Extend Co-Founder & CEO Andrew Jamison - How AI Is Reinventing Expense Management

Andrew Jamison, Co-Founder & CEO of Extend, joins Clint Betts for a conversation on fintech, AI, banking partnerships, entrepreneurship, and the future of business spending.

Extend helps companies control spending before it happens by turning existing credit cards into powerful expense management tools. Rather than replacing banks, Extend works alongside financial institutions to give businesses greater visibility, control, compliance, and automation.

In this episode, Andrew shares how his experience at American Express and SAP led him to identify a massive opportunity in the middle market—and why partnering with banks proved to be a better strategy than competing against them.

The conversation also explores AI, leadership, company culture, venture capital, and how financial workflows are becoming increasingly automated.

00:00:00 - Introduction and Guest Background
00:00:11 - Overview of Extend
00:00:52 - Journey to Founding Extend
00:02:29 - Origin Story and Entrepreneurial Drive
00:05:09 - Market Opportunity and Middle Market Focus
00:07:22 - Collaboration vs. Disruption in FinTech
00:10:11 - AI in FinTech and Expense Management
00:12:15 - Internal Use of AI at Extend
00:14:24 - Funding and Investors
00:15:28 - Company Culture and Remote Work
00:18:45 - Reading Recommendations
00:21:37 - Macroeconomic Environment and FinTech
00:23:36 - Mentorship and Early Career Challenges
00:27:23 - Capital Raising Journey
00:28:37 - Closing Remarks and Future Check-in

If you're interested in fintech, AI, banking, entrepreneurship, leadership, or the future of financial operations, this conversation is packed with practical insights from one of the industry's most experienced operators.

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