Sidebar Advisors
A podcast exploring the careers, choices and strategies shaping today’s legal landscape.
Hosted by Niraj Chhabra, each episode explores the intersection of law, career growth, and financial decision-making. Through conversations on leadership, professional development and business building, we unpack the moments that define success.
For those thinking about what’s next or looking to grow and feel more fulfilled in their current role, these conversations offer a thoughtful look at building a meaningful and successful career in and around the legal world.
Sidebar Advisors
James Wolff: A Conversation With The Tech-Obsessed Attorney
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Before AI, commercial space exploration, or 3D printing became mainstream, James Wolff was already deep in the weeds - founding startups in college and chasing cutting-edge ideas long before they hit the headlines.
In this episode, James shares how his lifelong passion for technology continues to shape the way he practices law, advises clients, and builds his reputation in the industry.
We explore the winding path that led him from engineering and entrepreneurship to law, and how his side projects —whether speaking on stage, writing books, or serving on forward-thinking boards— help position him as a thought leader in fast-evolving spaces.
This one’s a little geeky, a little strategic, and packed with insight for anyone looking to future-proof their career.