836 David Rusenko: Founder of Weebly

8 May 2026 · 26 min · 12 chapters

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In short

David Rusenko, founder/former CEO of Weebly, explains how the company began as a college class project, evolved into an early no-code website builder, scaled to 350+ employees, and was acquired by Square in 2018. The episode also covers lessons on founder persistence, building for non-coders, scaling leadership “breakpoints,” traction via word-of-mouth/PR, and acquisition strategy (partnering deeply, keeping options, and understanding deal ranges). It closes with what he’s doing now, including his new podcast Leap Forward.

Guest background

David Rusenko founded Weebly at age ~20 with Dan and Chris; they joined Y Combinator (early batch), moved to San Francisco, and built a drag-and-drop website platform starting around Feb 2006. Weebly was acquired by Square; he stayed 3+ years and later invested/started a VC-style effort.

Key claims

no-code seemed “stupid” to many at the time; word-of-mouth drove ~80% of adoption; CEO responsibilities change roughly yearly at scale; acquisitions are bought, not sold—buyers often decide after partnering; deal “ranges” can be cut in half.

Notable examples

meeting Evan Williams (Blogger), Mark Zuckerberg speaking at YC, and Paul Graham/Paul Buchheit advising; early traction via footer links/SEO; Square attempted internal builds 4–5 times before buying.

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Chapters

Tap a time to open that second in VO

The Genesis of Weebly

5:00 to 8:01

David shares the initial vision and the evolution of Weebly from a class project.

“This message is a paid partnership with AT &T Business.”

Transition from Project to Business

8:01 to 9:18

David recalls the steps taken to turn Weebly into a viable business.

“And then we very quickly realized that actually creating a website in general was this broader need that was not well served by people who didn't know how to code.”

Building Confidence in Entrepreneurship

13:18 to 14:01

David reflects on his motivation and confidence to start Weebly as a student.

“So the first line of code was written somewhere around February 2006.”

The Birth of Weebly: Inspiration and Confidence

14:01 to 15:42

David shares the origins of Weebly and the confidence that inspired him to create it.

“What sort of gave you this confidence to say, I'm going to go and do this?”

Y Combinator: A Game-Changing Experience

20:06 to 22:28

David reflects on his time at Y Combinator and its impact on Weebly's growth.

“So the Y Combinator, you get into Y Combinator, and what did that experience unlock for you?”

The Journey from Startup to Success

22:28 to 24:08

David discusses the early skepticism around Weebly and how they gained traction.

“And did you know how big this could become?”

Scaling Weebly: Challenges and Reality

24:08 to 27:02

David talks about the challenges of scaling Weebly and what he learned as CEO.

“You know, we didn't have any marketing budgets.”

Understanding Customers: Building for Entrepreneurs

27:02 to 28:01

David shares insights on working with entrepreneurs and the importance of customization.

“So Weebly is in the business of serving small businesses, many small businesses, including entrepreneurs like yourself.”

Navigating Growth Challenges

28:01 to 29:26

Learn about the complexities of scaling a fast-growing company and the challenges faced.

“Like, okay, I know you want it to look this way, but that doesn't look good.”

The Acquisition Journey

29:27 to 31:56

Discover the intricacies of Weebly's acquisition by Square and key decisions made.

“So I'd love to hear about the acquisition.”
Show all 12 chapters

Advice for Founders on Acquisitions

31:57 to 37:00

Gain insights on how to navigate acquisition discussions and maintain control.

“And then at some point they decided, okay, actually this is, it was right after annual planning in 2017, they said, okay, actually, like it's too strategic, we can't partner, we have to own.”

Building Beyond Weebly

37:01 to 38:08

Explore David's ongoing entrepreneurial spirit and new projects post-Weebly.

“And then, you know, if you continue to operate that way, you know, eventually the right opportunity will come along, you know, if that's what you end up doing.”
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Transcript

Automatic transcript. May contain errors.

0:00Kara Goldin:I am unwilling to give up, but I will start over from scratch as many times as it takes to get where I want to be. You just want to make sure you will get knocked down, but just make sure you don't get knocked out. So your only choice should be, go focus on what you can control. Hi everyone and welcome to the Kara Goldin show. Join me each week for inspiring conversations with some of the world's greatest leaders. We'll talk with founders, entrepreneurs, CEOs, and really some of the most interesting people of our time. Can't wait to get started. Let's go. This message is a paid partnership with AT &T Business.

