Upgrade Your SaaS Company's Customer Support with Dave @ UseProof.com - Escape Velocity Show #1
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Summary
In this episode of Origin Stories, I sit down with the CEO of Proof, a startup that has gone from zero to $40M in less than 2 years. In this episode, we talk about how Proof went from zero, to $1M in revenue in 2 years, and how they got to where they are today.
Transcript
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Used to have like customer support be, you know, three people, you know, try to make it as cheap as possible.
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All of our engineers, all the co-founders, everyone does customer support.
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We do these customer support power hours, what we call them.
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So it's about one to two hours once a week, get together with like five people,
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and you all just like hammer away and like support customers and share information, share learnings.
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We're talking launch, scale, YC, fundraise, two years.
00:01:09.400
And I know there's always going to be bigger challenges.
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I know you guys are working on a product suite.
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I think the first year we had proof was incredibly easy.
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It was like every day we're growing, $1,000 MRR added,
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Was that because you had a built-in customer base, though?
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if you've done marketing or are known to some degree,
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And it's almost sometimes a false sense of what's possible.
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I know that's true for Facebook ads all the time.
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And then all of a sudden, the return on ad spend goes down
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because you kind of sucked all the early opportunity out.
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Yeah, so we launched with a webinar to our list
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and sold a bunch of prepaid yearly plans from that.
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Then I think it was just the right product at the right time.
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Yeah, we pre-sold before the product was built.
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I think I just watched Ryan Levesque's webinar.
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And it was just like, all right, I'm going to do that.
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Man, I feel like it must have been pretty, yeah.
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And then I tell them on the webinar, but it's not ready yet.
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Oh, you actually got to the point on the webinar
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So they're like, oh, this thing's ready to rock.
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Yeah, because I just use it with a couple of friends.
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That's where it kind of helps to be in the market, too.
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And so I've got three or four things versus working.
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And I was like, but it's not going to be ready for two months.
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Allowed us to just focus on that product, validated it.
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And then we had one other guy that we hired through TopTel
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So pretty much anybody that's seen some notification
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on a browser about a subscriber, a purchase, et cetera,
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and it just all of a sudden increased conversions.
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Yeah, we saw it like Airbnb using live social proof.
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And I was talking with an investor that was on their board,
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In 2002, they kind of were the first people to do that.
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And I was like, we need this for our funnel, for our order
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And so we, in one week, kind of built a little MVP,
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Like, I wonder if this will work on other people.
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Did people ask, is that how you knew you had something?
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Like, were they seeing it and going, yo, guys, what is this?
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It wasn't so much that, we just, our friends tried it out.
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And they all had great conversion rates from that.
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This isn't just for us to like sling courses a little faster.
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So that was like back in the day through the foundation,
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called Redwood Recruiting, which was just horrible.
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I spent like $11,000 and all my money on Upwork,
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getting this thing built out, opened up the doors.
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You learn how to think of product and, obviously,
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I learned a lot more with that $11,000 education
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This was like right around when we got into YC.
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Yeah, we've more than cut that in half, but it's still not.
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So I think it's just been this like, we've placed these bets.
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Said, OK, we think this is going to help fix that.
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We think this is going to fix that, not enough.
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I think that's been what the sleepless nights have been,
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is laying in bed thinking, what do we need to do?
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This is, to me, is why I think tech entrepreneurship
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is so tough because it really is two things that
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do they want it solved the way you're solving it, right?
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are they going to stick around economically to allow you
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investing at the level you need to actually build the business.
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Have you felt the pressure of being a YC back company
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But do you feel that because you've decided to do that,
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I've got a few investors I'm kind of chatting with.
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No, they're going to give you time to figure it out.
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Maybe some internal pressure of just, we want to build.
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We raised like $2 million in a week, like all inbound.
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And in line, and I stand next to Michael Arrington
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Yeah, so I just, you know, you're from Maryland.
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And now all of a sudden, you're at YC Demo Day,
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I think it helped us realize we can play on the level
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of being around that talent, is just not feeling like there's.
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I always assumed that there was, I never went to university
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or don't feel like I have any special brilliance.
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And I always thought, literally, these people are probably
00:09:09.120
they're really creative and smart, but there's nothing unique.
