Inside the All-In Podcast: Lessons from Elon, Trump, Oprah, Travis Kalanick, Investing in 100+ Startups per Year with Jason Calacanis
Jason Calacanis is the host of the All-In Podcast, This Week in Startups, co-founder of the Launch Accelerator, and the “3rd or 4th investor in uber”.
We go inside the origins of All-In, how they decide what to talk about each week, and if Jason thinks it helped swing the election.
We also talk lesson from starting 7 media companies over the past three decades, what he's learned from studying the world's best interviewers, joining Sequoia’s first scout program, his investing strategy at Launch, the story of being the “3rd or 4th investor in Uber", what people underestimate about Elon, and what it was like inside the Twitter buyout in 2022.
Thank you to Austin Petersmith for helping brainstorming topics for the conversation.
Thanks to Numeral for supporting this episode. It’s the end-to-end platform for sales tax and compliance. Try it here: https://www.numeral.com
Timestamps:
(3:34) Interviewing lessons from Oprah, Charlie Rose
(6:48) How to ask good questions
(12:20) Jason’s favorite upcoming podcasters
(17:57) Starting 7 media companies
(22:50) How he'd start a new media company today
(27:56) In-person experiences, “Bang Bang” in Japan
(32:44) Vinyl bars, smartphones, mental health
(38:41) Origin of the All-In Podcast
(42:58) All-In’s influence on the 2024 Election
(46:58) Why All-In got so political
(52:35) Media lessons from Trump
(55:01) Joining Sequoia’s very first scout program
(57:55) Jason’s VC investing strategy
(1:03:55) How Launch competes with other accelerators
(1:08:46) Fundraising is a numbers game
(1:13:06) Investing in Uber and Robinhood Seed rounds
(1:18:31) Origin of “3rd or 4th investor in Uber” meme
(1:20:57) How Jason got the first Model S
(1:26:19) What people underestimate about Elon
(1:27:37) Inside the Twitter takeover
(1:31:44) Career advice for young people
(1:35:22) Jason’s experience taking GLP-1’s
(1:40:05) How All-in picks topics each week
Referenced
Howie: https://howie.com/
All-In Podcast: https://allin.com/
Bret Easton Ellis (Podcast): https://www.breteastonellis.com/podcast
Red Scare (Podcast): https://en.wikipedia.org/wiki/Red_Scare_(podcast)
Preet Berrara (Podcast): https://cafe.com/stay-tuned-podcast/
Adam Friedland Show: https://www.youtube.com/c/TheAdamFriedlandShow
The Insider (Movie): https://www.imdb.com/title/tt0140352/
Launch: https://www.launch.co/
Ro: https://ro.co/
Follow Jason
Twitter: https://twitter.com/Jason
LinkedIn: https://www.linkedin.com/in/jasoncalacanis/
Follow Turner
Twitter: https://twitter.com/TurnerNovak
LinkedIn: https://www.linkedin.com/in/turnernovak
Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it
(Bonus) Jason Calacanis Interview
Again, this is a republishing of my Jason Calacanis interview from the Internet History Podcast.
Sponsors:
Bloomberg.com/careers
Learn more about your ad choices. Visit megaphone.fm/adchoices
#635: Jason Calacanis on Brooklyn Grit, Big Asks, Angel Investing (Uber, Calm, Robinhood, and more), The Magic of Thinking Big, and St*bbing People in the Face but Never in the Back
Brought to you by Eight Sleep’s Pod Cover sleeping solution for dynamic cooling and heating, House of Macadamias delicious and nutritious nuts, and LinkedIn Jobs recruitment platform with 800M+ users.
Jason Calacanis (@jason) has invested in more than 300 startups in the past decade (Uber, Calm, Robinhood, and more), was Sequoia Capital's first Scout, and is the author of the book ANGEL. He also hosts two podcasts, This Week in Startups and All-In.
Please enjoy!
