Run the Numbers

CJ Gustafson
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9 snips
Apr 9, 2026 • 53min

How Strategic CFOs Get It Wrong

Steve Isom, COO and CFO at Bloomerang with a background in investing and operations. He challenges what strategic finance really means. He explains why customer operations drive SaaS value. He shares how running ops makes unit economics visible. He explores how AI is reshaping finance leadership and why teams should experiment now.
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22 snips
Apr 6, 2026 • 38min

CFO Explains: The Rise of Secondaries and the Death of the IPO Path

The show traces how secondaries grew from niche trades to the dominant path for liquidity. It explains why companies delay IPOs and how employees, VCs, and finance teams use tenders, SPVs, and continuation vehicles. It highlights structural risks like preference stacks, tax and communication challenges, and cautionary tales from big-name deals.
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57 snips
Apr 2, 2026 • 45min

Fanatics CFO on CAC, LTV, and Capital Allocation Across Verticals

Glenn Schiffman, Fanatics CFO and former IAC finance leader with investment banking roots, talks capital allocation across merchandising, collectibles, and betting. He breaks down CAC vs LTV dynamics, how Fanatics monetizes sports IP by delighting fans, and the role of AI, cross‑sell strategies, and buybacks in driving long‑term value.
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32 snips
Mar 26, 2026 • 55min

AI Pricing and the Hidden Growth Lever Most CFOs Ignore

Kunal Agarwal, CFO of Gorgias and former finance leader with private equity and venture experience, joins to explore AI-driven pricing and finance as a growth engine. He discusses usage- and outcome-based pricing, modeling LLM inference costs, optimizing model mix for efficiency, and treating order-to-cash as a strategic lever to reduce friction and boost growth.
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5 snips
Mar 23, 2026 • 57min

What It Takes to Go Public Today | Inside the IPO Process with RBC’s Federico Acabbi

Federico Acabbi, an RBC investment banker specializing in cybersecurity and infrastructure software, walks through why security spending holds up while horizontal software feels pressure. He explains what it takes to go public today, how IPOs are priced and underwritten, and why scale, diligence, and investor mix matter in modern listings.
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18 snips
Mar 19, 2026 • 56min

The Anatomy of Financial Bubbles | Lessons From 200 Years of Market Panic

Aman Verjee, a financial historian and investor who wrote A Brief History of Financial Bubbles, breaks down recurring patterns in market panics. He explains a precise definition of a bubble. He explores cognitive biases, when bubbles leave lasting infrastructure or skills, links to fraud and policy drivers, and whether AI today resembles past manias.
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15 snips
Mar 16, 2026 • 1h 3min

Marketplace Economics | Faire CFO Jason Lee

Jason Lee, CFO of Faire and former Square finance lead, explains how Faire links indie brands with local retailers. He covers marketplace mechanics, transaction-based recurring revenue, predictability of B2B buying, metric ownership, ROI as a portfolio framework, and rebuilding valuation through disciplined cost and resource choices.
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10 snips
Mar 12, 2026 • 45min

Blockchain.com CFO on How Crypto Exchanges Actually Make Money

Mike Wilcox, CFO of Blockchain.com with a background in capital markets and crypto finance, breaks down how platforms serve retail and institutional users. He covers revenue models, brokerage versus exchange mechanics, the value of first-party data in local markets, liquidity and treasury practices, and the tech and execution edges that drive spreads and growth.
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46 snips
Mar 9, 2026 • 56min

Venture Debt Explained: How Startup Lending Actually Works | Marshall Hawks

Marshall Hawks, a 20+ year venture lending veteran and author of Venture Debt Deals, walks through how startup lending is sized and structured. He covers the Series A/B sweet spot, why lenders underwrite the likelihood of a next raise, differences between banks and private credit, the three real repayment sources, and practical tips to run a venture debt process without blowing legal budgets.
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29 snips
Mar 5, 2026 • 57min

How Superhuman Structures Its Analytics Team | Chris Byington

Chris Byington, Head of Analytics at Superhuman Mail, builds analytics teams that own metrics, OKRs, and forecasting. He discusses where analytics should sit in a company and why dashboards fail without a growth model. He covers hub-and-spoke embedding, pre-committing actions before analysis, setting quantitative outcome targets instead of ship goals, and when self-serve analytics truly works.

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