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How much of that, because you've met these founders,
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but just they're in the market versus just pure brilliance?
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Because like you said, people can do the things you know to do,
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to the right process versus just you've got a good market
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I mean, I think a lot of it is the right timing
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like it was kind of like the right product that
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That doesn't have the viral distribution of the pop-up
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So it was like all these forces together kind of like blew
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up, that I couldn't have done, I couldn't launch Proof today
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be these other competitors already in the market.
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are very, very intelligent, very book smart.
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I think I was one of the probably on paper dumbest guys there.
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But I also think I was one of the better entrepreneurs there.
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because I think they take people that are not risk takers.
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They wouldn't have started the businesses in the first place.
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And so much of it is just, can you show up every day,
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It just got hard, and you couldn't figure it out.
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It still sucks, but I'm not going to not show up tomorrow.
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What do you do to manage that emotional roller coaster
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What are some of those rituals, habits, routines?
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It's almost like I can't do anything productive,
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my team knows if I don't eat before our team meetings,
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Just even that level of the cadence of a day or whatever.
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you just give yourself the permission to watch Netflix.
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Sometimes it's kind of like you got to step back
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And it's like, if you all kind of say this kind of sucks.
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Yes, we've run all of our companies from the beginning
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And when you're down, are they ever up and vice versa?
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It's almost always one person's down, two people are up,
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And I just think there's something really special
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and be able to just be super honest and super real.
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and just communicating very honestly with each other,
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how hard would it be for you to have to cut them loose?
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Let's say you skyrocket, because this is usually what happens.
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The business takes off, and all of a sudden now,
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Not to say that they have to leave the company.
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Yeah, and we've already talked through situations like that.
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Honestly, it's been like any one of the three of us is like not.
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You know, it's like there's been times the guys are like, hey,
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Dave, we need you stepping up and growing as a CEO.
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And so it's like we all kind of are sharpening each other.
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I mean, we're definitely aware that co-founder relationships
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can get very strained, and we all have to really advance.
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because everybody's got, I mean, me and my co-founder, Ethan,
00:14:01.140
And we told our investors, like, here's the two decisions.
00:14:05.880
was the better decision because SMB are a freaking pain in the ass.
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But I could see if we didn't have a healthy way
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the end of the company because these are big decisions.
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I think for us, I don't know what other people do,
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But we definitely, at the end of the day, I'm the CEO.
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I mean, I've got the same amount of equity as them.
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But my job, my day job, is be the CEO of the company.
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And that's worked so far for us, which has been good.
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But we kind of had to have that conversation a few years ago,
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I think it gave me the freedom to step up and become that leader.
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Do you feel like that's a big part of your personality
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or clear communicator, quicker to make decisions?
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So you're saying it might have always been there,
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even just having the permission for myself, from them,
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I've got to come and not just be this nice guy,
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but I've got to go kick some ass and make tough decisions
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So Jared, who's sitting back there, a videographer,
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and one of my best buds, he jokingly uses words like,
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You're just saying, I've got to be more direct.
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wants to work for you if you call him a grunt worker.
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that can grow leaders the fastest grow the fastest.
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How have you been able to develop yourself then
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And maybe, and like you said, I've always been this way.
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I think I've had to add on a lot of these skills.
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I had somebody show me they listen while they read.
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Like, I'm always kind of looking for mentors to be like,
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And that's kind of why we even started our podcast
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was it was just like, I just want to get these people on
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And I think it's kind of shifted from this show to more like,
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hey, I'm just going to have a mentorship conversation here.
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But I'm going to kind of ask, like, whatever I'm looking for.
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Because it's like, this is me genuinely just trying to learn here.
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When you're open to whatever challenges, which is,
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So that's the thing, especially, that's why I like this format.
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Interview shows are so like, you feel the vibe.
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oh, tell me your origin story, and those three things.
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But I don't know, I'm more interested in listening
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So books, mentors, it sounds like you give your team,
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your co-founders permission to hold you accountable, right?
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So you don't tell them to shut the F up if they-
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And I've even had to honestly help cultivate that.
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I didn't realize, as CEO, it's really hard for people
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Just suck at the- I'm not going to- it's like, I want this.
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But I have to keep telling them, even the co-founders.
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that across our whole company, but particularly
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with people towards me, because I want to grow.
