
How AI Is Changing Growth, Teams, and Startup Strategy with Jon Mest #244
Jon Mest is the CEO of ChatRank and JustReachOut, where he operates at the intersection of data, growth, and marketing. Throughout his career, he has worked across companies like Thomas Weisel Partners, 1010data, and Sika Health, building a strong foundation in using data to drive scalable growth strategies.At ChatRank, Jon is focused on helping businesses win in the era of AI-driven search, where relevance and quality matter more than ad spend. He also leads JustReachOut, a PR platform that enables companies to secure media coverage through targeted outreach, analytics, and proven frameworks. With a background in applied mathematics from Johns Hopkins University and an MBA from Wharton School, Jon brings a data-driven perspective to helping businesses amplify their visibility and compete more effectively in evolving digital landscapes.In this episode we cover:00:00 - Intro01:24 - Jon's Journey Through Data, Growth, and Startups03:16 - Building ChatRank and JustReachOut05:21 - How AI Is Reshaping Startup Teams07:55 - Why Jon Chose Bootstrapping Over Venture Capital10:51 - Building the Product You Actually Need14:35 - How AI Search Is Changing Brand Discovery16:56 - The New Rules for Startup Growth in 202621:38 - Building an AI-First Startup Team26:26 - Jon's Favorite Activity To Get Into a Flow State27:23 - Jon's Piece Of Advice For His Younger Self28:55 - Jon's Biggest Challenges at ChatRank and JustReachOut31:03 - Instrumental Resources For Jon's Success33:46 - What Does Success Mean for Jon Today35:37 - Get In Touch With JonGet In Touch With Jon:Jon's EmailChatRank WebsiteMentions:Joe DelgadoYelpG2TrustpilotHealthgradesTag Us & Follow:FacebookLinkedInInstagramMore About Akeel:TwitterLinkedInMore SaaS Podcast EpisodesSaaS ConsultantsHow To Value Your SaaS Company



