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April 24, 2025 58 mins

In this episode of Lawyers Who Learn, David Schnurman, CEO of Lawline, has a conversation with Steve Gluckman, a pioneer in legal e-learning who recently sold his company SkillBurst Interactive to Barbri. Though not a lawyer himself, Steve has spent over two decades developing innovative training solutions for law firms.

Steve shares his entrepreneurial journey from his early days at PwC to founding SkillBurst in 2013, which created customizable, interactive e-learning modules for law firms. He discusses the challenges of timing in business innovation, explaining how his first attempt at legal e-learning was too early for market adoption, but years later the industry was ready, leading to SkillBurst's success.

The conversation explores the post-acquisition emotional journey many entrepreneurs face, with Steve candidly discussing the unexpected emptiness he felt after selling his company. He reflects on how much of his identity was wrapped up in being a CEO and the process of figuring out "what's next" while already working on a new stealth-mode venture.

Throughout the episode, Steve offers valuable insights into building a successful business in the legal tech space, including his approach to product development, the importance of securing buy-in before building, and how making products "sticky" through customization led to impressive client retention rates. The discussion wraps up with thoughts on leadership and work-life balance, with both hosts sharing their perspectives on building businesses that create personal freedom.

 

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