0:45Kara Goldin:Hey, everyone, Kara here. Let's get real about those early days of building a business, not the highlight reel, the actual day-to-day, the friction, trying to manage everything across time zones, across teams, across locations, and realizing how much depends on staying connected. I remember those days at Hint, a retailer call, an order, a decision, all of it. And you realize quickly, connection isn't a nice to have. It's the lifeblood of your business. As a founder, you don't want to think about your connectivity. You just need it to work every time. AT &T Business is a reliable provider for small business owners.

1:27Kara Goldin:For Small Business Month, we celebrate small businesses by helping them run better. This means reliable uptime, easy switching, and smart communications. Powered by AT &T Business, built to work. Get AT &T Business at business.att.com. This episode of the Kara Golden Show is brought to by Grooms. Summer routines live or die by how easy they are. I've learned that if something takes too much effort, when life gets busy, it's the first thing to go. And this time of year, when schedules are packed and energy matters more than ever, I want something that actually keeps up. That's why I've been loving Grooms.

2:12Kara Goldin:Grooms is a daily pack of gummy bears that covers your greens, vitamins, and prebiotics all in one. No powders, no multiple bottles, just one simple step I can actually stay consistent with. And it's incredibly comprehensive. Most multivitamins only have a handful of nutrients, but Grooms packs in over 20 vitamins and minerals, 60 ingredients, plus six grams of prebiotic fiber. That's more than two cups of broccoli. It's vegan, gluten-free, no artificial colors or flavors, and it actually tastes great, like something you want to take. What I love most is how easy it makes everything. It supports energy, digestion, immunity, and it fits into real life without overcomplicating things.

3:06Kara Goldin:If you're looking to simplify your routine this summer, definitely check it out. Save up to 52 % off with code GOLDEN at groons.co. That's code GOLDEN at G-R-U-N-S dot C-O. Hi, everyone, and welcome back to The Kara Golden Show. Today, I'm joined by David Rezenko, who is the founder and former CEO of Weebly, one of the earliest and most influential platforms that made it possible for anyone to build a website without needing to write a single line of code. And David started Weebly when he was just a wee bit 20 years old and alongside two of his college buddies with the simple idea, giving people the tools to create online.

3:57Kara Goldin:And then they joined one of my favorite incubator groups, Y Combinator, in one of their earliest batches and incubated it there. and also moved to San Francisco and started building and long before no code was even a buzzword. And so over the years, David scaled Weebly into a very successful company. I'll let him talk all about it. And it was acquired by Square in 2018 and defining moment that not just for the company, but for the broader movement of empowering small businesses online. So I'm so excited to dig into David's experience and get the backstory on not only the launch and the growth and the sale, but also what he's up to right now, including his incredible new podcast that he just launched, Leap Forward.

4:54Kara Goldin:And so without further ado, David, welcome to the Kara Golden Show. Super excited you're here. I'm excited, too. Thanks for having me. This message is a paid partnership with AT &T Business. Hey everyone, Kira here. Let's get real about those early days of building a business, not the highlight reel, the actual day-to-day. The friction, trying to manage everything across time zones, across teams, across locations, and realizing how much depends on staying connected. I remember those days at Hint, a retailer call, an order, a decision, all of it. and you realize quickly, connection isn't a nice to have.

5:33Kara Goldin:It's the lifeblood of your business. As a founder, you don't want to think about your connectivity. You just need it to work every time. AT &T Business is a reliable provider for small business owners. For Small Business Month, we celebrate small businesses by helping them run better. This means reliable uptime, easy switching, and smart communications. Powered by AT &T Business. Built to work. Get AT &T Business at business.att.com. Today's episode is brought to you by Warby Parker. Buying glasses used to feel unnecessarily hard, expensive, confusing, and somehow never quite right. Too many options, not enough clarity, and none of it felt simple.

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7:57Well, very, very early on, kind of right in the beginning, it was a class project. And the original idea was all Penn State students need to create an e-portfolio and we're going to help them do that. And that vision lasted about two days. And then we very quickly realized that actually creating a website in general was this broader need that was not well served by people who didn't know how to code. And from there, we grew into really empowering small businesses and helping them sell and grow their business online.

8:24Kara Goldin:So you started it with, or I guess this was a class project. So you had two people that you were working on it with. What did you do at that point when you decided, okay, this really is a need and it's bigger than our classroom and bigger than our teacher deciding whether or not we get a great grade on this or anything? This is a business that we want to go and do. What was the next step? Well, when I was part of a group and the idea came up, I went home, I kind of became obsessed with the idea. I came back to class, you know, the following class, like two days later, with this full database schema and just this whole, all these ideas of how drag and drop and how everything could happen, which didn't exist at the time.

