How Great Deals Are Found, Evaluated, and Won | PSG’s Chris Nesbitt

How Great Deals Are Found, Evaluated, and Won | PSG’s Chris Nesbitt

April 23, 2026 · 55 min

About this episode

CJ Gustafson interviews Chris Nesbitt about finding and evaluating great deals in investment.

In this episode of Run the Numbers, CJ sits down with PSG Managing Director Chris Nesbitt to unpack how great deals are actually found, how investment decisions are really made, and why narrative often matters more than most investors admit. They also dig into forecasting, boardroom authenticity, simple vs. complex models, and the roles of market, product, and leadership in driving outcomes. — SPONSORS: Brex is an intelligent finance platform that combines corporate cards, built-in expense management, and AI agents to eliminate manual finance work. By automating expense reviews and reconciliations, Brex gives CFOs more time for the high-impact work that drives growth. Join 35,000+ companies like Anthropic, Coinbase, and DoorDash at https://www.brex.com/metrics Aleph is a modern FP&A platform built for teams that want more than another planning tool. By connecting your ERP, CRM, and other systems into one trusted data layer with AI workflows, Aleph helps you move faster with real-time insights. Get a personalized demo at https://www.getaleph.com/run RightRev is an automated revenue recognition platform built for teams that have outgrown spreadsheets and billing tool…

Sponsors

Brex, Aleph, RightRev

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