
Hey, I'm Derek.
I'm a serial entrepreneur, venture investor in 60+ startups, advisor and CEO coach.
I love building. Whether I'm starting a company, backing a founder's idea or helping a CEO work through a hard decision, the thread is the same: seeing potential and helping turn it into something real.
Outside of work you can find me competing in amateur golf tournaments, screaming as loud as I can at soccer games, and most importantly, spending time with my family and friends.
Highlights
FOUNDER & CEO
Launched in 2013 and grew to 25 million monthly unique visitors before being acquired by Better Collective in 2023.
CO-FOUNDER & CEO
Co-founded in 2024, Clutch Media is Brazil's leading media company focused on American sports.
BACKING FOUNDERS
Since 2017, I've invested in and advised more than 60 startups across the US and Latin America.
Cameo · Carta · ClassPass · Cobli · Clover Health · EasyPost · Flexport · Iorq · Turo · Bolt
Coaching
I've seen what works, what doesn't, and how much the person leading the company matters.
My approach brings together the practical and the personal: helping you think clearly, have the hard conversations and build a team you can trust, while working through the fears and habits that can get in your way. The goal is to become a better leader without losing yourself in the process.
As CEO, you hold everyone else accountable. But who holds you accountable? Coaching gives you a thinking partner who will challenge your assumptions, tell you what you might not be hearing elsewhere and hold you to the commitments you make.
We work on what's real for you: a difficult decision, tension with a co-founder, a team that depends too much on you, or a conversation you've been putting off. Sometimes that means a practical change in how you run the company. Sometimes it means understanding what's driving your own reaction.
A coaching session every week, with time to work through your biggest challenges and follow up on the commitments you've made.
Direct access to me anytime via WhatsApp, so you don't have to wait until our next session to bring something up.
Contact