9:10There's no idea, you know, no concept of like a drag and drop website, but or anything like that. And I went to my professor and said, actually, I'd like to do this project on my own, in my own group. and I'll do just as good as any other group. And he said, okay, I know you, like you could do that. And then I said, also, I want to create in Pearl, not PHP. And he said, that's where I'm going to put my foot down. So that's why Weebly was built in PHP originally. And then very quickly, you know, over the next few months, brought on my two co-founders, Dan and Chris, and we were just working on it that whole summer.

9:38I was, you know, I was interning at Merrill Lynch in New York and both of them were in New York as well. And we were just working nights and weekends, literally every other hour that we weren't working on internships, we were working on Weebly. And then that fall, we applied for Y Combinator, drove out to Boston to interview, and got into the program.

9:54Kara Goldin:This episode of the Kara Golden Show is brought to you by LinkedIn Hiring Pro. Hi, Kara here. For small businesses, every hire matters, but so does your time. I felt that pressure firsthand. You know, a bad hire isn't just frustrating, it's expensive in time, money, and team morale. And yet hiring the right person can feel like a full-time job on top of everything else you're already doing. Sifting through applications, trying to spot the real standouts, second-guessing decisions, it can get overwhelming fast. That's why having a way to save time without sacrificing quality isn't just nice to have, it's critical.

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11:20Kara Goldin:With Hiring Pro, you spend less time searching and more time connecting with the right talent. Join the 2.7 million small businesses using LinkedIn to hire. Get started by posting your job for free at linkedin.com slash Kara Golden. Terms and conditions apply. This episode of the Kara Golden Show is brought to you by Grooms. Summer routines live or die by how easy they are. I've learned that if something takes too much effort, when life gets busy, it's the first thing to go. And this time of year, when schedules are packed and energy matters more than ever, I want something that actually keeps up.

12:02Kara Goldin:That's why I've been loving Grooms. Grooms is a daily pack of gummy bears that covers your greens, vitamins, and prebiotics all in one. No powders, no multiple bottles, just one simple step I can actually stay consistent with. And it's incredibly comprehensive. Most multivitamins only have a handful of nutrients, but Grooms packs in over 20 vitamins and minerals, 60 ingredients, plus six grams of prebiotic fiber. That's more than two cups of broccoli. It's vegan, gluten-free, no artificial colors or flavors, and it actually tastes great, like something you want to take. What I love most is how easy it makes everything.

12:51Kara Goldin:It supports energy, digestion, immunity, and it fits into real life without overcomplicating things. If you're looking to simplify your routine this summer, definitely check it out. Save up to 52 % off with code GOLDEN at groons.co. That's code GOLDEN at g-r-u-n-s dot c-o. That's amazing. And what year was this? That would have been 2006. So the first line of code was written somewhere around February 2006. That was the spring semester of my junior year. And then we applied to YC in the fall of 2006. So you're a college student, not now, but when you started this. And for any college students listening, we have a tremendous amount of college students worldwide who listen to this podcast.

13:43Kara Goldin:So if you could sort of visualize you sitting there, what gave you the confidence and kind of the, or maybe it's naivety to actually go and launch this? I mean, you applied to Y Combinator. I mean, all of these factors. Had you been around this? Had you followed businesses starting? What sort of gave you this confidence to say, I'm going to go and do this? Well, it was really just a project. I mean, I just thought it was really cool. I had this, I had this, you know, at the time I had a friend. I mean, at the time, if you bring yourself all the way back, if you didn't know how to code, there wasn't really a way to make a website.

14:24You know, there was these tools like FrontPage and Dreamweaver, but they didn't make websites, they didn't build menus and they didn't have structure. They just kind of created an online Word document. And I was helping a friend build her e-portfolio and I was just like frustrated by the whole process and all the ideas were kind of brewing. So I think like a lot of ideas started, it was just this, it wasn't a confidence that I was going to build a big company. It was just something cool that I knew I could build. And I built it because I thought it was super cool. And I showed it to other people and they thought it was cool too.

14:51And it just grew from there.

14:53Kara Goldin:I always tell people who ask, maybe they're in college as well, or even my own kids, when I'm talking to them, I'm like, do it now, because maybe people will forget, right? When you're young and you're just getting started, right? I mean, why not? What do you have to lose? Well, literally, I mean, what I always tell people in a similar situation is it's the best thing you could possibly do for your resume. You know, starting a company isn't actually that risky. You know, even if you're currently fully employed and not a college student, you know, you leave your job, you start a company, you get some of the best experience in the world.

