Inside the Alibaba Boardroom: Jack Ma, Masa Son, Joe Tsai & Jackie Reses

Inside the Alibaba Boardroom: Jack Ma, Masa Son, Joe Tsai & Jackie Reses

From Sourcery by Sourcery with Molly O'Shea

May 28, 2026 · 1h 7m

About this episode

Jackie Reses shares her remarkable career journey and insights from the Alibaba boardroom with host Molly O'Shea.

Jackie Reses has quietly done what almost no one in finance has pulled off — she's been a Goldman Sachs banker, a private equity partner at Apax, Yahoo's Chief Development Officer, Executive Chairman of Square Financial Services, a board member at Alibaba, Affirm, and Nubank, and now the founder and CEO of Lead Bank, the $1.5B fintech infrastructure company quietly powering Stripe, Ramp, Walmart, Affirm, Revolut, and over 100 crypto companies. In this episode, Jackie sits down with Molly to share the untold stories behind her improbable career — from sitting in Alibaba board meetings with Jack Ma, Joe Tsai, and Masa Son, to brokering one of the largest value-recovery deals in corporate history for Yahoo, to running Square Capital after a 72-hour hackweek project. She also gets candid about the hype around "de-banking," what it's really like inside the White House (her brother is VP JD Vance's Chief of Staff), how she built Lead Bank to $280M in revenue with zero sales team, and why the future of financial infrastructure is programmable, on-chain, and AI-native. Whether you're a founder, operator, investor, or just curious about how the most powerful in American fintech…

People in this episode

Host: Molly O'Shea

Guest: Jackie Reses

Topics covered

  • fintech
  • corporate governance
  • venture capital
  • financial infrastructure
  • technology
  • leadership
  • entrepreneurship

Keywords

  • Jackie Reses
  • Alibaba
  • fintech
  • lead bank
  • corporate governance
  • financial infrastructure
  • venture capital
  • technology
  • entrepreneurship

Sponsors

Brex

Mentioned in this episode

Organizations: Goldman Sachs, Apax, Yahoo, Square Financial Services, Alibaba, Affirm, Nubank, Lead Bank, Stripe, Ramp

Places: White House

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