How to Sell Your Small-Time Internet Business

sell your internet business




The biggest acquisitions of the hottest startups are hugely public. But because the most newsworthy acquisitions are the biggest, we’re led to believe those are the only kinds of acquisitions that happen. That’s simply not the case.

In 2011, I sold my first internet business for around $20,000 through Flippa, an eBay of sorts for domains, apps, and websites. The business was called, a drop-ship business that distributed nail art, and the place I cut my teeth on entrepreneurship and the powers of automation.

I made a quick walkthrough video (below) explaining the details of the site and what came with winning the bid—the inventory, the blog posts, the landing page. The sale didn’t make major headlines, and there were no long talks behind closed doors or sudden doublings of bids.


But that deal gave me the cash to start my next company, which paved the way for creating Process Street. Small deals like this happen all the time, and have a huge impact. It turns out there are a number of ways for even the smallest of web businesses to find buyers and sell themselves. Here are three stories of small-time exits, and what you can learn about them to make your own acquisition happen.

Put your startup up for auction on eBay

Flippa isn’t the only place to sell a site. Before Justin Kan and Emmett Shear co-founded the video game live streaming site Twitch and sold it to Amazon for $1 billion, they had their own small-time startup acquisition. In 2006, they sold their calendaring app Kiko for $258,100 in the unlikeliest of places—eBay.

Like many startups, they built a cool app, launched to moderate traction, never made any money, couldn’t raise much funding, and went out of business.


(Source: TechCrunch)

That’s where the story ends for most, but Kan had a crazy idea—why not put the company up on eBay and see if they could get some cash back for their investors?

They weren’t hoping for a million dollar acquisition. As Kan described it: “We figured if we could recover even $50,000 we’d be able to give the money back to the investors and walk away with a clean conscience.”

They created a 10-day auction, set the starting bid at $49,999.99, and crossed their fingers. And for the first few days, they had a grand total of 0 bids.

But then something interesting happened.

In the early days of the auction, Kan and Shear posted the auction on social news sites like Reddit and Hacker News, and with the help of a few friends, they pushed the story to the front pages of those sites. Soon, the story got picked up by bigger news outlets like TechCrunch.

They got their first bid, and then emails and phone calls started rolling in from folks interested in learning more about the auction. Not long after, they’d hit the auction price of $80,000.

On the last day of the auction, Kan was in New York City, hanging out in a friend’s living room in his underwear, hitting refresh on the browser over and over. He watched as the number went up and up, until there was just 1 hour left to go.

It jumped to 100k. I ran out and yelled something unintelligible to my friends. A few minutes later it was 113. I was a genius. 150 with 15 minutes to go. I had just invented a new business model for web startups across the globe.

In the last 10 minutes it jumped over 100k to 258. I was on the phone with Emmett literally screaming. My friends were cheering. I felt like I’d won the Superbowl. I was a rock god.

Final price: $258,100. Buyer: powerjoe1998, who turned out to be Elliot Noss, CEO of Tucows, with whom I’d had a few conversations. He called a few minutes later to congratulate us. That night I partied like it was my last night left to live.

Key Takeaways

  • Don’t give up—taking a chance and doing something unconventional can pay off. In fact, the more unconventional of a route you take, the more likely you are to gain notoriety and press coverage.
  • Be very clear about what you’re offering, because this can be vague when it comes to internet businesses. Kiko’s listing was explicit about what was part of the sale—“the domain name, source code, and user base”—and also what wasn’t—the founders as employees in the acquiring company.
  • You can’t count on the platform itself to drive buyers to your listing. Even on one of the biggest sites on the internet, eBay, buyers heard about the auction via external media rather than from inside the marketplace.

Hire a specialized broker to land a deal

Bingo Card Creator helps teachers make bingo cards for classroom games and learning exercises. It was never going to become the next Snapchat, but it made $1,000 to $5,000 a month and allowed its creator Patrick McKenzie to quit his corporate job and become a software entrepreneur.

During the 8+ years that McKenzie worked on Bingo Card Creator, he actively blogged about what he learned in growing his revenue from nothing to several thousands of dollars of month. In the process, he became a well-known business-of-software expert.