15:32All kinds of people are going to want to hire you after that. Right. Like that is one of the best things you could do for your resume. So it's the opposite of risky. It's actually even if it doesn't work out, you're going to be set up for something better.

15:41Kara Goldin:This message is a paid partnership with AT &T Business. Hey everyone, Kira here. Let's get real about those early days of building a business, not the highlight reel, the actual day-to-day, the friction, trying to manage everything across time zones, across teams, across locations, and realizing how much depends on staying connected. I remember those days at Hint, a retailer call, an order, a decision, all of it. and you realize quickly, connection isn't a nice to have. It's the lifeblood of your business. As a founder, you don't want to think about your connectivity. You just need it to work every time.

16:23Kara Goldin:AT &T Business is a reliable provider for small business owners. For Small Business Month, we celebrate small businesses by helping them run better. This means reliable uptime, easy switching, and smart communications. powered by AT &T Business, built to work. Get AT &T Business at business.att.com. This episode of the Kara Golden Show is brought to you by LinkedIn Hiring Pro. Hi, Kara here. For small businesses, every hire matters, but so does your time. I felt that pressure firsthand. You know, a bad hire isn't just frustrating, it's expensive in time, money, and team morale. And yet hiring the right person can feel like a full-time job on top of everything else you're already doing.

17:14Kara Goldin:Sifting through applications, trying to spot the real standouts, second-guessing decisions, it can get overwhelming fast. That's why having a way to save time without sacrificing quality isn't just nice to have, it's critical. Luckily, LinkedIn Hiring Pro is built for that reality. It's your hiring partner designed to help you hire with confidence by surfacing only the right candidates without turning hiring into another full-time job. Posting a job isn't always the hard part. It's finding, connecting with, and screening the right candidates. Hiring Pro streamlines the entire process from drafting your job to shortlisting candidates and conducting AI powered interviews for initial screenings.

18:00Kara Goldin:Their updated conversational interface lets you describe what you need in plain language, no recruiter jargon needed. Nearly 60 % of hires find a candidate to interview within a week. With Hiring Pro, you spend less time searching and more time connecting with the right talent. Join the 2.7 million small businesses using LinkedIn to hire. Get started by posting your job for free at linkedin.com slash Kara Golden. Terms and conditions apply. This episode of the Kara Golden Show is brought to you by Grooms. Summer routines live or die by how easy they are. I've learned that if something takes too much effort, when life gets busy, it's the first thing to go.

18:46Kara Goldin:And this time of year, when schedules are packed and energy matters more than ever, I want something that actually keeps up. That's why I've been loving Groom's. Groom's is a daily pack of gummy bears that covers your greens, vitamins, and prebiotics all in one. No powders, no multiple bottles, just one simple step I can actually stay consistent with. And it's incredibly comprehensive. Most multivitamins only have a handful of nutrients, but Groom's packs in over 20 vitamins and minerals, 60 ingredients, plus six grams of prebiotic fiber. That's more than two cups of broccoli. It's vegan, gluten-free, no artificial colors or flavors, and it actually tastes great, like something you want to take.

19:40Kara Goldin:What I love most is how easy it makes everything. It supports energy, digestion, immunity, and it fits into real life without overcomplicating things. If you're looking to simplify your routine this summer, definitely check it out. Save up to 52 % off with code GOLDEN at groons.co. That's code GOLDEN at gruns.co. Yeah, definitely. So the Y Combinator, you get into Y Combinator, and what did that experience unlock for you? Well, you have to remember where we, like, if you really place yourself in our shoes at the time, you know, we didn't go to Stanford, you know, we didn't go to UC Berkeley. We were three kids from Penn State.

20:32You know, at the time there was a lot of skepticism post.com boom and bust um and we were going to like in new york we're going to new york tech meetup but we were really like scraping the bottom of the barrel in terms of people who were interested in talking to us and certainly no investors were willing to invest in us so we get into yc we move out to san francisco we work on the idea you know total sprint for three or four months and on the outside of that that was not only us getting to meet i mean And I remember we met Evan Williams, who started Blogger. We met Mark Zuckerberg, who was coming, you know, early on, who was coming to talk at Ycomner.

