The CFO Who Was “Ill Equipped” to Save Lehman Brothers episode artwork

EPISODE · Jul 6, 2026 · 46 MIN

The CFO Who Was “Ill Equipped” to Save Lehman Brothers

from Run the Numbers · host CJ Gustafson

What actually prepares someone to become a CFO? CJ revisits Erin Callan’s short, brutal run as Lehman Brothers CFO and pulls lessons from past guests on operational reps, simple communication, fast-moving bad news, budget mistakes, and why great finance leaders can’t just report the numbers, they have to shape them.—SPONSORS:Anrok is the sales tax platform that watches your exposure everywhere, automates compliance, and flags risk before it turns into a surprise back-tax letter from a state you've never set foot in. Companies like Anthropic, Notion, and Vanta already trust Anrok to stay ahead of rules that move faster than any spreadsheet can. Talk to a sales tax expert for a personalized exposure estimate at anrok.com/rtnRightRev is an automated revenue recognition platform that lets your product team ship new pricing without asking finance for permission, and your sales team close deals without creating downstream chaos. Check out their free tool at calculator.rightrev.com It scores your rev rec process, shows what's exposing you to risk, and tells you exactly where to focus before it bites you in the rear end. Check it out at https://calculator.rightrev.comPulley is an equity management platform that lets you issue options, model dilution, and complete 409As without your cap table turning into a spreadsheet disaster. Founders raising, hiring, and scaling use Pulley to keep equity clean and stay focused on building. Learn more or request a demo at Pulley.com/mostlymetricsRillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cjMaximor is an autonomous finance platform that runs order-to-cash, procure-to-pay, the close, cash management, and reporting on self-learning agents instead of a dozen disconnected tools. One PE-backed customer cut their close in half, took audit findings from seven to zero, and cut back-office costs by 70% in six months. You pay for outcomes, not seats. See it at maximor.aiBrex is an intelligent finance platform with AI-powered agents that capture expenses automatically, enforce policy before the spend happens, and close your books in minutes instead of weeks. 35,000+ companies like OpenAI, Coinbase, Anthropic, and DoorDash already run on Brex. It's time to get Brex AF. Learn more at https://www.brex.com/metrics—LINKS: Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsNCJ: https://www.linkedin.com/in/cj-gustafson-13140948/Slacker Stuff: https://www.slackerstuff.com/Ben on LinkedIn: https://www.linkedin.com/in/slackerstuff/Mostly metrics: https://www.mostlymetrics.com—RELATED EPISODES:Steve Isomhttps://youtu.be/a4lEdrgFW5EJake Kornreichhttps://youtu.be/GKo0B1w4bo4Manu Diwakarhttps://youtu.be/J0J4Rfne54EDan Betteshttps://youtu.be/b4w_OHpSNNwAlan Imbermanhttps://youtu.be/UD9lYhkfA6U—TIMESTAMPS:0:00 Erin Callan: Lehman's CFO Set up to Fail5:48 Steve Isom: broadcaster vs. team captain9:37 Be in rhythm with the business11:15 Sponsors — Anrok | RightRev | Pulley14:07 Jake Kornreich: title vs. impact18:23 Get into the room where decisions are made22:08 Sponsors — Rillet | Maximor | Brex25:23 Dan Betts: don't church it up27:11 The higher up you go, the simpler it gets29:04 Dan Betts: the many faces of EBITDA30:39 Understand what success means to them32:07 Jake Kornreich: the $5M budget bust33:04 Bad news travels fast35:01 Alan Imberman: the $100K coffee tab38:15 ROI on perks40:25 Alan Imberman: long-term vs. short-term investors43:28 Would you take the Lehman job?45:44 Credits#RunTheNumbersPodcast #CFO #FinanceLeadership #StartupGrowth #FinanceHistory

