Meet Drew Chapin | The Discoverability Company
Drew Chapin, founder of The Discoverability Company, in Philadelphia

Meet Drew

In 2024, I started The Discoverability Company in Philadelphia to handle what the internet says about you and your business: the search results, the AI answers, the reviews, the news and court records, every place your name shows up before you get the chance to introduce yourself.

I did not come up through marketing. I grew up in Connecticut watching my father build a computer repair business one customer at a time. He started it in 1995 with no franchise and no outside money, just someone who was good with the machines and willing to answer the phone when a neighbor's computer broke. He still runs it today with my brother. Thirty years in, it is a real company with a reputation that was earned entirely by hand.

That business taught me something I have seen everywhere since. Being good at your work and being found for your work are two different skills, and very few people have both. My dad never ran an SEO campaign. He built his name the slow way, one satisfied customer at a time. That still works, but it gets much harder the moment an algorithm is the one deciding who gets recommended.

Before TDC I spent close to two decades in go-to-market roles. I started at Microsoft, where I saw distribution at full scale. I was the first business hire at Feathr, where I had to find a revenue model for a product that did not have customers yet. At Jomboy Media I helped build the business behind what became one of the biggest independent names in sports media. Along the way I became an angel investor through Hustle Fund, started mentoring founders at the Founder Institute, and completed an AI business fellowship at Perplexity, which is where it became clear that AI was about to change how people get found at all.

I also co-founded a startup that failed, and it failed publicly. In operating that business, I made choices I am not proud of, the company went bankrupt, and the aftermath became a matter of public and legal record. When the dust settled and after I had heard the hard lessons of that experience, my own name was the problem. For years, the first thing anyone found when they searched me was the worst chapter of my life, written by other people, sitting at the top of the page. I had to rebuild my own online footprint from the ground up, which is exactly what I now do for clients. I did not learn this work from a course. I lived it, and it is the reason I'm good at it.

TDC exists because I kept meeting the same person. A good operator who was invisible online, or worse, misrepresented, with no team and no time to fix it. Large companies have a whole department for this. Everyone else has one person already doing six jobs.

I touch every project. Even when one of our specialists runs the day to day, nothing here goes a week without my eyes on it. I build the strategy and my name is on the door, which is the only kind of accountability I actually trust.

Outside the work, I sit on the steering committee for the White Collar Support Group Conference, because I believe in second chances and I have earned my opinion on them. I speak at universities and conferences about go-to-market and about what building something actually costs. And I still back early-stage founders, because I like watching people make things. You can read more of what I think at drewchapin.com.

I live in Philadelphia. Most of the days that are not work involve the city, baseball, or a problem I have not figured out yet.