This episode is brought to you by LinkedIn Jobs. Whether you are looking to hire now for a critical role or thinking about needs that you may have in the future, LinkedIn Jobs can help. LinkedIn screens candidates for the hard and soft skills you’re looking for and puts your job in front of candidates looking for job opportunities that match what you have to offer.
Using LinkedIn’s active community of more than 800 million professionals worldwide, LinkedIn Jobs can help you find and hire the right person faster. When your business is ready to make that next hire, find the right person with LinkedIn Jobs. And now, you can post a job for free. Just visit LinkedIn.com/Tim.
*
This episode is also brought to you by House of Macadamias delicious and nutritious nuts! I love macadamia nuts and have been enjoying them often since keto expert Dr. Dominic D’Agostino recommended them on the podcast in 2015. They taste great, and with more healthy, monounsaturated fat than both olive oil and avocados, 27% fewer carbs than almonds, and more than 50% fewer carbs than cashews, they’re the perfect low-carb, keto-friendly, nutty snack. In fact, I just ate a handful of lightly white-chocolate-covered macadamias about an hour ago to keep me going through the afternoon until dinner. And I will say this: House of Macadamias produces the best-tasting macadamia nuts I’ve ever eaten… by far.
Listeners of The Tim Ferriss Show can use code TIM20 to get 20% off all orders, plus free two-day shipping across the US, UK, and African continent with the purchase of two or more boxes! Visit HouseOfMacadamias.com/Tim to discover some of the most delicious and nutritious nuts on the planet.
*
This episode is also brought to you by Eight Sleep! Eight Sleep’s Pod Cover is the easiest and fastest way to sleep at the perfect temperature. It pairs dynamic cooling and heating with biometric tracking to offer the most advanced (and user-friendly) solution on the market. Simply add the Pod Cover to your current mattress and start sleeping as cool as 55°F or as hot as 110°F. It also splits your bed in half, so your partner can choose a totally different temperature.
For a limited time, Eight Sleep is offering my listeners up to $450 off their Sleep Fit Holiday Bundle, which includes my personal favorite, the Pod 3 Cover. Go to EightSleep.com/Tim to get the exclusive holiday savings. Eight Sleep currently ships within the USA, Canada, the UK, select countries in the EU, and Australia. That’s EightSleep.com/Tim
*
[05:39] Why is this only the first time Jason’s been on the show?
[06:37] Never underestimate the power of checklists.
[08:56] How Jason’s young life was steeped in blood and taxes.
[11:57] How Jason entered the world of entrepreneurship.
[29:32] What happened when Jason got fired from his own company.
[34:05] Orchestrating a comeback the very next day.
[37:49] The Mercury Club that never was.
[41:37] The origin of “Calacanis.”
[43:01] Building a blogging empire.
[48:36] Finding blog writers.
[52:51] Planning events and making memories.
[58:39] Friendship, loyalty, and collaboration with close friends.
[1:06:00] All-In: When a solo act gets tricked into joining a band.
[1:13:39] Memorable times All-In has gone off the rails.
[1:21:49] With greatly followed podcasts comes great responsibility.
[1:27:38] KeepingAll-In running smoothly with four very different personalities.
[1:34:53] Talent-wrangling techniques.
[1:39:30] Bill Maher’s moderation style.
[1:40:47] Friendly rapport can be contagious.
[1:42:26] Can you see your comfort zone from the Overton window?
[1:45:44] Transfering skills, building popularity, and co-existing with jet blockers.
[1:52:16] What happens when you catch the car?
[1:55:15] Psychedelic therapy and a big win in Colorado.
[2:01:28] Jason’s billboard and parting thoughts.
*
For show notes and past guests on The Tim Ferriss Show, please visit tim.blog/podcast.
For deals from sponsors of The Tim Ferriss Show, please visit tim.blog/podcast-sponsors
Sign up for Tim’s email newsletter (5-Bullet Friday) at tim.blog/friday.
