This week, we have a special crossover episode from June 2021: Joel Beasley, host of the Modern CTO podcast, interviews a16z general partner David Ulevitch about David’s journey from working at an ISP and Dot Com company mp3.com in high school; to starting, running, and selling his own enterprise security company, OpenDNS; to becoming an investor at a16z. They also discuss the value of product marketing for enterprise, David’s philosophy around pricing enterprise products how to survive and lead through hard times, new trends in startup investing, and more. This is part of our occasional series where we feature relevant episodes from like-minded shows on the a16z Podcast, to surface other shows you might be interested in. The Modern CTO podcast is by and for CTOs and other technical leaders at places like Microsoft, NASA, Reddit, Launch Darkly, and more, all sharing how to build strong companies and organizations. It’s hosted by Joel Beasley, CTO of Leaderbits and author of the book, The Modern CTO. Check out more episodes of this show wherever you get your podcast. And for more on how to grow from a technical to product to Sales CEO, check out David’s previous episode on this podcast called “What Time Is It”.

For a SaaS company, it's easier to move upmarket than down, and this gives SaaS startups the advantage against incumbents. In this episode,  David Ulevitch and our newest enterprise general partner Kristina Shen look at the SaaS go-to-upmarket with a focus on how to price for the move, including why so many founders underprice, how to think about free versus paid trials, and navigating the transition to larger accounts.