21:05So not only were those experiences valuable, we had Paul Graham and Paul Buchheit, who created Gmail, who was like giving us technical advice and design advice. So all that, you know, those experiences were instrumental. But, you know, in addition to all that, it was really the stamp of approval of saying, you know, now we're in the Silicon Valley ecosystem. Now there were investors who wanted to talk to us. Now TechCrunch wants to write about it. So all those things, I think, together were all incredibly valuable.

21:32Kara Goldin:Yeah, definitely. It sounds like such an amazing experience. And as I mentioned before we hit record, we've had a lot of founders on the podcast who have been through the Y Combinator experience and everyone just thinks its praises. And many say it's hard, right? Like it's not, you're not pretty every single day. I mean, they really make you better. And was that your experience as well? Yeah, I mean, every week we had the dinners. There was other startups in the program who, you know, it was like friendly competition. We'd come and show them what we'd built in a week. They'd show us what we built, you know, what they had built and be like, oh, man, they're moving faster than us.

22:13We got to, you know, we got to step it up. Right. And so it's very intense. But on the other side of that, you certainly make more progress than you could imagine. You know, yours worth of progress in like condense into two or three months.

22:26Kara Goldin:So the idea of no code is everywhere now, but you were so early. And did you know how big this could become? I mean, what was the point when you said, you know, this can be a very, very large business, a very large industry, there's going to be competition out there? What was that point where, and maybe it was shortly after joining Y Combinator, where reality started to set in and say, wow, we have a huge opportunity, but this is going to be really hard. You know, we always thought, again, early on, we didn't do it because we thought we're going to build a massive company. You know, and I remember telling people, I think we even told our earliest investors out of Y Combinator that, you know, I think the question was like, how big do you want to build this company?

23:14and I think I told him, which is like totally the wrong answer in retrospect, but I told him like, oh, when this company's huge, like 25 people, you know, I'll hand over the reins to like a professional CEO or someone else, right? And, but I think we did it because we thought it was like really important. We thought it was really cool. The idea that people could build websites. We had this faith that a lot of people wanted to do that. And then we spent the first probably three or four years convincing people that it was actually a big idea because it seems in retrospect, it seems like the idea of no code and allowing people to build websites seems like obvious.

23:48But at the time, everyone thought it was a really stupid idea. And that anyone who wanted to build a website could just learn to code. And anyone who didn't do that just didn't need to build a website. And it seemed like a stupid idea at the time to a lot of people. It wasn't until eventually it started growing and growing that people recognized that this is actually a really, really massive market.

24:07Kara Goldin:What was one of the best scrappiest things you did in the very early days to get traction? I mean, lots of things. You know, we didn't have any marketing budgets. We didn't have anything to spend. I mean, the number one thing throughout the years that got us traction was word of mouth. So word of mouth, you know, throughout all the years was about 80 % total of our sort of adoption. early on about the remaining 20 % was between PR and we had these links on the footers of websites that people could see and it helped us with SEO and that kind of thing and then we were just scrappy with PR I mean anyone can still do this today you go out and you meet reporters and you become friends with them and you know you offer them more than just pitching them and over time you build a relationship and then they want to cover you so I think you know one of the benefits of being, you know, in the Bay Area is just all that all that in-person social connection.

25:03You know, I think that was that was pretty important.

25:06Kara Goldin:Yeah, definitely. So you grew it to from just a few founders, young founders to to over 350 employees. You've talked about maintaining human connection while you're scaling. I mean, it's hard, right? You hadn't been inside of companies and sort of senior leadership teams and moving into this role. Now you're it, right? The buck is stopping with you. What was kind of the hardest reality in actually running a company versus maybe what you thought it was going to look like? It's a good question. I think what's hard changes depending on the kind of the scale and the size of the company. So there's various breakpoints that felt like everything was falling apart and And you had to completely change the way, you know, I like to say that about once a year, my job as CEO would just completely change.

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26:01And so maybe I had three months of doing the job well. And then I had three months of not realizing I was failing at the new job. Then I had like six months to learn the new job. And then I was back on that cycle again. And so I think, you know, a huge breakpoint for most companies is like around 25 employees. when you really need your first layer and you need to learn to delegate properly. And it's just very unintuitive. It's really hard. I mean, it's really hard on a lot of people. But then there's lots of other breakpoints. You know, at like 75 people, you know, the way the information flows, you know, people start managing up and they start managing you.

26:39And I like to say my jokes got funnier. And, you know, so all throughout, I think it's just a constant process of being nimble enough, being self-aware enough that you can try as best you can to observe your own performance almost like a third party would and take in that feedback and adapt yourself to whatever the role is at the time.

