Andy Rachleff (@arachleff), president and CEO of Wealthfront, joins Anne Dwane and Lucas Bagno to discuss:- What Andy learned from endowment investing and his quest to democratize excellent investing advice at Wealthfront.- Why you shouldn’t try to time the market and why in his opinion all-time highs are “absolutely irrelevant.”- Andy’s lessons from witnessing four day-trading frenzies in his career and why you should think about absolute return rather than relative returns.- How his position on crypto has evolved over time and why he’s optimistic about its ability to revolutionize commerce but skeptical about its place in an investment portfolio.- His learnings on product market fit from Don Valentine, and why Don said that if a startup can screw something up, it will. He also said that to succeed, it needs the market to pull the product out of the startup’s hands.- Why operating investors often make better investment decisions because operating experience is a proxy for network rather than because of the operating experience itself. - His top book recommendations.Thanks for listening — if you like what you hear, please review us on your favorite podcast platform. Check us out on the web at www.villageglobal.vc or get in touch with us on Twitter @villageglobal.Want to get updates from us? Subscribe to get a peek inside the Village. We’ll send you reading recommendations, exclusive event invites, and commentary on the latest happenings in Silicon Valley. www.villageglobal.vc/signup