Dave Rubin of “The Rubin Report” talks to the “All-In Podcast’s” Jason Calacanis about the origins of podcasting and how it evolved from blogging; his obsession with mastering every part of media production for independence; the early days of podcasting before mainstream adoption; the influence of figures like Howard Stern, Adam Curry, and Tom Green on new media; the emotional impact and asymmetrical intimacy of daily podcasting; how fame in podcasting differs from traditional celebrity; his extroverted nature and unique connection with fans; investing in startups like Uber and Robinhood with high risk but massive returns; his “mutant” ability to spot winners in angel investing early, like Uber's Travis Kalanick; how he looks for founder traits like intensity, awkwardness, and deep conviction; why his childhood poverty in Brooklyn fueled his drive for wealth and control; the emotional moment when he became financially secure; the dangers of post-exit depression for entrepreneurs; how true freedom comes from building without needing permission or investors; the importance of skills over vague dream-chasing; how Founder University helps teach practical startup essentials; how Silicon Valley figures like Elon Musk were initially dismissed in LA’s entertainment circles; how the tech industry evolved from being admired to viewed with skepticism after the rise of Facebook and social media toxicity; how Elon nearly lost Tesla and SpaceX during the 2008 crisis; how Jason offered to personally loan Elon money and pre-ordered two Model S cars to support him; how that Model S became a historic prototype worth over $1 million; and much more. ---------- #RubinReport #allinpodcast #AllInn #JasonCalacanis #podcasting #bigtech #ElonMusk #siliconvalley #tech #technology #startup #startuplife #tesla #DaveRubin 0:00 Intro 4:00 Origins of Podcasting 20:00 Investing In Startups 38:00 Elon Going Bankrupt 45:33 The Future of DOGE 52:00 Los Angeles & Blue Cities 1:10:20 Keep Creating What is the future of tech? What effect is all the innovation coming out of silicon valley having on us? Is it inevitable that machine intelligence will eliminate a vast majority of our jobs? Is it even possible to know what future tech will look like? Watch these experts describe the cutting edge in new tech, but also what we can expect in the future and the effect it will have on you in this playlist: https://www.youtube.com/playlist?list=PLEbhOtC9klbDzksGrbLATckXU5BkQrQP0 To make sure you never miss a single Rubin Report video, click here to subscribe: https://www.youtube.com/channel/UCJdKr0Bgd_5saZYqLCa9mng?sub_confirmation=1 Looking for smart and honest conversations about current events, political news and the culture war? Want to increase your critical thinking by listening to different perspectives on a variety of topics? If so, then you’re in the right place because on The Rubin Report Dave Rubin engages the ideas of some of society's most interesting thought leaders, authors, politicians and comedians. The Rubin Report is the largest talk show about free speech and big ideas on YouTube. Dave allows his guests to speak their minds and his audience to think for themselves. New videos every week. The Rubin Report is fan funded through monthly and one-time donations: https://rubinreport.com/support ****** Join Dave's Locals community: https://rubinreport.locals.com/ Order “Don't Burn This Country” the follow up to Dave Rubin’s New York Times bestselling “Don’t Burn This Book” here: https://daverubin.com/book/ Dave Rubin's book, "Don't Burn This Book" is available at: www.dontburnthisbook.com LISTEN to The Rubin Report podcast: www.rubinreport.com/podcast Subscribe to Dave’s BRAND NEW Newsletter: https://www.daverubin.com/newsletter Buy tickets to see Dave Rubin Live here: https://daverubin.com/events/ May 29 - Budapest, Hungary - The Report Tonight LIVE at The Danube Institute May 30 - Budapest, Hungary - CPAC Hungary 2025: The Age of Patriots June 2 - Tel Aviv, Israel -TBA June 4 - Jerusalem, Israel - Kikar Hamusica October 18 - Melbourne, Australia - TBA October 21 - Sydney, Australia - TBA October 24 - Gold Coast, Australia - Consilium Conference October 27 - Brisbane, Australia - TBA Official Rubin Report Merchandise: https://rubinreport.myshopify.com/ Listen to the Rubin Report in Spanish: YouTube: https://bit.ly/4do2XF3 Spotify: https://bit.ly/3H0Wgg1 Apple Podcasts: https://bit.ly/43oXaue All art on the set are original works by Caylin Rose Janet. Get a print here: https://www.caylinrosejanet.com/rubinreportart.html ****** Jason Calacanis Co-Host All-In Jason on X: https://x.com/Jason ****** Follow Dave on Twitter: https://twitter.com/RubinReport Follow The Rubin Report on Facebook: https://www.facebook.com/rubinreport Follow Dave on Facebook: https://www.facebook.com/daverubin Follow Dave on Instagram: https://www.instagram.com/rubinreport/?hl=en About Dave Rubin: http://rubinreport.com