27:02Kara Goldin:So Weebly is in the business of serving small businesses, many small businesses, including entrepreneurs like yourself. They're your customers. What did you learn about working with other entrepreneurs that was fun, but also challenging? Yeah, I mean, people care so deeply, obviously, about their companies. And I think they see their companies as an extension of themselves, of their personality, of their ego, of whatever it is. And so that was one of the fun challenges that we always had is in the process of building a website. It's kind of, you know, they see it again as a reflection or expression of themselves, right, of their company, obviously, but of themselves personally.

27:43And so, you know, you couldn't just make it for them. You couldn't, I mean, in an ideal world, you'd snap your finger and they'd have their website. But they really wanted to be involved in that process. They had so many, you know, strongly held ideas of exactly how they wanted that website to look. And so that was always, it was navigating that challenge. Like, okay, I know you want it to look this way, but that doesn't look good. And so how do we build the tool in such a way that we have good outcomes the vast majority of the time, but also accommodate people's like real desire to customize it in the way that they want to show up the way that they want.

28:18Kara Goldin:Did you ever get to a point as you were going through the growth period where growth felt really fragile that you thought, you know, this is we've got to do things in order to kind of increase our ability to scale. maybe something at some point was just gonna, I don't know, I likened it to a, it felt like Band-Aids, you know, holding things together because you were growing so quickly. Because I know Weebly grew very, very fast. It may have felt slow to you, but for the amount of people and number of businesses that you were working with, I can only imagine how challenging that must've felt at times.

29:04Yeah, I mean, I'd say that in the first third and the last third, growth was more work. And in that middle third, which is pretty typical of any time you create a new market, it's kind of the S-curve of the market. In that middle third, it's more about trying to hold on and scale as quickly as you can and kind of meet the moment. So different challenges at different phases. But certainly, growing quickly can be just as much of a challenge sometimes as not growing quickly.

29:31Kara Goldin:Yeah, definitely. So I'd love to hear about the acquisition. You were acquired by Square in 2018. So how did that all come together? And what did you learn about the process? Yeah, yeah. No, I mean, the process is very interesting. People would always tell me, other founders who had their companies sold would always tell me like, oh, companies are bought, not sold. And I don't think I really understood what that meant until actually going through the process. But yeah, I mean, the process started, I think it started in 2016 maybe. So Square went through, Square tried a few times, actually I think maybe four or five times to build something similar internally.

30:14And then it didn't work. And then try again, it didn't work. And then they finally came to the conclusion internally that they were not going to be able to do it themselves. And so then at that point, they said, okay, let's go partner. We're going to shut down our online store. Let's go partner with a few other people. so we partnered with them I think there's this really pivotal decision in there I think it's like a really important learning which is when we partnered I made the pitch to Alyssa who'd become my future boss and said look instead of choosing three or four partners you should really just choose like one main partner because that partner will have the incentive to invest in integration and make it really great and if you want to have some other options great but the way you're going to do it we're all going to get like a trickle of users and it's not really worth it for any of us to really invest heavily.

31:03And so we're going to try to basically minimize the engineering effort that we put in these integrations and everyone else is going to be making that same calculus. And she's like, yeah, that's a great self-interested argument. We want to give our users choice and so we're going to choose four people. Okay, great. So one of the most pivotal decisions we made was to basically say, okay, we're going to invest above and beyond the amount of return or payback that we're going to get from this integration. So maybe we would have put half an engineer on the integration. We ended up putting four engineers on the integration.

31:36And we basically said, we want to be the best partner that Square has seen. I think that was a really important element. We weren't trying to sell the company, but we knew that Square, if any combination ever was going to happen, this was the perfect company. And so we really wanted to make sure that we were great partners, invested and above and beyond for the integration. And then at some point they decided, okay, actually this is, it was right after annual planning in 2017, they said, okay, actually, like it's too strategic, we can't partner, we have to own. And then they went out and looked at all the companies that they could buy, and through that process decided that they wanted to buy Weebly.

32:15Kara Goldin:So when, how long did that whole process take before you were finally at the table where you thought it's actually gonna happen? Well, you know, it's funny as these things tend to go, they tend to flow out of annual planning processes and those tend to happen towards the end of the year. And so I think, you know, without naming names, like the prior two years, we also had serious acquisition interest from different companies. So I think that was like my third Christmas in a row working over Christmas. And all of those like really, you know, deep discussions were happening literally around Christmas, around the holidays.

