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The $100 MBA Show
MBA2732 Q&A Wednesday: How Did You Know It Was Time To Sell Your Business?
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A lot of people see selling a business from the outside and picture excitement, money, and freedom. But the truth is, it’s often a deeply emotional and turbulent experience. And it usually begins with one haunting question: is it time? Is it time to let go of the business you’ve poured yourself into?
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The all new five year business boost from Comcast Business it's the certainty of a price lock for five years on qualifying Internet bundles plus the most reliable WI fi with their best equipment. And ask about a $500 prepaid card when you add two lines of mobile. The five year business boost only from Comcast Business powering possibilities ends 22226 new customers only one year contract required for guaranteed rate. Five year pricing applies to monthly service charge excluding taxes and Fees Best Wi Fi based on Open Signal Awards USA Fixed Broadband Experience Report May 2025 how did you know it was time to sell your business? This is a great question from David and it's a deeply personal one for me because I had to answer this question after building and growing my software company with Nicole, my co founder and wife for 10 years. It's a question we both have to answer. A lot of people look at a business exit from the outside. They often think it's some sort of dramatic event. It's a exciting time. It's money, it's freedom. But it's actually a very tumultuous emotional experience. And it starts with this question, is it time? Is it time for me to sell this business and let it go? So today I want to walk you through how Nicole and I knew it was time to sell Webinar Ninja. What was going on internally during those times and those discussions and the lessons? I think that will help you if you ever find yourself facing the same decision. Welcome Back to the $100 MBA Show. I'm your host Omar Zenholm, where I deliver practical business lessons three times a week, Monday, Wednesday and Friday to help you start, grow and scale your business. Before we Jump in. Can I get 30 seconds of your time? We love guiding you on your business journey and we want to help even more people, their dream businesses and lives. So if you could hit the follow button on this podcast app, it would be greatly appreciated. It's completely free and it helps us out more than you know. Thanks. Nicole and I started Webinar Ninja back in 2014. And at the time there was no grant exit plan. We just wanted to make sure that we built a great quality product that was a profitable business that made us money that people actually wanted, that would allow us to live our life comfortably. We didn't have a pitch deck and a plan to sell in 10, 10 years. We had no conversation about it in the first place. Our only focus was to create the best webinar software that we possibly could to serve our customers well, to really put everything we had inside of us into this product. And for the first several years we were completely in growth mode. We felt that we needed all the momentum and all the focus to be focused on that and not some 10 year plan. And we just really worked hard on making this product amazing with features and getting more customers to get us more feedback. We're learning more. We started to really refine the product and it was a very exciting time for us. It was very hard. We were working like 14, 15 hour days. I'm not exaggerating, but it was meaningful and I don't regret those moments, I don't regret those seasons in life. And honestly, I look back at those years with a lot of fond memories. You know, it was really magic to see a product be so well received and liked and used and consumed. And as a entrepreneur, it's like the best feeling in the world that people actually are finding value in what you're offering. And about five or six years in, something shifted inside of us. Not in a bad way, but in a more mature, realistic way. We started to entertain the idea that maybe we, we'll sell this business one day, we will sell this software and we will have an exit. And it wasn't a matter of like, should we sell it? It was more like, I think we will sell it. And that's a very different mindset. We were still building the product to serve our customers, but now we were building our company to be viable as a sellable asset. And that's different. Now we're going to build systems, you're going to build SOPs, you're going to build procedures, you're hiring with the idea in mind that one day somebody's going to take this over. So I must prepare for that. And that's a very important distinction. When you start building for an exit, you don't have a clear date or a clear buyer, but you have the idea in your head that, hey, this is probably going to happen. So I must prepare to make sure that my life is easier down the road. So what changed for me personally? What made me start to want to sell the business? Well, it was a moment of truth, you know, for a very long time. For years throughout our growth, we would being bombarded with emails and messages and introductions for people that want to acquire the business. And we would just say, no, we're in growth mode, not interested in selling right now. But something happened inside me that allowed me to start considering some of these offers. And what was that? And I can only speak for myself. This is me personally. I realized that I have taken the business as far as I personally could take it as the leader of this business. And that's a very humbling thing to admit to be honest. But it's an important one because I looked at the company and I asked myself a very important question. Are my skills, my energy, my strengths still what this business needs for the next chapter? And the answer was no, not because the business wasn't great. We were thriving. We had over 30,000 users use webinar Ninja. We were one of the top webinar platforms in the world. Millions of people were helped through our webinars and software that empowered those webinars. Thousands of customers were building their livelihoods through selling products on webinars. So we were helping people pay their bills. It was an incredible, incredible experience to build something that significant and that impactful. But the next level required a different kind of leadership, a different system, a different scale, a different risk appetite, to be honest. And at that point, I had two real options. I say I, but Nicole and I were co founders in this business. I was the CEO. I was a leader of this business. And my two options were either hire another CEO and I fully step back to replace me. I need somebody to replace me, or I sell the business to someone who could take it to another level. What wasn't an option was staying in the middle, was just continuing to do what we're doing at the time. Because the status quo is dangerous in business. If you're not growing, if you're not innovating, if you're not improving, you are asking for trouble. Your competition will eventually take you out. As we start a new year and start implementing new systems, I Gotta tell you about Quo. All of us at this time of year look at the messier parts of our business and think there's gotta be a better way to do this. 