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June 12, 2025 44 mins

In this episode of Lawyers Who Learn, host David interviews Niki Black, one of legal tech's most influential voices and employee number one at MyCase. This conversation goes beyond the typical career overview to explore the learning journey behind building authentic expertise in a rapidly evolving industry.

Niki opens up about her transition from practicing criminal and civil law to becoming a legal tech evangelist, starting with her early advocacy for cloud computing when it was considered "blasphemous" for lawyers to use. She shares how a chance encounter with Richard Susskind changed her career trajectory, leading to her first book collaboration on social media for lawyers and eventually her groundbreaking work on cloud computing. The discussion reveals how she impressed MyCase founders with her cloud expertise, and how her role has evolved through multiple acquisitions into her current position as Principal Legal Insight Strategist at AffiniPay.

The conversation explores her unique approach to building a massive LinkedIn following (206,000+ followers), launching a newsletter that gained 27,000 subscribers in just months, and her weekly Friday calls with legal tech journalists. Niki discusses how AI tools like ChatGPT have transformed her content creation process, allowing her to maintain authentic expertise while scaling her output. This episode offers valuable insights for legal professionals looking to build thought leadership, transition into legal tech, or simply understand how to leverage technology authentically in their practice.

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