32:51and then they took a little bit of time, I think if I'm remembering the timeline right, maybe January, February to say, okay, let's go make sure we've seen all of our options and went and did that. It was around February timeframe that they said, okay, we want to move forward with you guys. We sort of agreed on a term sheet and then I think it was roughly maybe February to April or something like that to go from term sheet to definitive agreement that we then announced publicly.

33:21Kara Goldin:And then did you stay on afterwards? I did. I stayed on for a little over three years. It was actually maybe somewhat unique in that I really enjoyed working at Square. I think it was a fantastic company. Yeah, it is such a great company. What do you think you, if you were to give another founder advice about somebody going through the process, what are maybe some of the top things that you would say given sort of your own experience. Either something you did or something you wished you would have done. I've had a few people on, one person actually told me that, you know, it's really difficult to be in the business all the time, but you have to, or sorry, that it's difficult to get out of the business, I should say.

34:10Kara Goldin:And, you know, you're in it, you've got a team, But it's really important to be out networking because that's where you kind of hear about what's going on and potentially even hear about somebody who could be a natural acquirer as well. And which I thought was really interesting. Yeah, I mean, I think, you know, again, the way that the acquisitions typically almost always happen right there. They're not, you know, I think a lot of founders don't understand that, you know, there's not corp dev. It's not, you know, someone who comes and buys the company that way. It's almost always larger acquisitions happen.

34:45It's the P &O owner or the product owner, the business owner that decides we need to go buy. And usually they oftentimes try to partner first before deciding that it's too strategic. So I think one of the things is, we tried throughout the years to go look at natural acquirers and partner with them. And when it's outbound, you know, it doesn't, it just doesn't always work. It really needs to be like when you're going to them, it really needs to be, they need to come to the conclusion themselves. They need to make up their mind. They need to come to you. So I think if that happens, that's the pivotal moment when you can either, now things might be going well, you might not want to sell the company, right?

35:28But I think what, you know, our board member, Ruloff from Sequoia said, look, why not just put yourself in a position where you could say no, right? And I think give yourself options. And so I think, you know, in those moments, it's making sure that you, it's not never going to feel like the thing, there's always going to be things that are going to grow the company more. But I think over investing in that partnership is like one key pivotal moment. And then there's all kinds of stuff related to the actual process and transaction. I mean, I think, you know, the other thing for any size acquisition to understand is, you know, first, they might come to you and say, we want to buy your company.

36:03That doesn't mean they want to buy your company. that just means they'll start a conversation. That's how they hook you. The second thing is they'll give you a range. Like we want to buy your company maybe between like 20 and$50 million. And what that actually means is take the low end of the range and cut it in half. And that's probably like the realistic spot where you end up. And so it's helpful to keep that frame of mind too, because I think too many founders get really invested in the idea of selling their company at some point and then say, oh, okay,$50 million, you do the math in your head how much money I'll make.

36:39Oh, wow, okay, that really could be a lot. And then they just keep getting dragged on that process. Next thing you know, it's$10 million. They're not making that much money, but it just kind of feels like they have to do it because they've just gotten so emotionally invested or they've just gone down that path or maybe they've run out of runway. So I think just understanding, continue to run your business. Put yourself in a position where you can say no, but you're not trying to sell your business. And then, you know, if you continue to operate that way, you know, eventually the right opportunity will come along, you know, if that's what you end up doing.

37:11Kara Goldin:So I often feel that founders are, once you're a builder, you're always a builder. I know you're doing some, you're doing investing, you have your fund, and you also have your new podcast that just came out, Leap Forward, which is awesome. I'm so excited that you're doing this. And so are you done? I mean, you're not finished building, right? You're going to have other things that you're going to incubate, I'm sure, and grow along the way. Yeah, I mean, all these things in their own way are building kind of zero to one type of efforts. They're different than doing a startup. You know, I would never compare, you know, starting a new VC firm to starting a startup.

37:56Very different things. But, you know, in a lot of ways, some of these things really scratch the itch of, you know, coming up with the idea, you know, finding product market fit in its own way and building it up yourself to something that eventually, hopefully, a lot of people find value in.

38:11Kara Goldin:Yeah, definitely. So, well, David, thank you so much for joining today. And Weebly is, I mean, such an awesome, awesome brand that you've built and very, very excited to finally meet you. I've heard many things about you over the years and really, really excited to finally get to hear the backstory on you as a founder. And for everyone listening, be sure to follow David and stay close to what he's building and listen to his new podcast, Leap Forward, as well. And I will see you all next time on The Kara Golden Show. Thanks so much, David. Thanks for having me. Thanks again for listening to The Kara Golden Show.