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Head to rubrik.com that's r u b r I k.com Ruby then the truth just hit me like a ton of bricks. If I held out and kept the business going and didn't do anything out of ego, out of comfort, out of fear of change, I'd be doing a disservice to so many people. One to our customers, I'd be doing A disservice to our customers. I'd be doing a disservice to our team and of course, to the product itself. The legacy of Web Vernoninja and I had to get real. That's not real leadership. You gotta do things, even if it's not in your best personal interest as a leader. And honestly, after pouring 10 years, 10 of my most energetic years, this is like my 30s and some of my 40s, you know, the prime of my career. I didn't want that go to waste. I wanted to make sure that I protect the legacy of this product. Webinar Ninja and let me be clear, by the way, you know, Nicole and I weren't always on the same page as co founders that we want to sell the business. There were times I would say in years six or seven, I was ready to sell the business and Nicole wasn't. So we didn't do it. And then a couple years later, Nicole was ready to sell the business, but I wasn't. I wanted to continue to grow it. And then we eventually found a time and a place in our journey where we were both aligned. And we're like, okay, we both agree it's now the time to do it. And when we made that decision, there were two books that really helped us get some clarity. The first one is Built to Sell by John Warlow. It's a really, really strong book on how to prepare for a sale and how to make sure you build a product and business that is easy to sell. That book reframes your business not as something you're emotionally attached to, but as an asset, something that should be able to stand on its own without you being in every decision. The next book that helped us in this process was a book called before the Exit by Dan Andrews. That book helped us think about timing, about the options that were in front of us. But most importantly, that book taught us what would happen if we didn't sell. Both books helped us tremendously and allowed us to zoom out a little bit. We actually listened to them in the car, on a road trip, on a little break, and that really allowed us to have some discussions. Some of those discussions were pretty lively. So if you've got a co founder, I'd recommend doing the same. Here's another lesson that's important to understand. You never know what the future holds. This is something that I learned in hindsight, you might have a thriving, growing business today, but that's exactly when selling can make the most sense. When you're on the up, selling, when things are Going up puts you in control. It puts you in a very strong bargaining and negotiation position. Selling when things are flat or even declining puts you in a corner, puts you in a position of weakness. Every year you stay in business, you're effectively pushing more chips onto the table. If we're going to use a poker example, and sometimes that's the right move. Most of the time it is. But sometimes it's an unnecessary risk. You're continuing to risk the chips that you've earned throughout the years. And when a strong buyer is interested in your business and your business is healthy and it's growing and it's valuable, that is often the best time to sell and not the worst. It's kind of the bird in the hand principle, and it's kind of counterintuitive because you don't want to sell because you're growing, things are going up, and you're making more and more profit. It feels wrong to sell, but it's actually the best time to sell. It's when you're going to get the most value. I have to say, honestly, we were very fortunate. We had interest from multiple parties over time. When proprofs came along, it felt right. They acquired us. They shared our values. They shared our values about customer service. They respected the product. They had a great vision for what was to come with the product. They had the resources and the experience to take Webinar Ninja to the next level. And that's exactly what we wanted. And most importantly, we trusted them to protect the legacy of what we built. And that, to us, was very important. Today, I can honestly say I have zero regrets about selling Webinar Ninja. Not because it was easy or that it wasn't an emotional decision, but because it was the right decision for me, for Nicole, for the customers, for the team. And that's how I know when you're at peace with the decision. Even after the dust settles, you know you made the right decision. So, David, and anyone else who's listening here is a real takeaway from today's lesson. You'll know it's time to sell your business when you have taken it as far as you reasonably can and you feel you can no longer be the best person for the next chapter. When you can honestly say that to yourself, then you know it's time to sell. You're holding on more out of fear than conviction. That's when you know it's time to sell. And you also have to consider that, hey, if you don't feel fully committed anymore, if you are constantly looking at other ideas and wanting to kind of move on. It's not fair for your customers, for your company, for your legacy, for you to just hang on, just to hang on. If you want to compete, if you want to be the best of the best, if you want the best version of that business, then you need to be fully committed. And if you're not, don't fool yourself. At that point, it's better for you to give it up to somebody who can take it where it needs to go. I wish you the best, David. And remember that selling a business is not quitting sometimes. It's actually the most responsible thing you can do as a leader. And if you are listening to this and you have a question just like David had a question, don't forget you could submit your questions straight to me. Just go to 100mba.net q Submit a question and I'll answer right here on Q and A Wednesday. If this episode has helped you and you thought of a friend or a colleague or somebody that you think would benefit from listening to this episode, then share with them. Go ahead and send them a message with the link and just use the share icon on whatever app you're using. Before I go, I want to leave you with this. The ten year journey of building and growing and then selling Webinar Ninja was an incredible experience. And I have to honestly say that yes, it was great to have a win and a great product and great customers and the money was great and all that stuff is fantastic. I'm very grateful for that. But the thing I'm most grateful for is what it made me, what the business allowed me to become. It transformed who I became and I've learned a ton in that experience and I hope to share some of those lessons in the coming days and months and years here on the podcast. If you found today's episode helpful and you want more practical business lessons to help you start, grow and scale your business, the best thing you could do is subscribe to this podcast. Hit subscribe or follow on your favorite podcast app, the one that you're using right now. Whether it's Apple or Spotify or ever. You listen to podcasts by hitting subscribe. You get our next episode automatically and it's the best way to support the show. It's absolutely free and it's a way for you to commit to growing your business. And now that you subscribed, I'll check you in the next episode. Hey Fidelity, how can I remember to invest every month with the Fidelity app? You can choose a schedule and set up recurring investments in stocks and ETFs. Huh. That sounds easier than I thought. You got this? Yeah, I do. Now, where did I put my keys? You will find them where you left them. Investing involves risk, including risk of loss. Fidelity Brokerage Services, llc. Member nyse, sipc.