put it. I'm trying.
- 39:43I was trying to be politically correct, but yeah, so you got to
- 39:46be wired differently a little bit because I think, you know,
- 39:50there's a lot of founders along the way.
- 39:52If you're on the way to build a trillion dollar company and
- 39:54someone offers you, you know, to acquire your business for 10 or
- 39:5820 billion, they probably take that money and go sit on a beach
- 40:00for their so their life's like you have to be wired like Elon
- 40:03Musk is the, you know, I, I, I don't know the last time I
- 40:07checked, but obviously potentially the richest person
- 40:09in the world, depending on when this, when this podcast goes
- 40:12live and he still works, you know, works his butt off.
- 40:16And, you know, I actually think that is funny.
- 40:19Like it's something that we've gotten more comfortable with as
- 40:21volition's grown a little bit and our check sizes of increase.
- 40:25A bit like we've gotten a lot more comfortable with giving
- 40:27founders some portion of liquidity where before we used
- 40:30to think it would be demotivating for them.
- 40:32A lot of founders that we back are like less motivated by
- 40:36monetary gains and more motivated by just building a
- 40:40really big business that's going to outlast that.
- 40:43For a lot of them, it's their baby, it's their, it's, it's
- 40:45another child to them. So I think that that motivates a
- 40:50lot of people. But to answer your question,
- 40:52like what the original question, what is the psychology or
- 40:56personality of these people? I think they're tinkerers.
- 40:59People that are in their free time are instead of, you know,
- 41:03watching a movie, they're playing around with all these
- 41:08new AI tools and finding fun, creative ways to set their
- 41:12business apart. Or because things are moving so
- 41:15fast, you you can't take a day off.
- 41:17Like every time I feel like I go on Twitter in the morning, I'm
- 41:20like, I feel behind from the last 12 hours that I was
- 41:23sleeping on all the updates and AI, it's like anxiety ridden,
- 41:26but it's the people that are tinkering not only for their
- 41:30business, but just doing fun things so they can learn.
- 41:33And those are the people that are gonna be able to adapt and
- 41:37make sure that their business stays ahead of the curve instead
- 41:40of falling behind and in this fast moving AI world.
- 41:42Yeah, You know, the feeling of being behind is omnipresent with
- 41:46everybody. You're not alone with that,
- 41:49particularly with me too. But I found an antidote.
- 41:51You want to know what it is? It's a one to one ratio.
- 41:54For every minute you spend on X, just go over to Facebook and as
- 42:00far behind as you feel on X on Facebook you're like, Oh my God,
- 42:04I'm a God. Yeah, it's funny.
- 42:06So I, I had a founder who I would put in the, you know, top
- 42:12decile of AI adoption knowledge tinkering and just
- 42:18transformation of his business. And he constantly came to me
- 42:23being like, I feel like I'm behind.
- 42:24I feel like I'm behind. Like, what am I missing?
- 42:27And the answer is nothing. Like, I actually think you're
- 42:31ahead. And he, you know, went to this
- 42:36event where he was with a bunch of other entrepreneurs and he
- 42:39came back to me and he's like, it was the first time I realized
- 42:42I actually am ahead of other people 'cause they're asking me
- 42:45what I think are basic questions.
- 42:48So I, you know, no matter how advanced you are, I think
- 42:50everyone feels like they're behind.
- 42:52You're right. Well, if you go to
- 42:53aiforfounders.co right now, the hero section right on top, H1
- 42:58header, you are not behind. I am preaching this gospel and
- 43:03the reason you're not behind because if everybody's behind,
- 43:07then you're not behind. Yeah, and I'd also say that
- 43:12maybe maybe someone who is behind my parents are behind.
- 43:17It is not too late to catch up. You can you play around like
- 43:22it's the the best part about a lot of these AI tools is they're
- 43:25so intuitive to use because it's a chat functionality that
- 43:29everyone is already familiar with.
- 43:31So whenever I don't know how to do something or the first time I
- 43:34try to create a bot or set up open claw, it's just like, you
- 43:38know, I'm not, I do not have a technical or engineering
- 43:41background. Teach me this like I'm an eighth
- 43:43grader and it walks you through step by step.
- 43:46So plenty of time for anyone to learn.
- 43:48Well, and fun prompt, you know, because I'm, they're careful
- 43:52with their language, particularly anthropic.
- 43:53They say like talk to it with common language.
- 43:56I'm like common language. I was like, all right, so every
- 43:59once in a while I'll open, you know, my terminal and be like,
- 44:03do the thing I like the way I like it and just see what
- 44:05happens. It's like, what's it gonna do?
