Jeff Holman

Ep. 231 | Stop Winging It: The Legal Support That Scales With You

October 22, 20252 min read
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If your lawyer makes you nervous to ask a question, you’ve already lost.

Jeff Holman isn’t your typical lawyer. He doesn’t bill in six-minute increments, he doesn’t hide behind legalese, and he sure as hell isn’t trying to research something on your dime. Instead, he built Fractional Legal Team, a scalable model that gives founders legal backup before things blow up. Think of it like having a badass legal department… without the overhead or the attitude.

We cover the legal blind spots that wreck early-stage companies, when to actually call a lawyer (spoiler: it’s way earlier than you think), and why the billable hour model is the dumbest thing still haunting entrepreneurs.

🍸 What you'll hear in this episode:

  • Why fractional legal teams are the future (and law firms should be nervous)
    How to tell if your legal setup is a time bomb in disguise

  • The shady ADA lawsuits and text message laws putting businesses on blast

  • Startup legal milestones you shouldn’t ignore, like hiring, fundraising, and that one sketchy cofounder

  • Jeff’s take on AI and why “just testing” legal tech could land you in deep trouble

Bonus Read: Jeff’s blog post on Startup Milestones — a roadmap for what legal moments matter and when.

💡 Favorite Quote:
The risk isn’t what you know. It’s what you think you know — and don’t manage.


👤 About our Guest:

Engineer. Attorney. MBA. Legal rebel. Jeff Holman is the founder of Intellectual Strategies and creator of the Fractional Legal Team model that gives businesses legal support that grows with them, without hourly sticker shock. He’s helped startups from idea stage to 8-figure exits, and somehow still enjoys law. (We checked. It’s real.)


🔊 Why Listen:

If you’ve ever had legal “oh sh*t” moments (or worse, ignored them) this one’s for you. Jeff breaks down what most attorneys won’t: how to protect your business without becoming a walking billable hour.

🔗 Connect with Jeff:

📞 Want help prepping your business for growth or sale?
Hit us up at https://api.leadconnectorhq.com/widget/bookings/call-with-credit-banc-pod


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