For transcripts of episodes, go to tim.blog/transcripts.
Discover Tim’s books: tim.blog/books.
Follow Tim:
Twitter: twitter.com/tferriss
Instagram: instagram.com/timferriss
YouTube: youtube.com/timferriss
Facebook: facebook.com/timferriss
LinkedIn: linkedin.com/in/timferriss
Past guests on The Tim Ferriss Show include Jerry Seinfeld, Hugh Jackman, Dr. Jane Goodall, LeBron James, Kevin Hart, Doris Kearns Goodwin, Jamie Foxx, Matthew McConaughey, Esther Perel, Elizabeth Gilbert, Terry Crews, Sia, Yuval Noah Harari, Malcolm Gladwell, Madeleine Albright, Cheryl Strayed, Jim Collins, Mary Karr, Maria Popova, Sam Harris, Michael Phelps, Bob Iger, Edward Norton, Arnold Schwarzenegger, Neil Strauss, Ken Burns, Maria Sharapova, Marc Andreessen, Neil Gaiman, Neil de Grasse Tyson, Jocko Willink, Daniel Ek, Kelly Slater, Dr. Peter Attia, Seth Godin, Howard Marks, Dr. Brené Brown, Eric Schmidt, Michael Lewis, Joe Gebbia, Michael Pollan, Dr. Jordan Peterson, Vince Vaughn, Brian Koppelman, Ramit Sethi, Dax Shepard, Tony Robbins, Jim Dethmer, Dan Harris, Ray Dalio, Naval Ravikant, Vitalik Buterin, Elizabeth Lesser, Amanda Palmer, Katie Haun, Sir Richard Branson, Chuck Palahniuk, Arianna Huffington, Reid Hoffman, Bill Burr, Whitney Cummings, Rick Rubin, Dr. Vivek Murthy, Darren Aronofsky, Margaret Atwood, Mark Zuckerberg, Peter Thiel, Dr. Gabor Maté, Anne Lamott, Sarah Silverman, Dr. Andrew Huberman, and many more.
See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
EP 39: All-In’s Jason Calacanis Joins, Breaking Into Media, Tech in Journalism and the Kanye Controversy
All-In’s Jason Calacanis joins to talk about how he broke into media and how it impacted his success as an entrepreneur. Plus the origins of blogs and the early internet, tech in journalism today, his own experiences as a podcaster and interview, and finally the Kanye controversy.
(0:00) Welcome Rashad
(2:25) Kanye Controversy
(9:32) Elon buys Twitter
(13:58) Welcome Jason Calacanis
(15:00) NYC and Silicon Alley
(18:32) Getting into media
(28:52) Web 1.0 to Web 2.0
(34:02) Tech and journalism
(44:09) This week in startups
(49:48) Palmer Luckey interview
(56:56) Kanye on Lex Friedman
(59:35) Responsibility as a public figure
(1:02:53) All-In and Cartoon Avatars
(1:09:23) Capturing lightning in a bottle
(1:16:19) Being in the public spotlight
(1:22:30) Wrap up
Mixed and edited: Justin Hrabovsky
Produced: Andrew Nadeau and Rashad Assir
Executive Producer: Josh Machiz
Music: Griff Lawson
🎙 Listen to the show
Apple Podcasts: https://podcasts.apple.com/us/podcast/three-cartoon-avatars/id1606770839
Spotify: https://open.spotify.com/show/5WqBqDb4br3LlyVrdqOYYb?si=3076e6c1b5c94d63&nd=1
Google Podcasts: https://podcasts.google.com/feed/aHR0cHM6Ly9mZWVkcy5zaW1wbGVjYXN0LmNvbS9zb0hJZkhWbg
Follow on Socials
📸 Instagram - https://instagram.com/cartoonavatars
🐦 Twitter - https://twitter.com/cartoonavatars
🎬 Clips on TikTok - https://www.tiktok.com/@cartoonavatars
About the Show
A Saturday morning podcast hosted by Logan Bartlett (Partner and Managing Director at Redpoint Ventures) covering the tech news with his friends and other people with industry expertise.
