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Jason Calacanis

71 Podcast Episodes

Latest 26 Mar 2023 | Updated Daily

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Jason Calacanis on Democratizing Venture Capital, How to Handle Large Winners, & Why The Price You Pay Matters...Even in Venture Capital | #469

The Meb Faber Show

Today’s returning guest is Jason Calacanis, famed Angel investor and podcast host of the All-In Podcast and This Week in Startups. In today’s episode, Jason shares why he’s more excited about the startup landscape than he’s been in the past 10 years. He touches on his approach to handling his large winners like Uber, Robinhood & Calm, lessons learned from surviving multiple cycles as a venture capitalist, and why he’s now focusing on democratizing access to venture capital. ***To listen to Jason's first appearance on The Meb Faber show, click here  ----- Follow Meb on Twitter, LinkedIn and YouTube For detailed show notes, click here To learn more about our funds and follow us, subscribe to our mailing list or visit us at cambriainvestments.com ----- Today's episode is sponsored by YCharts.  YCharts enables financial advisors to make smarter investment decisions and better communicate with clients. YCharts offers a suite of intuitive tools, including numerous visualizations, comprehensive security screeners, portfolio construction, communication outputs, and market monitoring. Visit YCharts to start your free trial and be sure to mention "Meb" for 20% off your subscription. (New clients only).  Today’s episode is sponsored by The Idea Farm. The Idea Farm gives you access to over $100,000 worth of investing research, the kind usually read by only the world’s largest institutions, funds, and money managers. Subscribe for free here. ----- Interested in sponsoring the show? Email us at Feedback@TheMebFaberShow.com ----- Past guests include Ed Thorp, Richard Thaler, Jeremy Grantham, Joel Greenblatt, Campbell Harvey, Ivy Zelman, Kathryn Kaminski, Jason Calacanis, Whitney Baker, Aswath Damodaran, Howard Marks, Tom Barton, and many more.  ----- Meb's invested in some awesome startups that have passed along discounts to our listeners. Check them out here! 

1hr 7mins

8 Mar 2023

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Designer, Shrewishness and The Economy Duration: 38:00 Host Lexman Keywords: Jason Calacanis, Shrewishness,

Lexman Artificial

Lexman and Jason talk about Jason's new book Shrewishness, where he describes how business enfacements and shrewishness have permeated everything from the economy, to art, to dating. They also discuss Jason's experiences as a "Designer" and how his perspective has shifted over time.

10 Feb 2023

Similar People

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Jolt Founder Jason Calacanis on Adrenal Hormones and Frivolity

Lexman Artificial

Jason Calacanis is a tech investor and Self-improvement guru, who is also the founder of angel investing group, Jolt. In this episode, Jason Calacanis discusses the benefits of supplementation with adrenal gland hormons, and how to find the right source for these chemicals.

3 Jan 2023

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Jason Calacanis (Holm and Lorgnettes)

Lexman Artificial

In this episode Lexman interviews Jason Calacanis about his experience with Holm and his love for lorgnettes. They discuss everything from the history of the eyewear to the latest fashion trends.Jason is an interesting guest, full of anecdotes and insights, and Lexman makes sure the conversation is lively and always entertaining.

2 Jan 2023

Most Popular

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#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

The Tim Ferriss Show

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-sponsorsSign 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/timferrissYouTube: youtube.com/timferrissFacebook: facebook.com/timferriss LinkedIn: linkedin.com/in/timferrissPast 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.

2hr 14mins

18 Nov 2022

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EP 39: All-In’s Jason Calacanis Joins, Breaking Into Media, Tech in Journalism and the Kanye Controversy

Cartoon Avatars

(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 HrabovskyProduced: Andrew Nadeau and Rashad AssirExecutive Producer: Josh MachizMusic: Griff Lawson 🎙 Listen to the showApple Podcasts: https://podcasts.apple.com/us/podcast/three-cartoon-avatars/id1606770839Spotify: https://open.spotify.com/show/5WqBqDb4br3LlyVrdqOYYb?si=3076e6c1b5c94d63&nd=1Google 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 ShowA 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.

1hr 24mins

28 Oct 2022

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Ep 5 – Jason Calacanis, Entrepreneur, Angel Investor, Author

