Run the Numbers

CJ Gustafson
undefined
51 snips
Jun 16, 2025 • 59min

The CFO As the Culture Leader: KPIs, OKRs, and Embracing Failure To Achieve Success

Bill Tole, CFO of TrustRadius, shares his insights on the critical role CFOs play in shaping company culture, particularly in software organizations. He discusses the importance of aligning Objectives and Key Results (OKRs) with team dynamics, emphasizing creativity and collaboration. Tole explains the difference between KPIs and OKRs and underlines how ambitious yet achievable goals foster innovation. He also introduces the Rule of 40 and highlights the necessity for financial literacy among employees to drive success.
undefined
Jun 14, 2025 • 9min

Saying the quiet part out loud

Dive into the world of unconventional business success as two CFOs share insights on profitable ventures outside the tech bubble. Discover surprising tales, like a rug-cleaning business raking in millions without the high-tech frills. Challenge the myth that SaaS is the only path to riches, and explore how traditional industries can thrive. The discussion critiques hustle culture and highlights the importance of tangible results over flashy pitch decks. It’s a reminder that success can be found in the gritty details of everyday businesses.
undefined
11 snips
Jun 12, 2025 • 1h 5min

Customer-First Finance: PagerDuty's Secret to “Small” Public Company Success

Howard Wilson, CFO of PagerDuty, brings a wealth of experience from his role as chief commercial officer. He shares insights on the unique challenges remote public companies face and how customer trust plays a pivotal role in financial transparency. The conversation dives into innovative financial practices, the importance of customer-focused metrics, and adapting to market shifts post-IPO. Howard also discusses the significance of empathy in leadership and collaborative finance teams, along with humorous anecdotes about quirky expense claims that lighten the mood.
undefined
7 snips
Jun 9, 2025 • 1h 7min

From $30M to Almost $1B: A Guide to Hypergrowth, IPO Prep, and Navigating the Public Market

Chirag Shah, CFO of Motive and a whiz at guiding firms through the IPO process, shares his expertise on scaling businesses from $30M to nearly $1B. He dives into the crucial signs that a company is ready to grow, the balance of growth and efficiency, and the pitfalls of expanding sales teams too quickly. Chirag also discusses the emotional rollercoaster of IPOs, achieving great valuations, and whether going public is the right move. His insights provide a roadmap for navigating the complex landscape of hypergrowth and public markets.
undefined
11 snips
Jun 7, 2025 • 51min

Bet on Yourself, and Putting in "Time on the Board" (CJ gets interviewed)

In this engaging discussion, Lilly Wyden, host of the Shared Narratives podcast, interviews CJ about his journey from investor to CFO. They delve into the power of newsletters for career advancement and speculate on whether Substack writers will soon need talent agents. CJ shares insights on the memeification of finance, making it more fun and accessible. The duo also discusses the potential effects of corporate gossip on content creation and the importance of authenticity in brand partnerships.
undefined
35 snips
Jun 5, 2025 • 60min

Wasted Capital and Where to Find It: The CFO’s Guide to Spoilage, Levers & Leakages

In this conversation with Russell Lester, CFO of Tropic, explore how finance leaders can uncover wasted capital and enhance growth strategies. Russell introduces concepts like "spoilage," where deployed capital fails to deliver value, and discusses how to identify "levers" that amplify efforts while tackling "leakages" that hinder progress. He shares insights on adopting effective spend management tools, aligns decision-making, and emphasizes the importance of daily data analysis for CFOs to thrive in today’s business environment.
undefined
53 snips
Jun 2, 2025 • 1h 7min

Carta’s Head of Insights on Dilution, Equity, and the State of the Market Right Now

Peter Walker, Head of Insights at Carta, shares his expertise on venture capital and private tech markets. He tackles the myths around founder ownership post-funding, discussing the ideal equity percentages founders should target. Peter sheds light on employee equity, the complexities of dilution, and the significance of understanding equity compensation. He also explores the evolving landscape of startup funding, including the rise of AI investments and the realities of navigating the startup ecosystem amidst market challenges.
undefined
8 snips
May 31, 2025 • 19min

Mostly Mailbag - May Audience Questions

This edition dives into a hilarious travel misadventure in Switzerland, combining mishaps with the nuances of international transit. The conversation shifts to OnlyFans, examining its staggering $8 billion valuation versus its revenue and the stigma surrounding it. Innovative customer acquisition strategies take the spotlight, as unconventional methods prove effective in a digital-centric world. They also tackle misconceptions about startup profitability and valuation, illuminating the complexities of the financial landscape.
undefined
47 snips
May 26, 2025 • 1h 16min

An Operationally-Focused CFO’s Guide to Scaling From SMB to Enterprise: Lessons From ServiceNow

Andrew Casey, CFO of Amplitude and former key player in scaling ServiceNow, shares insights from his impressive career. He highlights the monumental shift in strategy needed when moving from SMBs to enterprise sales. Casey emphasizes the importance of understanding customer value, effective deal structuring, and transparent pricing. He also discusses the challenges of multi-year contracts and the pitfalls of auto-renewals. With a focus on empathy-driven leadership, he reflects on how understanding customer perspectives shapes operational success.
undefined
8 snips
May 24, 2025 • 22min

Chime IPO: S1 Breakdown

Chime is set to go public on the NYSE, shaking up the fintech landscape. The company generates impressive revenue, focusing on swipe fees instead of traditional methods like deposits or lending. It serves the financially vulnerable, earning customer loyalty as the go-to card. However, challenges loom, including increased credit losses and shrinking transaction margins. With valuation whispers dropping significantly, the story of Chime's IPO is one of both potential and pitfalls, making it a fascinating case study in modern finance.

The AI-powered Podcast Player

Save insights by tapping your headphones, chat with episodes, discover the best highlights - and more!
App store bannerPlay store banner
Get the app