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
🎥 Subscribe on YouTube: https://www.youtube.com/channel/UCugS0jD5IAdoqzjaNYzns7w?sub_confirmation=1
Follow on Socials
📸 Instagram - https://www.instagram.com/theloganbartlettshow
📱 X - https://twitter.com/loganbartshow
🎬 Clips on TikTok - https://www.tiktok.com/@theloganbartlettshow
About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode of The Logan Bartlett Show, we sit down with the people behind today’s most important startups and extract the tactics, lessons, and frameworks they’ve learned the hard way. Conversations span hiring to GTM, product, growth, fundraising and everything in between - collectively forming the ultimate playbook to make you a better CEO, investor or board member.
Tap follow and enable notifications to stay ahead of the game.
ACQ Sessions: Jason Calacanis
We kick off ACQ Sessions with the-behind-the-scenes story of All-in, from the world’s greatest moderator himself Jason Calacanis. ACQ Sessions is our new, occasional “MTV Unplugged” version of Acquired: a great IRL guest, a bottle (or two) of wine, and no script. We talk about everything you’d imagine we would over wine with JCal — All-In, bestie relationships, money & politics in Silicon Valley, who his influences and mentors have been (one surprise — the great Fred Wilson of USV!), what motivates him to keep grinding and why, at age 50+ when he could easily be winding down he’s instead speeding up into the most productive phase of his entire career. Pour a beverage yourself, pull up a comfy seat and join us!
Sponsors:
Anthropic: https://bit.ly/acquiredclaude25
Sentry: https://bit.ly/acquiredsentry
WorkOS: https://acquired.fm/unpluggedPlaying Cards: https://bit.ly/workOSshop (Code: ACQDECK)
Statsig: https://bit.ly/acquiredstatsig26
More Acquired!
Get email updates with hints on next episode and follow-ups from recent episodes
Join the Slack
Subscribe to ACQ2
Merch Store!
© Copyright 2015-2026 ACQ, LLC
Note: Acquired hosts and guests may hold assets discussed in this episode. This podcast is not investment advice, and is intended for informational and entertainment purposes only. You should do your own research and make your own independent decisions when considering any financial transactions.
Jason Calacanis On the Expensive Lesson Coming to Silicon Valley
For years, venture capital firms have been pouring money into start-ups, trying to get a piece of the next Amazon or Apple. Valuations for new tech companies soared, and many of them took to crypto to explore new forms of raising money. That included issuing tokens to venture capital funds who sometimes then flipped them to retail investors. Now, Silicon Valley seems to be crashing back down to Earth. And an industry that's all about sourcing more and more money at higher valuations, is having to contend with down rounds. Meanwhile, many of the tokens sold by start-ups have lost value during the crypto crash. On this episode we speak with long-time angel investor and co-host of the 'All-In' podcast Jason Calacanis, who was early into companies like Uber, Calm and Robinhood. He predicts that Silicon Valley is about to learn a very expensive lesson.
See omnystudio.com/listener for privacy information.
