From 8-Figure Consulting to Startup: Why Bloomfilter’s Founder Left Success to Fix Software Development
Sometimes a problem becomes so personal, you can’t walk away from it. In a recent episode of Category Visionaries, Andrew Wolfe revealed how a failed children’s diabetes monitor project drove him to leave behind an 8-figure consulting business to transform how software gets built.
The Catalyst The journey began in a Cleveland healthcare system, where Andrew encountered a project that would haunt him – a mobile app for a children’s diabetes monitor. “The device seemed like the hard part,” he recalls. “You got this cool medical device that seems really hard to build, and we can’t write a mobile app… something everyone does every day.”
The human cost was immediate. During test days, children’s excitement about avoiding daily finger pricks turned to disappointment. A seemingly simple mobile app stood between these kids and a better quality of life.
The First Solution This experience drove Andrew to launch Skip List, a consulting firm focused on “thoughtful software.” The company scaled impressively, but a troubling trend emerged: “By the time I had left skiplist as CEO and Founder, the problem had gone from 68% of software projects are late over budget or don’t shift to 78%.”
Despite his company’s success, the industry’s failure rate was actually increasing. “Someone has to build something that’s scalable and can actually solve this problem,” Andrew remembers thinking. “If not me, then who?”
The Hard Decision Leaving an 8-figure business wasn’t easy. “Some days I look at my paycheck and think, oh, you’d be nice,” Andrew admits. But the mission proved more compelling than the money. “I’m a very mission driven person. And at the end of the day, the mission was always more important to me than the money we were making.”
The decision wasn’t just about finances – it was about impact. “In a way, yes, it was difficult to say, hey, we’re going to take, me and my wife, we’re going to take far less money and we’re going to do this, but this is important.”
The Breaking Point What finally pushed him over the edge? “I was not miserable, but unhappy because I wasn’t chasing the problem I set out to fix. And it wasn’t fixing it in the way I wanted to… There’s only so many days you can wake up and go to work on something that you start to believe a little less in because you know it’s not solving the problem you want to solve.”
The Bigger Picture For technical founders, Andrew’s journey highlights a crucial truth: sometimes the most valuable companies aren’t born from opportunity, but from frustration with problems that everyone else has accepted as normal. When he looked at the software development landscape, he saw a stunning reality: “$208,000,000,000 is going to be spent this year on software development. Next year, that number will go up 30% globally.”
Yet 78% of that investment results in projects that are late, over budget, or never ship. This wasn’t just a business opportunity – it was an industry crisis hiding in plain sight.
For founders wrestling with similar decisions, Andrew’s experience suggests asking three questions:
- Is the problem getting worse despite your current efforts to solve it?
- Could a more scalable solution create significantly more impact?
- Are you willing to trade current success for the chance to solve the problem properly?
Sometimes the hardest part isn’t building the solution – it’s being willing to walk away from success to solve the right problem.
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