38:53Kara Goldin:If you would, please give us a review and feel free to share this podcast with others who would benefit. And of course, feel free to subscribe so you don't miss a single episode of our podcast. Just a reminder that I can be found on all platforms at Kara Golden. I would love to hear from you too, so feel free to DM me. And if you want to hear more about my journey, I hope you will have a listen or pick up a copy of my Wall Street Journal bestselling book, Undaunted, where I share more about my journey, including founding and building. Hint. We are here every Monday, Wednesday, and Friday. Thanks for listening and goodbye for now.

39:36Kara Goldin:This message is a paid partnership with AT &T Business. Hey everyone, Kira here. Let's get real about those early days of building a business, not the highlight reel, the actual day-to-day, the friction, trying to manage everything across time zones, across teams, across locations, and realizing how much depends on staying connected. I remember those days at Hint, a retailer call, an order, a decision, all of it. and you realize quickly, connection isn't a nice to have. It's the lifeblood of your business. As a founder, you don't want to think about your connectivity. You just need it to work every time.

40:18Kara Goldin:AT &T Business is a reliable provider for small business owners. For Small Business Month, we celebrate small businesses by helping them run better. This means reliable uptime, easy switching, and smart communications. powered by AT &T Business, built to work. Get AT &T Business at business.att.com. This episode of the Kara Golden Show is brought to you by LinkedIn Hiring Pro. Hi, Kara here. For small businesses, every hire matters, but so does your time. I felt that pressure firsthand. You know, a bad hire isn't just frustrating, it's expensive in time, money, and team morale. And yet hiring the right person can feel like a full-time job on top of everything else you're already doing.

41:10Kara Goldin:Sifting through applications, trying to spot the real standouts, second-guessing decisions, it can get overwhelming fast. That's why having a way to save time without sacrificing quality isn't just nice to have, it's critical. Luckily, LinkedIn Hiring Pro is built for that reality. It's your hiring partner designed to help you hire with confidence by surfacing only the right candidates without turning hiring into another full-time job. Posting a job isn't always the hard part. It's finding, connecting with, and screening the right candidates. Hiring Pro streamlines the entire process from drafting your job to shortlisting candidates and conducting AI-powered interviews for initial screenings.

41:56Kara Goldin:Their updated conversational interface lets you describe what you need in plain language, no recruiter jargon needed. Nearly 60 % of hires find a candidate to interview within a week. With Hiring Pro, you spend less time searching and more time connecting with the right talent. Join the 2.7 million small businesses using LinkedIn to hire. Get started by posting your job for free at linkedin.com slash Kara Golden. Terms and conditions apply.

From the publisher

What does it take to start a company at 20 years old — and scale it into a platform used by tens of millions before selling it for hundreds of millions?
On today’s episode, we welcome David Rusenko, Founder and former CEO of Weebly — one of the earliest platforms to make it possible for anyone to build a website without coding. Long before “no-code” became a movement, David and his co-founders set out to simplify the internet for small businesses and entrepreneurs. After joining Y Combinator in its early days, they built Weebly into a company with over 350 employees, hundreds of millions in revenue, and more than 50 million users worldwide — ultimately leading to its $365 million acquisition by Square.
In this episode, David shares the real story behind building Weebly from a college project into a global platform, including the scrappy early days, the challenges of scaling a team and culture, and the evolution of his leadership as CEO. We dive into the realities of hypergrowth, what it takes to maintain human connection while scaling, and the lessons learned from serving millions of small business owners. David also opens up about the acquisition process — how the deal with Square came together, what it felt like to sell, and the emotional and psychological transition that comes after stepping away from something you’ve built for years.
If you’re interested in early-stage hustle, scaling a company, navigating an exit, or what founders don’t talk about after the deal closes — this episode is for you. Tune in now on The Kara Goldin Show.

 

Are you interested in sponsoring and advertising on The Kara Goldin Show, which is now in the Top 1% of Entrepreneur podcasts in the world? Let me know by contacting me at karagoldin@gmail.com. You can also find me @‌KaraGoldin on all networks.

 

To learn more about David Rusenko:
https://www.linkedin.com/in/drusenko
https://x.com/drusenko
https://www.instagram.com/davidrusenko/

 

Sponsored By:

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OneSkin - For a limited time, try OneSkin with 15% off using code KARAGOLDIN at OneSkin.co/KARAGOLDIN

 

Check out our website to view this episode’s show notes: https://karagoldin.com/podcast/836

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