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My Fintech Newsletter for more interviews and the latest insights: ↪︎ https://rexsalisbury.substack.com/ Chaos in the global supply chain and big regulatory shifts set the stage as Ryan Petersen, founder and CEO of Flexport, explains how his team steered through COVID disruptions, rapid growth, and major pivots. Learn how Flexport tackled crises, restructured after setbacks, and built fintech products—plus candid founder lessons, B2B marketing hacks, and the realities of working with changing government policies. Ryan Petersen: / rpetersen ___ Rex Salisbury LinkedIn: ↪︎ / rexsalisbury Twitter: / rexsalisbury TikTok: / rex.salisbury Instagram: / rexsalisbury 00:00:00 - Supply chain chaos: What’s really happening? 00:01:35 - Flexport’s origin and YC journey with Paul Graham 00:04:05 - The 2007 legal change that made Flexport possible 00:06:16 - COVID hits: Hospitals, chaos, and pivoting to crisis aid 00:09:37 - Airlifting masks & Flexport.org’s massive response 00:11:07 - Post-pandemic: Scaling pains and CEO turnaround story 00:13:27 - Surviving and fixing operational meltdown 00:15:39 - Should startups focus or diversify? Lessons from Convoy 00:17:46 - Acquisitions, exits, and core customer clarity 00:21:06 - Why every company is a fintech: Flexport Capital’s story 00:24:32 - Lending innovations: Maritime law, risk, and collections 00:26:52 - Asset-backed lending, funding growth, and private credit 00:32:05 - Stablecoins, international payments, and FX tradeoffs 00:37:04 - Direct mail, toy planes, and B2B marketing ROI 00:41:06 - Brand, ROI, and investing in event-based relationships 00:42:19 - Policy shocks: De minimis, tariffs, and rapid pivots 00:46:20 - Lobbying government: How Flexport approaches DC 00:48:58 - Tariff consequences and “unintended” business impacts 00:51:39 - Tech memos, AI, and founder productivity hacks 00:53:03 - Ultimate founder advice: Burn rate, debt, and fundraising 00:54:56 - Halloween, Suez Canal, and life outside of logistics #fintech #flexport #startup