#161 – Jason Calacanis: Startups, Angel Investing, Capitalism, and Friendship
Jason Calacanis is an angel investor, entrepreneur, and co-host of All-In Podcast and This Week in Startups. Please support this podcast by checking out our sponsors:
– Brave: https://brave.com/lex
– Linode: https://linode.com/lex to get $100 free credit
– Four Sigmatic: https://foursigmatic.com/lex and use code LexPod to get up to 60% off
– Rev: https://rev.ai/lex to get 7-day free trial
EPISODE LINKS:
Jason’s Twitter: https://twitter.com/Jason
Jason’s Website: https://calacanis.com/
Jason’s YouTube: https://www.youtube.com/user/ThisWeekIn
Jason’s Link Tree: https://linktr.ee/calacanis
All-In Podcast: https://linktr.ee/allinpodcast
This Week in Startups Podcast: https://thisweekinstartups.com/about/
PODCAST INFO:
Podcast website: https://lexfridman.com/podcast
Apple Podcasts: https://apple.co/2lwqZIr
Spotify: https://spoti.fi/2nEwCF8
RSS: https://lexfridman.com/feed/podcast/
YouTube Full Episodes: https://youtube.com/lexfridman
YouTube Clips: https://youtube.com/lexclips
SUPPORT & CONNECT:
– Check out the sponsors above, it’s the best way to support this podcast
– Support on Patreon: https://www.patreon.com/lexfridman
– Twitter: https://twitter.com/lexfridman
– Instagram: https://www.instagram.com/lexfridman
– LinkedIn: https://www.linkedin.com/in/lexfridman
– Facebook: https://www.facebook.com/LexFridmanPage
– Medium: https://medium.com/@lexfridman
OUTLINE:
Here’s the timestamps for the episode. On some podcast players you should be able to click the timestamp to jump to that time.
(00:00) – Introduction
(06:52) – WallStreetBets and Robinhood
(17:58) – How does the WallStreetBets saga end?
(21:09) – Capitalism
(26:30) – Ideas vs Execution
(27:38) – Learning to learn
(33:06) – Risk-aversion
(39:07) – Robinhood
(47:33) – Parler and AWS
(49:59) – Social networks
(56:33) – Leadership
(1:01:21) – Work-life balance
(1:09:44) – Great leaders lead by example
(1:17:30) – Advice for startup founders
(1:21:57) – Clubhouse
(1:22:42) – When will we fully re-open the economy
(1:33:20) – Augmented reality
(1:36:48) – When should a startup raise money?
(1:43:44) – David Goggins
(1:45:40) – Disagreement with Chamath Palihapitiya
(1:58:52) – Story about Elon Musk’s darkest moments
(2:07:08) – Friendship
#150 - Jason Calacanis Joins The Brainstorm To Talk Robinhood, Gambling and the Opportunities He's Investing In
Shaan Puri (@ShaanVP), Sam Parr (@theSamParr), and Jason Calacanis (@jason) discuss: - The reason Jason gambles and how much he has made over the years - How Jason made the transition from being a journalist to being an investor - How Jason became an investor in Robinhood - Why Substack and tech media may be doomed - The big opportunities in paid communities - Why Jason predicts ISAs and travel startups are going to boom Thank you to Lemon.io for sponsoring today's episode! They are offering a 15% discount for the first 6 weeks of work for all MFM fans. Go to Lemon.io/mfm to claim the offer! Have you joined our private FB group yet? It's a page where people share each others million dollar ideas or what they're already working on: https://www.facebook.com/groups/ourfirstmillion. Editing thanks to Jonathan Gallegos (@jjonthan)
See acast.com/privacy for privacy and opt-out information.
The Jason Calacanis Special (cont.)
In Part 2 of our conversation, Jason reveals his "secret master plan" behind the Calacanis empire, as well as how he and his team manage all their various activities and their own productivity. And of course, we couldn’t resist diving into some behind-the-scenes stories and hot takes, including a long bet on a future TWiSt - Acquired live show crossover collab.
You can find Part 1 of our conversation in the main show feed at: https://www.acquired.fm/episodes/acquired-special-episode-jason-calacanis
Sponsors:
Sierra: https://bit.ly/acquiredsierra
Special Episode: Jason Calacanis
We're joined by the one and only Jason Calacanis for this very special episode, wherein we chronicle Jason's journey from a kid porter in the barrooms of Brooklyn to building the largest independent media business in tech, becoming the "3rd or 4th greatest seed investor of all-time" (and the original Sequoia Scout), launching one of the top accelerators in the world, and constructing a one-man empire that may just disrupt the entire capital stack in our industry. We dive into how it all ties together, and where the money and power is shifting in the ever changing sands of Silicon Valley...