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And that's been helpful to have people start to share that.
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It's one of those things, man, where it's like people hear,
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I just feel like it's not going to add anything to my life.
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And you can do them anonymously to really get a 360 review.
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And I have a tough time with us, because I'm kind of like,
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But then, again, I've got people that are honestly saying,
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So yeah, we've got some anonymous surveys going out,
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What have you learned about the culture side of growing
00:19:46.560
And I've got to communicate that over and over and over
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over again where we had people you know on the current social proof notification product that
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are like they finally came out because we were having the conversations like what's going on
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guys and someone's like i'm kind of worried that like we're gonna get fired i'm like fired like
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yeah we need more people you know but it's kind of like i hadn't told him recently that
00:20:07.980
you're good like you know because i'm just thinking dude like i'll let you know if you're
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gonna be fired like we'll have that conversation but like until then don't but isn't that funny
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like most founders, once they hear or learn something,
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But for employees, if it's too long since the last time
00:20:30.640
she wants to hear often about how much I appreciate her.
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And I'm good to know that unless I do something different,
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is the amount of time you have to repeat yourself
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And I'm thinking about stuff 24 hours a day in my head.
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And I expect them to be fully up to speed the same way I have.
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And yeah, I think it's been challenging, but really good.
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I've got a lot to learn, and I've learned a lot
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about how to communicate and how to lead the team.
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And I think right now, as we're going to launch a new product,
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and this thing's doing the same thing Proof did.
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because I know that's going to be a little bit tough.
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How do you decide when to evaluate versus stay the course?
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Because that's what I've always admired about you
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You guys did it really well, or do it really well.
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I've just got people that are a lot better than me at it.
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So Austin Distel and Austin Troyer and Ben Johnson,
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these three guys, they're just like really great team.
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And like, they love all that stuff and geek out.
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And I had to have a conversation with them like a year ago to be like,
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listen, like, I know, I know how to do this stuff,
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but like today I'm officially giving it to you.
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I saw them step up in a huge way after that conversation to be like,
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okay, we're going to go take on like all the marketing.
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I don't spend a ton of time like thinking about the tools and the
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strategies, and the bots, and all those different kinds of things.
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I try to connect them with people, say, hey, here's this.
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You'll learn something, you'll be like, hey, I'm not trying.
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Because this is the other thing I find about leading teams
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is even just the act of sharing something sometimes
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and they think they have to put everything in the ..
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or like somebody emails me, cold email, a tool I think
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I've had to start saying, hey, I haven't read this.
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Because all of a sudden, they'll just hop on the call
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with the rep, because they think that Dave told me to do it.
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Yeah, I'm just sharing some things I think are cool.
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So I've had to learn how to temper the directions
00:23:29.840
and say, OK, this is something I really care about.
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There's something I don't care about almost at all.
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What are some non-obvious things that you feel?
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Yeah, lessons and just the structure, how it works,
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how you thought it would work versus how it did work.
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I thought it would be a lot of classes or whatever.
00:24:05.560
And don't they encourage you not to share houses
00:24:09.400
Yeah, they don't want you to work in a co-working space.
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learn a little bit more, go back out, apply it all, come back,
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you need to be writing code and talking to customers.
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We can give you some pointers, but your customers
00:24:57.960
So there was like 400, 300 founders, something like that.
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This batch, I think, was over 200 companies.
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we could be making fistfuls of cash if we had more people.
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We had two group mentors that would give feedback.
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Was the size of it one of the things that was like, oh,
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It was like we didn't really meet a ton of people.
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The group partners were cool, but I didn't like,
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It's like super helpful, but really, I think for us,
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it was just a matter of bringing the team in three months.
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Yeah, it was just a matter of bringing the team out
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in this house for three months and just building.
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Yeah, I mean, you're front loading a year in three months.
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That combined with, I think, the demo day timeline.
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Well, I think that combined with the people you're talking to
00:26:01.560
think so big, you can't bring your little piddly ideas to them.
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You can't go and be like, I'm just trying to get a webinar
00:26:10.980
They have an office hours with Paul Bukite, you know him?
00:26:15.180
And he sits down and it's called like the $100 billion.
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It's like, how do we create a company that's worth $100
00:26:25.340
And you start like, he kind of looks at your company
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and you don't care about webinar funnels anymore.
