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    Lines & Trails

    Things we've written & places we've been.

     Turning Cancer into Comedy & Conviction w/ Ben Freeberg & Oncology Ventures | Alone Together | S2E1

    Turning Cancer into Comedy & Conviction w/ Ben Freeberg & Oncology Ventures | Alone Together | S2E1

    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 Had Our First AGM!

    We Had Our First AGM!

    We're deeply thankful that our LPs, founders, and partners carved out the time to be together. We came to seriously reflect on the work, but also to have fun in a uniquely human way. That combination is very Sidecut.

    Listen to Us on Startups Decoded | S2E19: Advice Before Money: The VC Model Founders Want

    Listen to Us on Startups Decoded | S2E19: Advice Before Money: The VC Model Founders Want

    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.

    November & December Newsletter | 2025: Perfectly Imperfect

    November & December Newsletter | 2025: Perfectly Imperfect

    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!

    Sidecut on The Pitch, #1 Podcast for Startups, Season Finale | STAG

    Sidecut on The Pitch, #1 Podcast for Startups, Season Finale | STAG

    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?

    August - October Newsletter | From Double TIME to Closing Time

    August - October Newsletter | From Double TIME to Closing Time

    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.

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