Run the Numbers

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.

The discussion highlights the perils of romanticizing Product-Led Growth (PLG). It argues that relying solely on self-serve models can cap growth and hurt margins due to credit card fees. Real enterprise sales often require relationships and traditional sales teams, despite the allure of automated processes. Examples from companies like Slack and HubSpot illustrate the need for balancing PLG with direct customer engagement. Ultimately, PLG is a good starting point, but businesses must integrate it with solid sales strategies to scale successfully.

In a riveting discussion, Paul Stansik, an Operating Partner at ParkerGale and writer of the Hello Operator Substack, reveals how to turn sales data into smart decisions for scaling portfolio companies. He dives into the critical differences between being data-aware and fully data-driven while tackling post-acquisition challenges. Paul emphasizes the importance of hiring the right sales leaders for each growth stage and highlights how structured processes can unlock commercial success. His insights on overcoming unspoken problems and the necessity of clear communication are invaluable.

Catherine Jhung, a Senior Managing Director at Hercules Capital, shares her expertise in venture lending, focusing on the evolving landscape of venture debt. She explores how CFOs can leverage debt to boost equity valuations, emphasizing the delicate balance between flexibility and rates. The conversation highlights the intricate dynamics between VCs and debt providers, and when it's prudent for startups to approach lenders. Catherine also discusses the critical role of storytelling in a CFO's journey and how her sales background informs her approach to financing.