Run the Numbers

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.

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.

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.

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.

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.

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.

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.

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.

Craig Conti, EVP and CFO of Verra Mobility, shares insights from his extensive finance career in a crucial discussion on blending hard and soft skills for effective leadership. He emphasizes the importance of approaching tough markets head-on and the value of authentic self-representation at work. The conversation navigates key concepts like cost avoidance versus cost savings, the dynamics of nurturing B2B and B2G relationships, and simplifying complex financial models for non-finance colleagues. Personal anecdotes on imposter syndrome and the necessity of perseverance round out this compelling dialogue.

Mohit Daswani, a skilled CFO with extensive experience at PayPal and Square, discusses the evolving nature of risk and return in finance. He shares insights on navigating the complexities of venture capital, private equity, and public markets. Key topics include the importance of financial discipline versus growth in venture-backed companies, the pitfalls of using valuation as a performance metric, and strategies for capital allocation. Mohit also reflects on lessons learned from PayPal’s strategic decisions, including adapting to market changes and balancing immediate performance with long-term goals.