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You're like, how do we achieve this huge vision?
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because it was just so normal to talk about $100 million ARR.
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Now that you said $100 billion, $100 million ARR
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It's just like, I don't want to talk about a billion now.
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I think, I mean, you mentioned mentors and communities
00:27:19.560
a lot of people watching that are 10 Millionaire Plus
00:27:23.220
and other guys just kicking it off trying to get things going.
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as we know it, in regards to how people are going to buy?
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have more experience at kind of the SMB mid-market level.
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What do you think is going to change over the next?
00:27:51.380
like you open a consumer app, you open Robinhood,
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Like, you come to expect that on an iPhone app.
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But then you kind of log into these business apps,
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Or again, I haven't even seen a lot of enterprise apps.
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Like, you log into some of them, and it's like,
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And I think now, as the market's flooding with more and more
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Like, you've got to build B2B, the consumer-grade apps.
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I feel like so many of these things are not thought of.
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These are things that I just don't think B2B has done well
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It's probably a lot more than I even know about.
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It's really hard to compete feature for feature.
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I got some squad in India can go and just clone
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You're going to have to win in brand and the entire experience.
00:29:02.600
is a big part of that, how we kind of build brand
00:29:07.500
And what companies do you look at that are doing that well?
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I think we've kind of learned and built our podcast
00:29:19.520
a little bit off of seeking wisdom, what they're doing there.
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I think they've got a very person-friendly type brand.
00:29:27.640
I don't use them, so I'm not as familiar with them.
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WooFoo was the early days, just adding personality
00:29:39.900
I think we're way out there in info marketing land,
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We came back, we're like, we're going to be a software company.
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And I'm assuming you enjoy this, so you don't do this.
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And all of a sudden, it's like, why are we doing that?
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Let's add the personality back into the product.
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or potential customers, and you get mentoring from people
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I just get to do this, it's like I can connect to people
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Even with TNC, I've watched Ryan Dice over the years,
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these are people you wouldn't be able to get connected with
00:30:49.580
able to write a big check to have them come speak,
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well, they're not going to just run off stage and leave.
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We had a lunch yesterday with a bunch of SaaS founders.
00:31:00.660
I just think that it's a really cool way to create value
00:31:09.580
But the branding, so what about customer support?
00:31:12.220
What else are you guys doing to kind of differentiate
00:31:16.140
Yeah, something that we, yeah, I mean, customer support's
00:31:18.760
a great touch point this is kind of related to your question but something we started we used
00:31:22.400
to have a customer support be you know three people you know try to make it as cheap as
00:31:26.520
possible yeah how many tickets do they close yeah now the entire team does customer support
00:31:31.500
all of our engineers all the co-founders everyone does customer support we do these customer support
00:31:36.120
power hours what we call them so it's about one to two hours once a week get together with like
00:31:40.200
five people and you all just like hammer away and like support customers and share information
00:31:44.000
share learnings and that's been huge for us because now like everybody's thinking about
00:31:47.940
the customer, the engineers used to be like customer support
00:31:51.700
would tell a product manager who would write up some tickets
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And so we're just like, no, forget all that.
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And the engineers are not responsible for the crap
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You're going to hop on the phone with this person.
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But also they just see things that customers want
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And I think it's created a more people and customer
00:32:32.800
And on that note, you brought everybody to Austin.
00:32:35.300
I'm assuming everybody's in Austin for the most part,
00:32:40.940
How is that different from before in your previous companies?
00:32:46.100
we were in annapolis maryland and we had done the remote thing and i i like the remote thing but
00:32:51.220
we're just not good at it i'm like an in-person person we want to play basketball with the team
00:32:55.380
afterwards we want to like have them over for barbecue like we just want to like so you do
00:32:59.220
play basketball i do the tallest man in sass okay i was like i don't play he used to be the tallest
00:33:07.380
man yeah one of my uh my team members of michael he uh he plays squash i keep joking i'm going to
0.95
00:33:12.180
kick his ass and i find out he just won a tournament so i stopped saying it i still
0.99
00:33:15.060
say it. I just don't want the game to happen so that he actually knows. But we really want to
1.00
00:33:21.060
build a team locally right now. And we want to have everybody in Austin. We're just way better
00:33:26.740
there. The people that are with us are way happier than people that have been remote.