What actually prepares someone to become a CFO? CJ revisits Erin Callan’s short, brutal run as Lehman Brothers CFO and pulls lessons from past guests on operational reps, simple communication, fast-moving bad news, budget mistakes, and why great finance leaders can’t just report the numbers, they have to shape them.—SPONSORS:Anrok is the sales tax platform that watches your exposure everywhere, automates compliance, and flags risk before it turns into a surprise back-tax letter from a state you've never set foot in. Companies like Anthropic, Notion, and Vanta already trust Anrok to stay ahead of rules that move faster than any spreadsheet can. Talk to a sales tax expert for a personalized exposure estimate at anrok.com/rtnRightRev is an automated revenue recognition platform that lets your product team ship new pricing without asking finance for permission, and your sales team close deals without creating downstream chaos. Check out their free tool at calculator.rightrev.com It scores your rev rec process, shows what's exposing you to risk, and tells you exactly where to focus before it bites you in the rear end. Check it out at https://calculator.rightrev.comPulley is an equity management platform that lets you issue options, model dilution, and complete 409As without your cap table turning into a spreadsheet disaster. Founders raising, hiring, and scaling use Pulley to keep equity clean and stay focused on building. Learn more or request a demo at Pulley.com/mostlymetricsRillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cjMaximor is an autonomous finance platform that runs order-to-cash, procure-to-pay, the close, cash management, and reporting on self-learning agents instead of a dozen disconnected tools. One PE-backed customer cut their close in half, took audit findings from seven to zero, and cut back-office costs by 70% in six months. You pay for outcomes, not seats. See it at maximor.aiBrex is an intelligent finance platform with AI-powered agents that capture expenses automatically, enforce policy before the spend happens, and close your books in minutes instead of weeks. 35,000+ companies like OpenAI, Coinbase, Anthropic, and DoorDash already run on Brex. It's time to get Brex AF. Learn more at https://www.brex.com/metrics—LINKS: Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsNCJ: https://www.linkedin.com/in/cj-gustafson-13140948/Slacker Stuff: https://www.slackerstuff.com/Ben on LinkedIn: https://www.linkedin.com/in/slackerstuff/Mostly metrics: https://www.mostlymetrics.com—RELATED EPISODES:Steve Isomhttps://youtu.be/a4lEdrgFW5EJake Kornreichhttps://youtu.be/GKo0B1w4bo4Manu Diwakarhttps://youtu.be/J0J4Rfne54EDan Betteshttps://youtu.be/b4w_OHpSNNwAlan Imbermanhttps://youtu.be/UD9lYhkfA6U—TIMESTAMPS:0:00 Erin Callan: Lehman's CFO Set up to Fail5:48 Steve Isom: broadcaster vs. team captain9:37 Be in rhythm with the business11:15 Sponsors — Anrok | RightRev | Pulley14:07 Jake Kornreich: title vs. impact18:23 Get into the room where decisions are made22:08 Sponsors — Rillet | Maximor | Brex25:23 Dan Betts: don't church it up27:11 The higher up you go, the simpler it gets29:04 Dan Betts: the many faces of EBITDA30:39 Understand what success means to them32:07 Jake Kornreich: the $5M budget bust33:04 Bad news travels fast35:01 Alan Imberman: the $100K coffee tab38:15 ROI on perks40:25 Alan Imberman: long-term vs. short-term investors43:28 Would you take the Lehman job?45:44 Credits#RunTheNumbersPodcast #CFO #FinanceLeadership #StartupGrowth #FinanceHistory

NOW PLAYING

The CFO Who Was “Ill Equipped” to Save Lehman Brothers

0:00 46:14

No transcript for this episode yet

We transcribe on demand. Request one and we'll notify you when it's ready — usually under 10 minutes.

Frequently Asked Questions

How long is this episode of Run the Numbers?

This episode is 46 minutes long.

When was this Run the Numbers episode published?

This episode was published on July 6, 2026.

What is this episode about?

What actually prepares someone to become a CFO? CJ revisits Erin Callan’s short, brutal run as Lehman Brothers CFO and pulls lessons from past guests on operational reps, simple communication, fast-moving bad news, budget mistakes, and why great...

Can I download this Run the Numbers episode?

Yes, you can download this episode by clicking the download button on the episode player, or subscribe to the podcast in your preferred podcast app for automatic downloads.
URL copied to clipboard!