- 44:08I don't even know. It's kind of interesting.
- 44:10Yeah, well, I found that, yeah, one of the best tools is asking
- 44:16the LMS, what, like, what am I missing?
- 44:19It's hey, I, I'm talking to to you all day long, Claude, what
- 44:25are what is an agent that I can build to automate some of my
- 44:27daily workflows that maybe I haven't built yet or thought
- 44:30about. And it's pretty damn good at it.
- 44:32So I think people are are are are much more in tune with
- 44:37telling Claude tasks or whatever platform they're using instead
- 44:41of asking, hey, what should I be doing to automate my day-to-day
- 44:44work flows? Amazing, Jim, this has been
- 44:46awesome, man. I really appreciate what you do.
- 44:48I appreciate this conversation. You know, this, I think for a
- 44:53lot of folks, this is a game and that's what keeps them in.
- 44:57I, I, you know, I've had great pleasure of, you know,
- 44:59interviewing probably a dozen billies, you know, folks that
- 45:03had exited with a 500 or $500 million exit.
- 45:06And then they're talking to me about their new thing.
- 45:08And I always ask him, I'm just like, dude, why?
- 45:12Like, why don't you hang it up? Boat drinks, go fishing in the,
- 45:15you know, in the keys, Like, what's, what's the deal?
- 45:17And there's always a little kind of stutter, but it always comes
- 45:20down to they love the game, you know, and like when you, you get
- 45:24that taste of like giving something to somebody that they
- 45:27love and they pay for it. It's just, it's intoxicating and
- 45:31it's so fun. So you know, what you're doing,
- 45:33Volition is a huge part of that and just ends up being like, you
- 45:37know, massive gasoline on the fire for the, the hearts of
- 45:40these founders. So I, I appreciate your work.
- 45:45volitioncapital.com is where you can check out the fund.
- 45:49And Jim, where's the best place to for people to connect with
- 45:51you personally online? Yeah, my email's
- 45:55jim@volitioncapital.com. Pretty easy.
- 46:00And if you want to follow me on on X or Twitter, it's at Jim
- 46:06Ferry VC. Love it.
- 46:07And before we get out of here, I want to make sure we can plant
- 46:11SEO link for for a nonprofit that's near and dear to your
- 46:14heart. Tell us a little bit about
- 46:16jimmyfund.org. Yeah, so the Jimmy Fund is a big
- 46:23kind of nonprofit here in the Boston, MA area.
- 46:28It's all about, you know, raising money for cancer care
- 46:32and research at the Dana Farber Cancer Institute.
- 46:36A lot of it's focused on kind of pediatric cancer care and kind
- 46:39of near and dear to my heart. My grandfather was really
- 46:41involved with it, you know, as I was growing up.
- 46:44And so, yeah, it's a great organization.
- 46:47Amazing shout out to them jimmyfun.org.
- 46:50Links to all this will be in the show notes wherever you're
- 46:52listening to this, everybody. Thanks for listening.
- 46:54Jim. Thanks again for joining me.
- 46:57Thanks, Brian. Appreciate it.
- 46:59Every week I sit down and ask myself one question.
- 47:02What do founders actually need to know about AI right now?
- 47:05Not the think. Pieces.
- 47:06Or the stuff that sounds impressive, the real useful, put
- 47:09it to work today stuff. Then I write it up, send it to
- 47:11you in your inbox, free. That newsletter is called AI for
- 47:14Founders and I built it because I was tired of wading through
- 47:17pieces and people that are afraid of the future.
- 47:20Each issue I breakdown the tools worth your time, the strategies
- 47:23that are working, and the ways you can use AI to grow your
- 47:26company without burning out or getting left behind.
- 47:28Thousands of founders read it every week and I'd love for you
- 47:31to be one of them. Subscribe for free at AI for
- 47:33founders.co. 3 seconds to sign up and I promise it's worth it.
- 47:39Founders, you know better than anyone the game changed
- 47:41overnight. Every industry runs on AI now.
- 47:44Medicine, law, finance, design, all of it.
- 47:47And while you're busy building the future, there's a whole
- 47:49generation of students about to enter the workforce who have no
- 47:53idea how to compete in it. ainativestudent.com fixes that.
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- 48:26the AI chat. It's the fastest growing for
- 48:29students in the world. Every founder I know is posting
- 48:33on LinkedIn, grinding on X, maybe gabbling in short form
- 48:36video. And The Dirty secret nobody
- 48:38wants to say out loud is you don't own any of it.
- 48:41One algorithm change and your audience evaporates overnight.
- 48:44The only audience you actually own is your e-mail list.
- 48:48That's why the smartest founders in the world are building
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