Sponsors:
Anthropic: https://bit.ly/acquiredclaude25
Sentry: https://bit.ly/acquiredsentry
WorkOS: https://acquired.fm/unpluggedPlaying Cards: https://bit.ly/workOSshop (Code: ACQDECK)
Statsig: https://bit.ly/acquiredstatsig26
More Acquired!
Get email updates with hints on next episode and follow-ups from recent episodes
Join the Slack
Subscribe to ACQ2
Merch Store!
© Copyright 2015-2026 ACQ, LLC
#154 - Jason Calacanis - How Does Angel Investing Work?
Jason Calacanis is an angel investor and podcaster.
I'm constantly hearing stories of how people are making their millions and billions angel investing in Silicon Valley startups, but I have no idea how it all works.
Thankfully I got hold of Jason, who was one of the first investors in Uber, Thumbtack, Calm and many more, to teach us everything there is to know about the industry.
Get Surfshark VPN - https://surfshark.deals/MODERNWISDOM (Enter Promo Code MODERNWISDOM for 83% off & One Extra Month Free)
Extra Stuff:
Follow Jason on Twitter - https://twitter.com/jason
Check out Jason's Company - https://launch.co/
Take a break from alcohol and upgrade your life - https://6monthssober.com/podcast
Check out everything I recommend from books to products - https://www.amazon.co.uk/shop/modernwisdom
-
Get in touch. Join the discussion with me and other like minded listeners in the episode comments on the MW YouTube Channel or message me...
Instagram: https://www.instagram.com/chriswillx
Twitter: https://www.twitter.com/chriswillx
YouTube: https://www.youtube.com/ModernWisdomPodcast
Email: https://www.chriswillx.com/contact
Learn more about your ad choices. Visit megaphone.fm/adchoices
Recode Decode: Jason Calacanis
Inside CEO and This Week in Startups host Jason Calacanis talks with Kara Swisher about the future of Uber after its troubled IPO, why one of the tech giants should buy Tesla, and Jeff Bezos' Achilles heel: His lack of generosity. Calacanis, who was an early investor in Uber, also talks about his objections to the current state of tech journalism and punditry, the end of SoftBank’s “free money party," and why Tim Cook doesn’t have the chutzpah to take Apple into the future. Plus: Why the US should ban TikTok, even if the Chinese-owned mobile app spins off an American-run unit.
Featuring:
Jason Calacanis (@Jason), CEO and co-founder, Inside
Host:
Kara Swisher (@karaswisher), Recode co-founder and editor-at-large
More to explore:
On Reset, Arielle Duhaime-Ross explores why — and how — tech is changing everything.
On Recode Media, Peter Kafka interviews business titans, journalists, comedians and podcasters about the collision of tech and media.
On Pivot, Kara Swisher and Scott Galloway talk about the big tech news stories of the week, who's winning, who's failing, and what comes next.
And on Land of the Giants, Jason Del Rey chronicled the rise of Amazon. Season 2 will focus on Netflix and is coming soon!
About Recode by Vox:
Recode by Vox helps you understand how tech is changing the world — and changing us.
Follow Us:
Newsletter: Recode Daily
Twitter: @Recode and @voxdotcom
Learn more about your ad choices. Visit podcastchoices.com/adchoices
20VC: Jason Calacanis on The 4 Questions Investors Must Ask Founders, Whether YC Have Scaled Their Process Successfully & Why Early Founder Liquidity Is Good Not Bad
Jason Calacanis is arguably one of the world's greatest angel investors, as he says he has "got lucky" 7 times and counting with a portfolio that includes the likes of Uber, Thumbtack, Evernote, Tumblr and more incredible companies. Jason has also previously been a scout for Sequoia Capital, where he made the original Uber investment. On the operational side, Jason was previously a Sequoia Founder with Weblogs, sold to AOL for a reported $25-40m. Today he is the Host of This Week In Startups and Founder of The Launch Festival, bringing entrepreneurs together with potential investors. You can buy his fantastic new book, Angel here!
