CJ Gustafson sits down with Nigel Glenday, CFO and COO of Masterworks, to talk about how AI is actually changing day-to-day finance work. They cover why context matters more than model choice, how Nigel runs a dozen Claude Code terminal sessions at once, and how his team solved a 300,000 K-1 problem with Python instead of a $300K tool. Plus: a detour into the 2026 art market and what securitizing fine art teaches you about scarcity and pricing power.
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LINKS:
Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsN
Guest: linkedin.com/in/nglenday
Company: https://www.masterworks.com/
CJ: https://www.linkedin.com/in/cj-gustafson-13140948/
Mostly metrics: https://www.mostlymetrics.com
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RELATED EPISODES:
Nigel's Previous Episode: https://www.youtube.com/watch?v=zfmqwIzM0P4&t=9s
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TIMESTAMPS:
2:04 The Dinner Story: AI as Leverage
7:27 AI and the Value of Human-Curated Creativity
12:16 Why Context Beats Intelligence
14:11 What "Context" Actually Means for AI
16:50 Building a Knowledge Map
18:50 Why CFOs Are Uniquely Positioned to Encode Context
21:36 Making Data Cheap to Access
28:55 Claude Code Over the Web App
30:49 Building "The A-Team"
35:24 Solving 300,000 K-1s with AI and Python
42:26 Asking Better Questions Segment
42:50 Adopting Campfire
44:20 When Human Writing Beats AI
#RunTheNumbersPodcast #AIforCFOs #FinanceLeadership #MasterworksArt #ContextEngineering