Run the Numbers

Inside the "Triangle of Doom”: How Great CFOs Navigate CEO and Board Dynamics


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Rick Smith, multi-time CFO, founder of Bonfire Advisory, and author, joins CJ to discuss the complexities and nuances of the CFO role in venture-backed companies. They delve into the dynamics of the CEO-CFO relationship and examine the qualities CEOs think they want in a CFO versus what they need. Rick introduces the concept of “The triangle of doom” that exists between the CEO, the CFO, and the board, and how to navigate situations when forced to pick sides. Having been a CFO of five different organizations across industries and stages, Rick then explains how he categorizes company stages relating to CFO needs. As the founder of Bonfire Advisory, Rick talks about how founders can set themselves up for financial success before they need a full-time CFO and breaks down some of the most common mistakes early-stage companies make.

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FOLLOW US ON X:

@cjgustafson222 (CJ)

LINKS:

Demystifying the Role of the CFO in Venture and Growth Stage Companies - https://www.amazon.com/Demystifying-Role-CFO-Venture-Companies/dp/B0DS9KF2C8

Rick Smith on LinkedIn - https://www.linkedin.com/in/rick-smith-906939/

TIMESTAMPS:

(00:00) Preview and Intro

(02:13) Sponsor – Tropic | NetSuite | Planful

(06:49) The Challenges of the CFO-CEO Relationship

(12:59) What CEOs Think They Want in a CFO Versus What They Need

(17:46) Sponsor – Subscript | Rippling Spend | Vanta

(21:21) Hatred of Failure and Personal Accountability

(24:38) Establishing Trust With a New CEO

(28:21) Navigating Ethics When the CEO Is Dishonest

(32:54) Picking Sides Between the Board & CEO

(36:42) How To Exit When You Disagree With the CEO

(38:19) Categorizing Company Stages

(41:21) Why Early-Stage Companies Should Have Fractional CFOs

(43:51) Common Mistakes for Early-Stage Companies

(48:49) The Types of CFOs You Need at Different Stages

(53:14) What Rick Likes About Working With Series A and B

(54:54) Rick’s Book

(57:15) Anecdotes From Rick’s Career

(01:00:47) Long-Ass Lightning Round: Leases

(01:04:49) Advice to Younger Self

(01:05:38) Rick’s Recommended Tech Stack

(01:08:54) Craziest Expense Story



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Run the NumbersBy CJ Gustafson

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