CLICK TO PLAY
CLICK TO LISTEN ON ITUNES
In Today's Episode You Will Learn:
1.) How did Jason make his move into the world of angel investing? Why was now the right time to write, Angel?
2.) What does Jason believe are the 4 questions investors must ask founders? What response to those questions excited Jason to hear? What responses make him nervous?
3.) Why does Jason believe that founders having the option for early liquidity is good? Why does he believe it does the opposite of what VCs think and actually makes them continue to work? What are the dangers of offering early liquidity to those founders?
4.) Why does Jason believe that companies are always bought and not sold? Does VC access to corporate development teams then become a futile exercise?
5.) How does Jason view the scaling of Y Combinator? How does Jason evaluate the valuations placed on YC companies? Why does Jason believe that progressive term sheets are ridiculous?
As always you can follow Harry, The Twenty Minute VC and Jason on Twitter here!
Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC.
Pendo delivers the only complete platform that helps companies create great products. The Pendo Product Experience Platform enables product teams to understand product usage, collect user feedback, measure NPS, assist users, and promote new features in-app - all without requiring any engineering resources. This unique combination of capabilities helps companies improve customer satisfaction, reduce churn, and increase revenue. Pendo is the proven choice of Salesforce, Cisco, Optimizely Citrix, BMC and many more leading companies. Start a free trial at http://go.pendo.io/harry
Treehouse is an online school where you can learn how to build websites and apps. Their course library has thousands of hours of content, where you can learn all sorts of topics, including Javascript, iOS, Android and more. With high-quality video instruction from real industry experts teaching you all you need to know, and quizzes and code challenges keep you engaged and on track. Learn on your own schedule and go from beginner to pro. Go to teamtreehouse.com to start your free trial.
Episode 89: Jason Calacanis
Jason Calacanis is a long time founder and investor, having invested in Uber, Thumbtack, and many more. We talk about Jason’s Launch Incubator, investment strategy, legacy, and much more. As always, Jason tells it straight and does not hold back any punches. Edited by @alexkontis Lavish Praise to @Jason Constructive Criticism to @eriktorenberg
Jason Calacanis: The World's Greatest Angel Investor
Jason Calacanis is arguably the world's greatest angel investor with over 60 investments including the likes of Uber (1st round), ThumbTack and Calm, just to name a few. Jason is also the Host of This Week In Startups, the world's biggest startup podcast and Founder of Launch and Launch Festival, the world's biggest startup festival.
In this interview we discuss, how Jason invested in Uber's 1st round, what Jason looks for in startups, how Jason can tell whether a founder has got what it takes, which VC's Jason most likes to work with, which entrepreneurs Jason most likes to invest in, what pisses Jason off more than anything, what inspires him more than anything, what industries will see the most disruption in the coming years, what makes a great entrepreneur and how startups can position themselves best for entering a round of funding.
Enjoy! All show notes, links and resources from this episode can be found at http://www.thetwentyminutevc.com and you can follow Harry, Jason and The Twenty Minute VC on Twitter.
Mentioned in Today's Show:
Bill Gurley, Jonathan Triest, Chamath Palihapitiya
Bento: Delicious Asian Food Delivered in Minutes
Butterfleye: Google's Nest Meets Dropcam
Birdi: Better Than A Smoke Detector
Product Hunt Radio: Episode 35 w/ Jason Calacanis
This week Jason Calacanis joins us on the show to chat about next week's LAUNCH Festival (http://www.launchfestival.com/) (including the Product Hunt AMA stage), technology's influence in building empathy, and qualities he looks for in founders he invests in. Listen in and we'll see many of you next week at the conference!