James Beshara founder, angel investor, writer, podcaster, and deep thinker sits down with Pete Holmes for a conversation that goes far beyond startup stories into what it truly means to create, suffer, grow, and live an examined life. James co‑founded Tilt, a crowdfunding platform that was acquired by Airbnb, and went on to invest in and advise companies ranging from Gusto to Halo Top and Mercury Bank. He also hosts the influential philosophy and founder‑focused podcast Below the Line with James Beshara, where he explores psychology, creativity, leadership, and what lies beneath surface success. In this episode, James and Pete dive into the realities of burnout, the myths of productivity, the inner journey of entrepreneurship, and the timeless philosophical ideas from Vedanta to radical honesty that have shaped James’ path. Whether you’re an entrepreneur, creator, thinker, or just curious about what life feels like beneath the surface of success, this conversation blends humor, vulnerability, and deep insight in a way that’s both accessible and profound. 📲 Follow James @jamesbeshara on social media 🎧 Check out his podcast Below the Line with James Beshara available on all major platforms 💡 Subscribe to You Made It Weird with Pete Holmes for more meaningful, weird, and wide‑ranging conversations #JamesBeshara #YouMadeItWeird #PeteHolmes #BelowTheLine #Entrepreneurship #StartupLife #PhilosophyPodcast #Mindset #CreatorJourney #AngelInvestor #BeyondCoffee ========================================================== SUPPORT OUR SPONSORS Thank you VITA COCO for being our official ON SET BEVERAGE Get 25% off and get Vita Coco shipped to your door by using code WEIRD20 https://vitacoco.com LITTLE SAINTS PROMO CODE: WEIRD GET 15% OFF YOUR FIRST MONTH https://littlesaints.com MAGIC MIND PROMO CODE: WEIRD GET 20% OFF YOUR FIRST ORDER https://magicmind.com/weird