In this episode of Y Combinator's podcast The Light Cone, Flexport founder and CEO Ryan Petersen explains how artificial intelligence is transforming global logistics. Petersen details how AI already saved 2% of Flexport's ocean freight spend while improving transit time 20%, how the company aims to make ocean container shipping 8-10% cheaper, and how AI agents now make phone calls, parse contracts, detect unhappy customers, and automate freight forwarding work. He also reflects on incumbency advantages in AI, his personal 'founder mode' evolution, capital discipline, and a sweeping philosophical vision of what automation means for humanity.
Penny Chen is the co-founder and CEO of Pax, the Y Combinator (S24) startup rebuilding duty drawback - the U.S. program that refunds import tariffs - as an AI-native brokerage. An MIT PhD and former research scientist at Amazon and Flexport, she stumbled on duty drawback while building supply-chain algorithms and saw a math problem hiding inside a bureaucratic one: each year roughly $10-15 billion in eligible refunds go unclaimed because legacy brokers take 10-20% and won't touch claims under $100k. Pax turns the rulebook into algorithms and LLM data extraction, promising a TurboTax-style experience that cuts filing from 9-12 months to a few weeks. The company raised $4.5M in seed funding led by Initialized Capital in April 2025.
Seth Berman co-founded Susa Ventures in 2013 and has since backed 10 unicorns across roughly 100 seed-stage investments, including Robinhood, Flexport, and Expanse. He brings an unusual background to venture capital - nearly a decade as VP of Strategic Marketing at Richemont Group (Cartier, Net-A-Porter, Montblanc) - giving him a luxury-brand consumer lens that shaped Susa's focus on distribution, compounding moats, and founder-market fit. He has since launched Kivu Ventures, a Series A/B fund targeting vertical AI, healthcare, and logistics, with investment partners including Frame.io co-founder Emery Wells and Pinterest co-founder Paul Sciarra.
Justin Sherlock is the Co-Founder and CEO of Caspian, an AI-native trade advisory platform tackling the $130 billion in unclaimed duty refunds sitting in global supply chains. A Harvard economist and Wharton MBA, he spent five years at Flexport scaling its financing arm past $1 billion before going out to build what he saw was missing: automated customs intelligence that actually gets importers their money back.

Ryan Petersen is the founder and CEO of Flexport, the technology-driven freight forwarding company he built from a Y Combinator batch into an $8 billion global logistics giant. A serial entrepreneur who started importing goods from China at 17, he previously co-founded ImportGenius and has become one of the most influential voices in supply chain and trade policy - most famously by renting a boat to tour the LA port congestion in 2021 and posting a viral Twitter thread that prompted California's governor to call him directly. He is also a venture partner at Peter Thiel's Founders Fund.