HubSpot CTO Dharmesh Shah on empowering entrepreneurs, HubSpot’s journey, and AI automation | E1781

This Week in Startups is brought to you by… Vanta. Compliance and security shouldn't be a deal-breaker for startups to win new business. Vanta makes it easy for companies to get a SOC 2 report fast. TWiST listeners can get $1,000 off for a limited time at vanta.com/twist Crowdbotics. Great ideas can change the world, and Crowdbotics is the fastest way to turn those ideas into code. Get a free scoping session for your next big app idea at crowdbotics.com/twist Fitbod. Tired of doing the same workouts at the gym? Fitbod will build you personalized workouts that help you progress with every set. Get 25% off your subscription or try out the app for FREE when you sign up now at fitbod.me/TWIST. * Today’s show: HubSpot CTO Dharmesh Shah joins Jason to discuss his angel investing origin and strategies (2:36), HubSpot’s journey from a startup to a public company (6:19), the potential of generative AI (42:03), and much more! * Time stamps: (00:00) HubSpot Co-Founder and CTO Dharmesh Shah joins Jason (2:36) Dharmesh explains what prompted his angel investing journey (6:19) HubSpots journey from startup to where it stands today (8:48) Dharmesh’s decision to focus on Small Minus Big (SMB) investing (11:12) Vanta - Get $1000 off your SOC 2 at https://vanta.com/twist (12:19) SMB investing conversation continued (16:08) The difference in cycles between big and small businesses (17:45) The best reason to start a company (21:25) Ways to go about assessing ideas (23:29) Crowdbotics - Get a free scoping session for your next big app idea at crowdbotics.com/twist (28:34) Breaking down the entrepreneurial work ethic (34:15) Anticapitalist sentiment in the U.S. (38:11) Fitbod - Get 25% off at https://fitbod.me/twist (39:40) Starting a business in a downturn (42:03) AI’s impact on business and Business Process Automation (BPA) (46:39) Dharmesh’s thoughts on the next stage of AI and the effect on jobs (54:41) How AI will lead to more efficient organizations and increase margins * Follow Dharmesh: https://twitter.com/dharmesh * Read LAUNCH Fund 4 Deal Memo: https://www.launch.co/four Apply for Funding: https://www.launch.co/apply Buy ANGEL: https://www.angelthebook.com Great recent interviews: Steve Huffman, Brian Chesky, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland, PrayingForExits, Jenny Lefcourt Check out Jason’s suite of newsletters: https://substack.com/@calacanis * Follow Jason: Twitter: https://twitter.com/jason Instagram: https://www.instagram.com/jason LinkedIn: https://www.linkedin.com/in/jasoncalacanis * Follow TWiST: Substack: https://twistartups.substack.com Twitter: https://twitter.com/TWiStartups YouTube: https://www.youtube.com/thisweekin * Subscribe to the Founder University Podcast: https://www.founder.university/podcast