Meet Drew

I am Drew Chapin, and I run The Discoverability Company out of Philadelphia. We help people and businesses take control of what the internet says about them. That means search results, AI answers, review profiles, and every other surface where your name shows up.

I did not start here. I grew up in New England watching my dad build a computer repair business from nothing. Not a franchise, not a funded startup. A guy with technical skills who figured it out as he went. I watched that business grow from a one-person operation into a real company with employees and structure and all the growing pains that come with it. My brother is set to take it over now, which means I have seen the full arc, from first customer to generational handoff.

That experience shaped everything about how I think about business. I saw what it looks like when someone is genuinely good at what they do but has no idea how to get found by the people who need them. My dad never had a marketing team. He never had an SEO strategy. He built his reputation through word of mouth, one customer at a time. That works, but it is slow, and it does not scale, and it definitely does not work when Google and AI assistants are deciding who gets recommended.

Before starting TDC, I spent about eighteen years in go-to-market roles at technology companies. I worked at Microsoft, where I learned what distribution looks like at real scale. I was the first business hire at Feathr, where I helped shape early revenue strategy for a startup that had a product but no customers yet. I helped build the business side of Jomboy Media, which grew into one of the most recognized independent sports media brands in the country. Along the way I got into angel investing and venture scouting through Hustle Fund, mentoring early-stage founders through The Founder Institute and Temple University, and completed an AI Business Fellowship where I first understood that AI search was going to fundamentally change how people find businesses and information.

I also co-founded a venture-backed startup that failed. I will not dress that up. The stakes were high, the pressure was real, and I made more bad calls than good ones. But that experience gave me something I could not have gotten any other way. I know what it feels like when the weight of a company is on you and there is no playbook for what comes next. I have sat across the table from impossible decisions. That perspective is part of what I bring to every client relationship.

The Discoverability Company exists because I kept seeing the same problem everywhere I looked. Good people, good businesses, invisible online. Not because they were doing anything wrong, but because the systems that determine who gets found have gotten so complicated that keeping up is a full-time job on its own. Big companies have teams for this. Small businesses have one person who is already doing everything else.

When you work with TDC, I touch every project. Even when one of our specialists is involved in the day-to-day, there is no project I do not review at least weekly. I built the strategy, I know every client's situation, and my name is on the company. That is the accountability model.

Outside of client work, I sit on the steering committee for the White Collar Support Group Conference, working alongside people who believe in second chances. I speak at colleges about go-to-market strategy and what it actually takes to build something that lasts. And I continue to scout and invest in early-stage companies because I genuinely love watching people build things.

I live in Philadelphia. When I am not working, I am usually exploring the city, following baseball, or thinking about the next problem worth solving.