In a refreshingly candid conversation, host Tiffany Rosenbaum sits down with John Gillespie, partner and CIO of Gallacher Capital, a low-profile investment firm that has been managing client wealth for over 30 years. John shares the principles behind their disciplined, conviction-driven approach, how they identify opportunities, and why they prioritize alignment and capacity over growth for growth's sake.
With disarming honesty, he reflects on the trade-offs of running a boutique operation in an industry obsessed with scale, the role patience and temperament play when others are panicking, and what almost two decades of managing wealth has taught him about risk, responsibility, and the accountability that comes with long-term decision-making. Far from the usual Wall Street bravado, this is a grounded, thoughtful look at what it really takes to stay independent and consistently deliver results when most of the incentives point the other way. If you're curious about disciplined, long-term thinking in an era of short-term noise, this episode is one you'll revisit often.
Connect with Tiffany on Instagram at @TiffanyMRosenbaum to share your thoughts on this empowering discussion!
