James Reggio
CTO of Brex who led the company's AI transformation, building Brex's multi-agent platforms and operational AI for underwriting, KYC, fraud, and customer-facing assistants.
Best podcasts with James Reggio
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Jan 17, 2026 • 1h 13min
Brex’s AI Hail Mary — With CTO James Reggio
James Reggio, CTO of Brex and leader of their AI transformation, shares his journey from mobile engineer to fintech innovator. He discusses Brex's unique three-pillar AI strategy aimed at enhancing corporate workflows, operational compliance, and customer-oriented product features. Reggio reveals how SOP-driven agents outperform traditional reinforcement learning in automating processes like KYC and underwriting. He emphasizes empowering employees to create their own AI tools and the advantages of a multi-agent network architecture in financial operations.
10 snips
Nov 12, 2025 • 46min
Brex 3.0: An 18-Month Operational Evolution & the Brex Hacker House “AI Startup within a Startup" experiment w/ James Reggio #236
James Reggio, the CTO of Brex and a former engineer at Microsoft, Airbnb, and Stripe, dives into Brex 3.0—a bold operational evolution. He shares how a layoff sparked a rebirth, reshaping the company’s focus from a Series E to C mindset. Discover the innovative 'Hacker House' initiative, a startup within a startup aimed at AI disruption. Reggio discusses the introduction of seasonal initiatives for alignment and how shared roadmaps have boosted morale. His insights on balancing innovation within core operations are both enlightening and actionable.
