We’re back for Season 2 of Alone Together, and I could not think of a better guest to kick things off than Ben Freeberg of Oncology Ventures. Ben’s story is one of the most distinctive in venture. He started in finance and venture, was diagnosed with cancer at a young age, and turned that experience into a deeply personal investing mission. Today, through Oncology Ventures, he backs companies working to improve cancer care now, not in theory, not someday, but in ways that can make a difference for patients and providers in the near term.
We’re back for Season 2 of Alone Together, and I could not think of a better guest to kick things off than Ben Freeberg of Oncology Ventures. Ben’s story is one of the most distinctive in venture. He started in finance and venture, was diagnosed with cancer at a young age, and turned that experience into a deeply personal investing mission. Today, through Oncology Ventures, he backs companies working to improve cancer care now, not in theory, not someday, but in ways that can make a difference for patients and providers in the near term.
In this conversation, we unpack what it actually means to be coachable as a founder, why most advice fails in practice, and how real progress happens when coaching, capital, and execution collide. Mike shares lessons from the trenches — blending Fortune 500 experience with venture-backed CXO roles, and explains why the best founders don’t just seek answers, they build judgement.
In this conversation, we unpack what it actually means to be coachable as a founder, why most advice fails in practice, and how real progress happens when coaching, capital, and execution collide. Mike shares lessons from the trenches — blending Fortune 500 experience with venture-backed CXO roles, and explains why the best founders don’t just seek answers, they build judgement.
The Pitch aired our full 30-day “Foxhole” diligence process, messy and all. We closed our 10th deal of 2025, are leading Wiggle Room’s round, and opened new co-invest and charitable giving paths for our community. Fund I is coming together, and we are heading into our final stretch. Chad got promoted AND ENGAGED!
The Pitch aired our full 30-day “Foxhole” diligence process, messy and all. We closed our 10th deal of 2025, are leading Wiggle Room’s round, and opened new co-invest and charitable giving paths for our community. Fund I is coming together, and we are heading into our final stretch. Chad got promoted AND ENGAGED!
When Adam and Patrik met on the Slovakian National Swim team, they never imagined they'd build a startup together in the US. Can they get the VCs on board with their made-in-America electric mini skid steer, or will the blue collar market scare them away?
When Adam and Patrik met on the Slovakian National Swim team, they never imagined they'd build a startup together in the US. Can they get the VCs on board with their made-in-America electric mini skid steer, or will the blue collar market scare them away?
Two portfolio companies named to TIME’s Best Inventions of 2025. New investments in Simply Bail and STAG, making ten deals this year. Media hits, marathons, milestones, and now gearing up to close Fund I in Q1 2026. The work has never mattered more—and we’re just getting started.
Two portfolio companies named to TIME’s Best Inventions of 2025. New investments in Simply Bail and STAG, making ten deals this year. Media hits, marathons, milestones, and now gearing up to close Fund I in Q1 2026. The work has never mattered more—and we’re just getting started.