00:33:30.340
And we just do a lot better there. It's really just knowing what you...
00:33:35.060
I mean, that's the thing about business is that for many aspects of it, it's really creating
00:33:41.780
a place, an organism, a structure where you get to do your best work.
00:33:44.980
And if you know that about yourself, that you're way better in person.
00:33:47.700
And I think that's the funnest part about building a business.
00:33:52.820
So here's a question that comes up a lot about exiting or selling.
00:33:57.540
What's your thoughts on building the exit versus just like building?
00:34:00.340
Because you're obviously putting a lot of time and energy
00:34:02.740
in trying to build a great product, but you've raised money.
00:34:10.180
I mean, I inherently understand building something to sell.
00:34:19.420
And I think companies, it's totally fine to do that.
00:34:21.780
I think we've kind of shifted to a place where we used to be like,
00:34:24.620
OK, let's build this thing and sell to more of,
0.51
00:34:27.380
let's build a place that we want to come to every single day.
00:34:32.940
because I'll be able to do it for 80 years if I need to.
00:34:37.780
And then when that acquisition comes, or when the sale comes,
00:34:40.340
it's like, that's going to be really hard for me to leave.
00:34:42.120
So I'm going to get a much better price from that.
00:34:43.640
Yeah, because you're not going to want to sell.
00:34:44.840
I'm not going to want to sell, which is a great place to be.
00:34:49.840
And then whenever we sell, it'll obviously be even better than
00:35:05.080
If you get it right, then the thing you're doing
00:35:08.920
So a lot of you hear this man all the time, right?
00:35:13.120
And it takes a few times or enough time in business
00:35:15.400
to realize like, oh, I really, the part I enjoyed the most
00:35:19.380
So people are like, oh, it's so hard right now.
00:35:23.700
because you don't get to learn or grow when things are
00:35:27.640
So I almost feel like if you spend all the time and energy
00:35:30.580
building the environment that you love, exiting to then,
00:35:34.840
And this is a conversation I had with Chris at Wistia.
00:35:40.680
because they did something that not few, Buffer did it,
00:35:43.520
where they actually bought their investors back.
00:35:48.100
You can all go online to read the article post they did.
00:35:53.400
and they could have sold, that him and his co-founder
00:35:56.080
would just start doing something similar space as Wistia,
0.99
00:35:59.800
and in the same area with the same kind of people.
00:36:02.720
And he's like, well, if we're going to do this anyways,
00:36:18.720
and evaluate that optionality as it comes in for what it is.
00:36:30.020
If I sold proof today, what would I do tomorrow?
00:36:35.780
done around culture and team, et cetera, dude, I've done it.
00:36:59.540
you're kind of five onwards if you can get product market fit
00:37:03.080
and you get to scale, I mean, it becomes super duper fun.
00:37:13.200
movers around people, and leadership, and culture,
00:37:21.040
Because once you're big enough, you've got the Death Star.
00:37:36.240
like people micro-optimize in the early days for stuff
00:37:39.420
that isn't important and isn't hard and not interesting,
00:37:43.440
only to find out they never get to actually reap
00:37:45.880
the benefit of those decisions, because getting an exit
00:37:51.640
I just kind of like the three of us as co-founders are.
00:37:54.020
And so we really get excited about building that team.
00:38:01.320
nights and weekends because we had an earn out.
00:38:05.780
We were bummed because we, you know, imagine if you sold
00:38:08.700
and then you were running out and then one of you
00:38:13.980
That we agree we gave each other 1% of our companies
00:38:18.840
So I have 1% of Digit and he has 1% of my coaching business,
00:38:23.360
And yeah, it's just fun because it at least keeps us connected
00:38:29.280
What's new, what's exciting, and just, I don't know.
00:38:32.720
But Dave, it's been incredible watching your journey,
00:38:46.600
It's like, we're going to take over the world with this.
00:39:02.920
everybody's got to go check it out, subscribe, download it.
00:39:10.900
And can't wait to see how everything turns out.
00:39:16.440
Thanks for watching this episode of Escape Velocity.
00:39:19.680
Be sure to like and subscribe and leave a comment
00:39:22.440
with your biggest insight from our conversation.