『RolyPoly』のカバーアート

RolyPoly

RolyPoly

著者： Dylan Harrocks
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Conversations with serial acquirers, investors, and specialists building roll-ups. Host Dylan Harrocks from PMI Stack digs into the real stuff - acquisitions that went wrong, integration nightmares, and the lessons that only come from doing. New episodes every other Tuesday.Copyright 2026 Dylan Harrocks 個人ファイナンス 経済学
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  • Mac Lackey on Selling 6 Companies: Be Irresistible to Buyers

    Mac Lackey on Selling 6 Companies: Be Irresistible to Buyers
    2026/06/09

    He sold 6 companies, watched a billion-dollar IPO walk out the door, and bought a 116-year-old Spanish football club. Mac Lackey on how to actually win an exit.

    Mac Lackey (founder, Exit DNA) joins Dylan to discuss why most founders leave life-changing money on the table - and how to be irresistible to buyers.

    Topics covered:

    • Why AI today is the early internet of 1995

    • The integration mistake that emptied a billion-dollar IPO

    • Strategic value vs. EBITDA multiples

    • The founder's paradox and how to escape the critical path

    RolyPoly is the podcast about all things roll-up. New episodes every Tuesday.

    Connect: pmistack.com | linkedin.com/in/dylan-harrocks
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    45 分
  • Sam Hields: What Investors Look for In Roll-Up Founders

    Sam Hields: What Investors Look for In Roll-Up Founders
    2026/05/12

    The brutal question every VC asks an AI roll-up founder: where's the headcount going to drop? Sam Hields breaks down what separates a venture case from a financial engineering pitch.

    Sam Hields (Partner, OpenOcean) joins Dylan to discuss why services will eat software in the AI era and what VCs actually look for in roll-up founders.

    Topics covered:

    • Why services is a 10x bigger market than software
    • Front office vs back office automation (and why it matters)
    • Green flags, red flags, and "tourism" in AI roll-up pitches
    • Capital stack reality — equity, debt, and rollover equity
    • Where AI expands TAM (and where pricing collapses instead)

    RolyPoly is the podcast about all things roll-up. New episodes every Tuesday.

    Connect: pmistack.com | linkedin.com/in/dylan-harrocks
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    1 時間 4 分
  • Vadim Rogovskiy on Why AI Makes Roll-Ups Unstoppable

    Vadim Rogovskiy on Why AI Makes Roll-Ups Unstoppable
    2026/04/21

    EVE found 400 missed leads in one founder's inbox and closed six-figure deals from them. Vadim Rogovskiy explains how AI is rewriting the acquisition playbook.

    Vadim Rogovskiy (CEO, EVE / Founding Partner, Rebel Capital) joins Dylan to discuss acquiring legacy businesses, layering AI to unlock hidden revenue, and why roll-ups are just getting started.

    Topics covered:

    • Exit timing mistakes and why founders hold on too long
    • How EVE discovered $20M in hidden pipeline across client inboxes
    • AI agents replacing operations teams (4 people to 1)
    • The roll-up landscape: venture returns with PE risk profiles
    • Using AI for due diligence and founder outreach at scale

    RolyPoly is the podcast about all things roll-up. New episodes every Tuesday.

    Connect: pmistack.com | linkedin.com/in/dylan-harrocks
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    40 分
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