Bingo Card

(Source: Kalzumeus)

Still, when it came time to sell, he decided to hire an mergers and acquisitions (M&A) advisor — FE International — to make a deal happen. The hardest part of selling a small internet business is finding a buyer, and that was true even for a well-known figure in the tech community like Patrick McKenzie.

Rather than put his company up for auction on a general purpose marketplace like eBay and then drive traffic to it himself as Kan and Shear did, McKenzie chose FE International because they specialized in the narrow category of business that McKenzie hoped to sell—software-as-a-service (SaaS) businesses, many of which are making hundreds of thousands of dollars per month.

Whereas eBay is maybe 99.999% consumer products and 0.001% tech startups, FE International focuses 100% on M&A for tech companies.

It showed. Within less than 1 month, they had found a buyer, and a few weeks later the deal closed and the cash hit the bank. McKenzie sold the company that he had worked on for nearly a decade in just over 1 month.

Key Takeaways

  • Consider working with an M&A advisor that can find buyers and vet them for you. McKenzie advises that the process is very stressful, so it’s essential that you have a partner who can qualify the buyers, handle any hiccups that arise, and move the deal towards completion.
  • Learn how to value a SaaS business – expect to sell for a price in the range of 2.5 – 4.5x SDE (‘seller discretionary cashflow’— revenue minus costs required to run the business, not things like the owner’s salary, distributions, interest expense, etc.)” for subscription SaaS and slightly less for non-subscription businesses.
  • Organize your business prior to listing it for sale, because that will ensure that there aren’t any snags that could derail a sale.

Get aggressive with your personal network

Matt Mireles had grown his transcription startup SpeakerText to mid-six figures in annual revenue and raised over $1M from top investors like Google Ventures, but by 2012, he had run out of steam. It was time to sell.

SpeakerText PR

(Source: TechCrunch)

The problem was that no one was buying.

He reached out to investors and asked for warm introductions to potential acquirers, but that led nowhere—Google, Facebook, Amazon, and the rest of the big names weren’t interested. Finally, he talked to his lead investor, who gave him the bad news. Instead of helping him find a buyer, the investor advised Mireles to “die gracefully.”

At that point, it would have been easy to accede, admit defeat, and wind down, to avoid the fruitless and embarrassing work of finding an acquirer for a failed startup. He had tried his best, followed the startup acquisition playbook, and failed.

But instead of giving up, Mireles got creative. Rather than turn off his phone and close the door to the outside world, he did the exact opposite.

He “mass emailed every investor, advisor, CEO, and CEO list in [his] address book,” making it known that an awesome company and team was ripe for acquisition—and the response was overwhelming.

While he’d struggled to get intros to interested buyers in the previous months, with a single email he received four dozen leads from legitimate potential acquirers, three of which led to offers and one of which resulted in a term sheet. Within a few months, he’d sold the company.

CloudFactory PR

(Source: CloudFactory)

Key Takeaways

  • When a startup gets to the end of its life, few people have the incentive to help you find a soft landing for your company and team. Mireles found that when no one else was interested in helping him, he had to “rely on [his] own wits” to find a pathway to an exit.
  • Your personal network likely gives you bigger reach than you think. If you’ve built a business of a reasonable size such that acquisition might be a possibility, you’ve built relationships with customers, fellow entrepreneurs, investors, and other operators in the tech community. Reach out to them—you may be surprised about how much they’re able to help.

Get creative

There are no rules to getting your startup acquired, and that means that you often have to get creative and find your own solution. When Matt Mireles emailed his entire network about the potential for acquisition, he cleverly posed the question as one about a friend’s company. He responded to interested parties by emailing, “Hey, you know that friend’s startup I was talking about? Well, that friend is me. ;)”

Whether you sell your internet business to a friend of a friend, a stranger from an auction site, or a billion-dollar tech company, it’s going to take some elbow grease. But if you explore the different options, you’ll be able to find a buyer and move on to your next big project in no time.

Get our posts & product updates earlier by simply subscribing

Vinay Patankar

CEO and Co-Founder of Process Street. Find him on Twitter and LinkedIn.

Leave a Reply

Your email address will not be published. Required fields are marked *

Take control of your workflows today