Run the Numbers

CJ Gustafson
undefined
Sep 20, 2025 • 58min

996 Workweeks, Exploding AI Bills & The SaaS Payback Problem

Kyle Poyar, a growth and market analyst with a knack for SaaS economics, delves into the exploding costs of AI and the impact on company culture. He tackles the unsustainable 996 workweek trend fueled by rising expenses, explains why usage-based pricing can entrap customers, and discusses the challenges of recouping customer acquisition costs. Poyar also introduces the 'cracked engineer' archetype and draws parallels with subscription models in unexpected places, shedding light on the complexities of today’s market.
undefined
17 snips
Sep 18, 2025 • 1h 13min

“90% of VCs Are Neutral to Negative Value”: Kyle Harrison on the Evolving Game of Venture Capital

Kyle Harrison, General Partner at Contrary and writer of the Investing 101 Substack, shares keen insights into the shifting landscape of venture capital. He discusses the varying incentives between capital agglomerators and cottage keepers, emphasizing how fund size influences strategy. The conversation dives into the ethical complexities of funding rival AI projects and the impact of dilution on founders. Harrison also examines the blurred lines between hype and real business value in AI, highlighting the power of narrative in shaping market perceptions.
undefined
Sep 15, 2025 • 1h 21min

TikTok Will Beat Amazon, Google Is Going to Zero, and Other Wild Predictions With VC Turner Novak

Turner Novak, Founder and Managing Partner of Banana Capital, offers sharp insights on digital monetization and the shifting landscape in tech. He argues that TikTok could threaten Amazon, while ChatGPT may diminish Google's user base. The discussion highlights innovative monetization strategies, especially through tiered pricing and memes as marketing tools. Turner also emphasizes adapting acquisition strategies in an AI-driven world, and explores the promising opportunities in food and healthcare investments, reflecting on the evolving startup environment.
undefined
9 snips
Sep 13, 2025 • 22min

How Much Revenue Do You Need to IPO in 2025?

The podcast dives into the shifting landscape of tech IPOs, revealing how revenue thresholds have changed dramatically in recent years. In 2010, $100 million was the standard, but today's expectations are much higher. The journey of companies like Figma post-acquisition attempts showcases the real-world implications of these standards. It also discusses why some firms choose to remain private and the impact of market dynamics on public companies. Finally, it emphasizes the necessity of reaching at least $500 million in revenue for an attractive IPO valuation.
undefined
28 snips
Sep 11, 2025 • 1h 12min

Humans, Robots, and Agents: UiPath on Agentifying Your Business in the Age of AI

Hitesh Ramani, Deputy CFO and Chief Accounting Officer at UiPath, shares his insights on leveraging AI and automation in finance. He discusses the transformative role of agentic automation and the balance between human and robotic workers. Hitesh reveals how UiPath ties employee bonuses to AI adoption and explains the critical strategies for going public successfully. The conversation dives into real-world AI applications in finance and emphasizes the importance of governance and trust in adopting these technologies.
undefined
Sep 8, 2025 • 1h 2min

Selling Your Company? A Silicon Valley Lawyer’s Guide to Not Getting Screwed Over

David Siegel, a partner at Grellas Shah LLP, offers invaluable insights into the art of selling a tech company. He discusses the critical importance of preparation and understanding buyer dynamics in today's M&A landscape. Learn about the 'awkward middle' valuation range of $150-$350 million, risks of relying on bankers, and how to avoid common pitfalls in Letters of Intent. Siegel emphasizes the emotional realities for founders when selling their ‘baby,’ and provides strategies for de-risking before hitting the market.
undefined
10 snips
Sep 6, 2025 • 9min

Do PE Companies Trade Innovation for Margins?

Private equity firms often prioritize operational efficiency, but at what cost? The tension between innovation and profit margins is explored, shedding light on the magical 25% operating margin in software. Discover the concept of the Rule of 50 and the dangers of cutting R&D, which can lead firms down the path of an 'Innovation Death Spiral.' The discussion emphasizes the importance of balancing short-term gains with long-term sustainability to avoid compromising future growth.
undefined
Sep 4, 2025 • 1h 11min

From Facebook’s Hypergrowth to Daffy’s Disruption: A CFO’s Playbook for Saying Yes

In a spirited chat with Ed Park, a finance leader known for his positive outlook, listeners dive into the financial intricacies of hypergrowth companies like Facebook and Asana. Ed shares anecdotes about building trust amid rapid expansion and how finance can integrate into engineering cultures. He reveals Asana’s unique planning strategies and Daffy’s disruptive approach to charitable giving, highlighting the balance between urgency and importance in finance. Throughout the conversation, Ed emphasizes a culture of collaboration and the value of saying yes.
undefined
18 snips
Sep 1, 2025 • 54min

The Anti-Exit Strategy: Premji Invest’s Approach to Evergreen Capital (& the Future of CFO Tech)

In this insightful chat, Sandesh Patnam, Managing Partner at Premji Invest, shares his expertise in CFO and enterprise tech investing. He dives into the concept of evergreen capital, emphasizing its role in fostering long-term growth and partnerships. Discussing the impact of AI on finance, he explains how it shifts CFO priorities from speed to strategic insights. Sandesh also highlights the evolving CFO toolkit, the necessity for skilled finance professionals, and the transformative potential of generative AI, positioning it as a landmark change in the industry.
undefined
Aug 30, 2025 • 25min

Netskope IPO: S1 Breakdown

Dive into the financial intricacies of Netskope's upcoming IPO as the hosts dissect its impressive annual recurring revenue and growth rate. They explore the company's innovative platform, its security offerings, and how its infrastructure enhances operational efficiency. The discussion also highlights key financial metrics, comparing revenue per employee with peers and analyzing potential market valuations. Additionally, insights on implications for early investors and industry expectations are shared.

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