Run the Numbers

LiveRamp’s CFO Rebuilt Pricing From Scratch | Lauren Dillard

CJ sits down with Lauren Dillard, CFO of LiveRamp, whose path to the CFO seat ran through investor relations, communications, and even a year as interim CMO. They dig int

The NScale IPO | A Neocloud S1 Breakdown

Nscale just filed its S-1 to go public on the NYSE — and it might be the wildest IPO filing of the year. This UK-based "NeoCloud" is only 2 years old, is gross margin neg

How Media Actually Makes Money | Blake Saunders

In today’s Run the Numbers, CJ sits down with Blake Saunders, founder and managing director at Core Advisors (an investment bank focused on media) and founder of The Join

How to Sell Your Company: A Multi-Time CFO's Full Playbook | Rick Smith

CJ sits down with multi-time CFO Rick Smith, founder of Bonfire Advisory and author of Six Months to the Sale, to break down what actually happens when you sell a company

Masterwork’s CFO Runs 12 AI Agents at Once | Nigel Glenday

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 m

How Oura Built a $1.4 Billion Business Around a Tiny Ring

How did Oura turn a tiny piece of wearable hardware into a $1.4 billion business? CJ breaks down the numbers behind Oura’s IPO filing and the surprisingly powerful busine

What 20 Years of Software Investing Says About AI | Matt Hedberg

In this episode of Run the Numbers, CJ sits down with Matt Hedberg, a sell-side equity analyst at RBC who has covered software for more than 20 years. They break down how

Andy Ellis: How to Lead Without Becoming the Hero, the Villain, or the Bottleneck

In this episode of Run the Numbers, CJ sits down with leadership coach and former Akamai executive Andy Ellis. They break down why being indispensable can actually hurt y

40 Years of IPOs with Jay Ritter: What the Data Actually Says

In this episode of Run the Numbers, CJ sits down with Jay Ritter. They break down what Apple, Nvidia, the dot-com boom, and today’s AI giants can teach us about IPOs, why

How AI Is Rewriting Product-Market Fit, Pricing, and Go-to-Market

CJ sits down with Rebecca Schwartz of Tabs, Fred Havemeyer of Fleet AI, and Rahul Rekhi of Rogo for a live conversation about what it actually takes to build an AI-native

The Stripe Guide to Pricing, Billing, and Quote-to-Cash with Wisam Hirzalla

In this episode of Run the Numbers, CJ sits down with Wisam Hirzalla, Head of Product at Stripe Billing, to trace the full journey of a dollar—from product packaging and

The CFO-COO Is Coming: Meredith Finn of Front on the Future of Finance

Front CFO & COO Meredith Finn joins CJ to explain why finance leaders are taking on more of the operator’s job. They break down the CFO-COO dual mandate, how Front funds

Xero’s CFO: Why Finance Is Taking On More of the Business

In this episode of Run the Numbers, CJ Gustafson sits down with Xero CFO Claire Bramley to discuss how the CFO role is expanding beyond finance into strategy, operations,

A CFO Explains Private Jets

On this episode of Run the Numbers, CJ and Ben trace corporate private jets from Sam Walton’s scrappy two-seater to Alex Karp’s $17 million jet bill. They break down when

The Business of Saving Lives: Inside RapidSOS

On this episode of Run the Numbers, CJ Gustafson sits down with Richard Haram, VP of Finance at RapidSOS, to unpack how finance supports a public safety AI platform that

Building an AI-Native Finance Team with Plaid CFO Seun Sodipo

On this episode of Run the Numbers, CJ sits down with Plaid CFO Seun Sodipo. Seun explains how her team is using AI to improve speed, accuracy, and ambition; why finance

How to Tell a Demanding Founder They’re Wrong

On this special episode of Run the Numbers, CJ Gustafson revisits standout moments from past conversations with Alex Immerman, Curt Sigfstead, Daniel Kang, Adam Ante, and

The Four Stages of World-Class FP&A with Datadog’s AJ Ljubich

On this episode of Run the Numbers, CJ sits down with Datadog SVP of FP&A AJ Ljubich to break down the four stages of a world-class finance team. — SPONSORS: Brex is a

Dave McClure and Aman Verjee on Angel Investing at Scale, 500 Startups, and Practical VC

On this episode of Run the Numbers, CJ sits down with Dave McClure and Aman Verjee of Practical VC to talk about the evolution of startup investing — from the PayPal mafi

Cumberland Farms S-1 Breakdown: Fuel, Snacks, and Debt

On this episode of Run the Numbers, CJ breaks down Cumberland Farms’ IPO filing and the surprising business behind it. — SPONSORS: RightRev is an automated revenue rec