February 16, 2025

How Actionstep Went from 80 to 225+ Employees in Just 2 Years with CEO Early Stephens

Enclosed in this file: Why Early Stephens almost turned down Actionstep—and what changed his mind, the leadership strategy that helped Actionstep triple in size, how he applies lessons from sports and competition to scaling a company, and what the heck Y2K was really about.

Early Stephens didn’t think legal tech would be exciting. Now, as CEO of Actionstep, he’s leading one of the fastest-scaling legal tech companies.

From his early days in tech to learning from industry legends like Dave Duffield, Early has built his career around strategy, competition, and making the right moves. He shares how Actionstep tripled its team in just two years, why giving ownership to regional leaders was key, and what it takes to scale a legal tech company at speed.

We cover:

  • Why Early almost didn’t take the CEO role at Actionstep—and what changed his mind
  • What he learned from working with tech pioneers like Dave Duffield
  • How Actionstep scaled from 80 to 225+ employees in just two years
  • Why giving ownership to leaders in different regions was key to growth
  • How Actionstep’s workflow-driven practice management system sets it apart
  • The reality of leading a high-growth legal tech company
  • What makes a great company culture, and the toughest decisions along the way

If you’re interested in leadership, scaling a business, or if you want to hear the story behind the practice management system you use, tune in!

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