Pfeffer on Power

Learn more about Jeffrey Pfeffer and where you can buy or listen to his books: https://JeffreyPfeffer.com/ SHOW NOTES:  Jason Calacanis is an entrepreneur and angel investor, amongst many other things, and shares with us three rules of power that have made him an incredibly effective business person. How Jason turned $100,000 into $100 million Growing up in middle-class Brooklyn Fixing laser printers by day and going to Fordham at night The unconventional way he got into Fordham • Willingness to break the rules The power of frequency Why there is always room for an exception Creative distribution of his publications What made Digital Dim Sum a success The importance of networking and relationships Standing up for who you believe in Creating smart controversy The lasting impressions of hosting high-quality events A valuable technique for introducing guests Creating strength when nobody’s opinion matters Demonstrable Growth – what it is and why it works The Tipping Technique The three rules of power that contribute to Jason’s success JASON’S BIO: Jason Calacanis is a serial entrepreneur, angel investor, and podcaster. He is known for being an early investor in companies such as Robinhood and Uber. Overall he has invested in 300 startups, four of which have reached billion-dollar valuations. Jason is also a co-founder of Weblogs, Inc., which was instrumental in the dot-com era of online blogging. In 2009 Jason founded Open Angel Forum, an event that helps startups find angel investors. Jason’s book Angel: How to Invest in Technology Startups—Timeless Advice from an Angel Investor Who Turned $100,000 into $100,000,000 was published in 2017. Jason currently resides in San Francisco, California. Dr. Pfeffer has been on Jason’s podcast This Week in Startups four times. Jason’s blog: https://calacanis.com/ Linkedin Profile: https://www.linkedin.com/in/jasoncalacanis/ Produced by the www.MunnAvenuePress.com


11 Oct 2022

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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! If you want more Acquired, you can follow our public LP Show feed here in the podcast player of your choice (including Spotify!). Survey! Please take our 2022 Acquired Survey if you have a minute. It'd mean the world to us! Sponsors: Thanks to Vanta for being our presenting sponsor for this special episode. Vanta is the leader in automated security compliance – making SOC 2, HIPAA, GDPR, and more a breeze for startups and organizations of all sizes. You might say they’re like the “AWS of security and compliance”! Everyone in the Acquired community can get 10% off using this link. Thank you as well to Brex and to Tiny. ‍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.

2hr 23mins

4 Oct 2022

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How To Pick Startup Winners With Jason Calacanis

Where It Happens

Are you ready to start angel investing? In today's episode, we share the secret to creating long-term wealth, explain how to become a “sophisticated” investor, and discuss the downsides of crypto. Hosts Sahil Bloom and Greg Isenberg are joined by guest Jason Calacanis, the creator behind the All-In Podcast, a serial angel investor, and a leading entrepreneurial author. Jason explains the entrance costs to investing, shares why people need to validate their research, and then everyone places their bets on this week's “hot” stocks.►► Want more community? Learn more here: http://trwih.comSPECIAL THANKS TO OUR SPONSORS►► This episode is brought to you by Wealthfront, a saving and investing app that can help you earn more on your money and build wealth for your future. The Wealthfront Cash Account grows your savings at 1.40% APY, and offers unlimited, fee-free transfers to your external accounts — plus, a ton of other features that help you optimize your cash. So, if your money is earning less anywhere else, now might be a good time to make a move.Wealthfront is offering Where it Happens listeners a free $50 bonus with a $500 initial deposit to a new Cash Account. Go to wealthfront.com/Happens to claim your $50 and start growing your savings.Cash account is offered by Wealthfront Brokerage LLC, Member of FINRA/SIPC. Wealthfront Brokerage is not a bank. We convey funds to partner banks who accept and maintain deposits, provide the interest rate, and provide FDIC insurance. Rate is subject to change. Investment management and advisory services--which are not FDIC insured--are provided by Wealthfront Advisers LLC (“Wealthfront Advisers”), an SEC-registered investment adviser.►► Did you know that one of the top reasons startups fail is bad hiring decisions? People can be unpredictable. And developers can be unpredicted, as well. Let Lemon.io take care of hiring your software engineers. They have a hand-picked roster of engineers from Europe, and we recommend them to companies we work with.Sign up at lemon.io/room for 15% off for the first 4 weeks.FROM THIS EPISODEJason Calacanis https://twitter.com/JasonSahil Bloom: https://twitter.com/SahilBloomGreg Isenberg: https://twitter.com/gregisenbergProduction & Marketing Team: https://penname.co/CONNECT WITH USNewsletter: https://trwih.comTwitter: https://twitter.com/_trwihInstagram: https://www.instagram.com/_trwihTikTok: https://www.tiktok.com/@_trwihSpotify: https://open.spotify.com/show/6aB0v6amo3a8hgTCjlTlvhApple: https://podcasts.apple.com/us/podcast/where-it-happens/id1593424985SHOW NOTES02:11 The Original Crypto Investor & “Sophisticated Investors”06:28 Crypto Tokens: Public Market or Scheme12:02 Where is Web 3.0 in Five Years?15:35 Breaking Ownership with Web 3.017:55 The Downside of crypto21:19 Default Centralized in a Crisis23:39 Free to Mint NFTs26:12 The Entrance Costs to Investing30:05 Being Honest on Upsides AND Downsides35:52 Validate Your Crypto “Research”38:16 #JTrading & Betting on Disney40:36 Super Forecasting and Creating Processes46:06 SNAP: Buy or Sell?49:19 BuzzFeed: Buy or Sell?51:34 The Secret to a $10M Net Worth: Index Funds55:26 Behind the Scenes with the All-In Podcast1:02:44 What Motivates Jason?1:05:08 Manufacturing Peak Experiences

1hr 16mins

28 Jul 2022

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Jason Calacanis On the Expensive Lesson Coming to Silicon Valley

Odd Lots

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.


21 Jul 2022