The lawyer who created a billion-dollar industry with Brian Powers

Turning repeatable wins into scaling success

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Scaling is simple: it’s about doing what works, over and over again. 

In this episode, Brian Powers shares how he applied this strategy to scale his company, PactSafe (now Ironclad), a tech startup that became a $15 billion market leader. He talks about the challenge of transitioning from a structured legal career to the unpredictable world of tech entrepreneurship. 

Thankfully, he wasn’t alone and found other team members with complementary experiences and skill sets that would help PactSafe grow. Brian also talks about the Ironclad acquisition, and what it was like navigating his new role as general manager of the brand. 

In this episode, you’ll learn:

  • Find Your Repeatable Wins: Scaling your business is about doing the right things over and over. Focusing on what works and cutting out what doesn’t is the key to sustainable growth.
  • Embrace the Uncertainty of Entrepreneurship: Unlike the structured world of law, building a business requires adapting to constant change and making decisions with limited information.
  • Build a Smarter Team: Success isn’t a solo act. Hire people who are smarter and more experienced than you in key areas, ensuring your business can grow beyond your own expertise.

Jump into the conversation:

(00:00) Meet Brian

(06:24) Starting a solo law practice

(08:59) How PactSafe was conceived

(12:43) Creating a new software category

(17:20) Repeatability is how companies scale

(21:23) Hire people smarter than you

(27:56) Different people for different phases of growth

(30:12) Ironclad’s acquisition of PactSafe

(38:34) Brian’s exit from Ironclad

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The lawyer who created a billion-dollar industry with Brian Powers

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The art of evolution and calculated risk with Sharon Rechter

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From burnout to breakthroughs with Kevin Bailey

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Being consistent and solving big problems with Dagan Xavier

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How Success Can Look Different with Jeremy Reymer

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Riding two rollercoasters: work and personal with Devin Bramhall

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Rebuilding and Learning from Failure with Steven Plappert

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How Lee Rubin pivoted and built a Top 10 Fastest-Growing Tech Company

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The Impact of Aligning Your Company with Your Values with Michael King

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From Trouble to Triumph: Lessons in Resilience with Tiffany Sauder

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Embracing Imperfection with Nick Smarrelli

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Scaling to 500 and Stepping Down with Mark Caswell

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