Nilan Peiris, Chief Product Officer at Wise, shares invaluable insights on scaling a business to 1 million users. He discusses effective growth tactics and common pitfalls, emphasizing the importance of user experience and transparent communication. Nilan reveals the two types of content every company needs and how to outshine competitors with limited budgets. He provides a framework for excelling in performance marketing while offering lessons learned from Wise's growth strategies. Don't miss his thoughts on the evolving role of AI in shaping marketing efforts.

Jason Lemkin, SaaS expert, discusses Wiz rejecting Google's $23BN offer, Crowdstrike's future, and $1BN investments in LegalTech. They cover M&A, company strategies, market reactions, and the evolving SaaS industry landscape.

Kevin Hartz, Co-Founder of A*, shares lessons from missing out on Airbnb due to a exploding term sheet, the value of spiky founders, and why he believes a barbell strategy of seed and Series C is best. He reflects on his transition from angel investing to VC, the challenges of stock selling, and the importance of supporting founders. The podcast also covers insights on challenging situations, parenting struggles, and reflections on capitalism and venture numbers.

Cameron Adams, Canva's CPO, reveals Canva's journey to 185M users, lessons from Canva's failure as a social network, tips for creating user delight, and insights on scaling into enterprise. Delve into the significance of quick product launches, democratizing design, AI innovation, and sustainable practices globally.

Pedro Franceschi, Brex CEO, shares insights on battling founder mental health and importance of secondaries. Discusses starting entrepreneurial pursuits young, money mindset, and personal struggles. Analyzes marketing strategies of Brex vs Ramp. Explores challenges in customer retention, pricing power, company culture shift, and path to public offering.

Saam Motamedi from Greylock discusses the frothy seed market, challenges in Series B pricing, and prioritizing founders over markets. He evaluates the current venture capital landscape, the bubble in AI investments, and the importance of data-driven decision-making in SaaS companies.

Mark Roberge discusses biggest lessons scaling HubSpot to $100M ARR, mistakes startups make when scaling into enterprise, launching second product & channel strategies. Insights on sales transition as a founder, analyzing payback periods and customer acquisition costs for investors, scaling from SMBs to enterprise in SaaS industry, ideal customer profiles, and mistakes in channel partnerships.

Ara Mahdessian, Co-Founder of ServiceTitan, discusses why they initially didn't want VC funding, lessons on going upmarket, building a premium brand, and mastering the enterprise market. Insights on strategic decision-making, childhood experiences, customer success, and leadership growth are also shared.

Pat Grady, Head of Sequoia's growth investing practice, discusses Sequoia's investment process, founder assessment framework, and the three pillars of venture. Highlights include removing politics from decisions, lessons on market sizing, and the importance of team, traction, and TAM in investing.

Avi Eyal, Co-Founder of Entrée Capital, discusses debunking VC