Brandon Sedloff and Jamie Montgomery explore the power of compounding across networks, knowledge, and capital in this episode of The Distribution. Montgomery, founder and managing partner at March Capital, shares insights from a forty-year career spanning aerospace consulting, merchant banking, and venture investing. The conversation traces his path from caddying for stockbrokers in 1960s Seattle to building an early growth fund that has deployed close to $2.5 billion, with a decade-long focus on AI before it became mainstream.
They discuss:
- Why compounding your network and knowledge matters as much as compounding capital
- How becoming an AI-first company must be led by the CEO, not delegated
- The role of market size as the critical test in early growth investing
- What it takes to reposition existing portfolio companies for an agentic AI world
- Why the Montgomery Summit creates organic community rather than controlling outcomes
This episode offers a grounded perspective on building meaningful companies, the velocity of capital, and navigating cycles without losing sight of long-term opportunity.
Topics:
(00:00:00) - Intro
(00:02:37) - Getting into finance and investing
(00:08:47) - From UCSD to the Pentagon
(00:12:18) - Connecting the dots on a winding career path
(00:23:14) - March Capital's focus and approach
(00:28:10) - Repositioning portfolio companies for AI
(00:35:04) - What to look for in early growth investing
(00:38:10) - The Montgomery Summit and building community
(00:44:34) - What's top of mind right now
(00:48:56) - AI's impact on the economy
Links:
Jamie on LinkedIn - https://www.linkedin.com/in/jamiemontgomery/
March Capital - https://marchcp.com/
Brandon on LinkedIn - https://www.linkedin.com/in/bsedloff/
Juniper Square - https://www.junipersquare.com/
