This Week in Startups

Jason Calacanis covers startups, tech, markets, media, and all the hottest topics in business and technology. He also interviews the world’s greatest founders, operators, investors, and innovators.

Last refreshed: June 1st, 2026 at 2:50 PM ⓘ

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Episodes

E1133: Podcast & blogging pioneer Dave Winer on inventing new forms of media, tribalism on social media, tales from Silicon Valley’s Golden Age & more

Check out Scripting News: http://scripting.com FOLLOW Dave: https://twitter.com/davewiner FOLLOW Jason: https://linktr.ee/calacanis

Nov 03, 2020•1 hr 15 min

Best of This Week in Startups: Week of October 26th, 2020

E1130 featuring Billion Dollar Loser author Reeves Wiedeman: https://rb.gy/o9oplx E1131 featuring Squire's Songe LaRon: https://rb.gy/vzyrwc E1132's News Roundtable featuring Acquired FM: https://rb.gy/ryvuvd Follow Jason: https://linktr.ee/calacanis

Oct 31, 2020•28 min

E1132: News! Jack Dorsey vs. Ted Cruz, Google’s antitrust lawsuit, Expensify email, Amazon deep dive & much more with Acquired’s Ben Gilbert & David Rosenthal

Check out Acquired: https://www.acquired.fm FOLLOW Ben: https://twitter.com/gilbert FOLLOW David: https://twitter.com/djrosent FOLLOW Jason: https://linktr.ee/calacanis

Oct 30, 2020•1 hr 45 min

E1131 Bringing barbershops into the digital age with Squire CEO Songe LaRon | Rising Stars of SaaS 3

Check out Squire: https://getsquire.com FOLLOW Songe: https://twitter.com/songelaron FOLLOW Jason: https://linktr.ee/calacanis

Oct 29, 2020•50 min

E1130: “Billion Dollar Loser” Author Reeves Wiedeman on WeWork’s epic rise & crazy collapse, Adam Neumann’s unique behavior, hypocrisy, red flags & more

Buy Billion Dollar Loser: https://rb.gy/3clbht FOLLOW Reeves: https://twitter.com/reeveswiedeman FOLLOW Jason: https://linktr.ee/calacanis

Oct 27, 2020•1 hr 13 min

Best of This Week in Startups: Week of October 19th, 2020

E1126 featuring Capital Allocators' Ted Seides: https://rb.gy/bsiinm E1127 featuring Transcend's Ben Brook: https://rb.gy/txkmav E1128 Emergency Pod - Quibi postmortem: https://rb.gy/boh8gv E1129 featuring Ring's Jamie Siminoff: https://rb.gy/3okxvb Follow Jason: https://linktr.ee/calacanis

Oct 24, 2020•33 min

E1129: Ring Founder Jamie Siminoff on launching the Always Home Cam – an autonomous indoor drone, taking his company from bad reviews to a billion-dollar acquisition by Amazon & more

Check out Ring: https://ring.com FOLLOW Jamie: https://twitter.com/jamiesiminoff FOLLOW Jason: https://linktr.ee/calacanis

Oct 23, 2020•1 hr 17 min

E1128: Emergency Pod! A Quibi postmortem – Diving into the numbers, what went wrong, lessons learned & more!

FOLLOW Jason: https://linktr.ee/calacanis Referenced in this episode: Wall Street Journal Article: https://www.wsj.com/articles/quibi-weighs-shutting-down-as-problems-mount-11603301946 Quibi's website: https://quibi.com Tweets by David Sacks, Zach Coelius & John Henry: https://twitter.com/DavidSacks/status/1319011743708766212 https://twitter.com/zachcoelius/status/1319175661743865858 https://twitter.com/JohnHenryStyle/status/1319028755264921600 Jeffrey Katzenberg & Meg Whitman on CNBC fr...

Oct 23, 2020•32 min

E1127: Data privacy deep dive with Transcend CEO Ben Brook; tracking pixels, GDPR, privacy as a selling point & more | Rising Stars of SaaS 2

Check out Transcend: https://transcend.io FOLLOW Ben: https://twitter.com/bencmbrook FOLLOW Jason: https://linktr.ee/calacanis

Oct 22, 2020•1 hr 9 min

E1126: Capital Allocators Host Ted Seides goes deep on endowments, LP turnover, public/private market insights, ESG investing & more

Check out Capital Allocators: https://capitalallocatorspodcast.com FOLLOW Ted: https://twitter.com/tseides FOLLOW Jason: https://linktr.ee/calacanis

Oct 20, 2020•1 hr 29 min

Best of This Week in Startups: Week of October 12th, 2020

E1122 featuring Running Tide's Marty Odlin: https://rb.gy/fgg88x E1123 Jason reacts to the iPhone 12: https://rb.gy/t8ztxz E1124 featuring RapidDeploy CEO Steven Raucher: https://rb.gy/7ynjqn E1125 featuring LAUNCH Accelerator 18's top 3 vote getting founders: https://rb.gy/ccglvt Follow Jason: https://linktr.ee/calacanis

Oct 17, 2020•40 min

E1125: LAUNCH Accelerator Cohort 18 founders reflect on their journeys thru the program: Fluent Forever (language learning app), SupportPay (child support management solution) & v.one (no-code app building platform)

Check out Fluent Forever: https://fluent-forever.com Check out SupportPay: https://supportpay.com Check out v.one: https://www.yourvone.com FOLLOW Jason: https://linktr.ee/calacanis

Oct 16, 2020•1 hr 1 min

All-In E10: Twitter & Facebook botch censorship (again), the publisher vs. distributor debate & more

Follow the crew: https://twitter.com/chamath https://linktr.ee/calacanis https://twitter.com/DavidSacks https://twitter.com/friedberg Follow the pod: https://twitter.com/theallinpod https://linktr.ee/allinpodcast

Oct 16, 2020•38 min

E1124: Reducing response times for first responders & revolutionizing outdated systems with RapidDeploy CEO Steven Raucher | Rising Stars of SaaS 1

Check out RapidDeploy: https://www.rapiddeploy.com FOLLOW Steven: https://twitter.com/stevenraucher FOLLOW Jason: https://linktr.ee/calacanis

Oct 14, 2020•1 hr 24 min

E1123: Emergency Pod! Jason reacts to the iPhone 12 fail & Apple jumping the shark; theories on the lack of innovation: is something big in the works or has Apple lost its magic?

FOLLOW Jason: https://linktr.ee/calacanis Apple Event 2020: https://www.youtube.com/watch?v=KR0g-1hnQPA

Oct 14, 2020•22 min

E1122: Running Tide CEO Marty Odlin is helping solve the Climate crisis by using kelp to sequester carbon in the ocean, shares insights on generational shifts in climate response & more

Check out Running Tide: https://www.runningtide.com FOLLOW Marty: https://twitter.com/martyodlin FOLLOW Jason: https://linktr.ee/calacanis

Oct 13, 2020•1 hr 9 min

Best of This Week in Startups: Week of October 5th, 2020

E1120 featuring Shift's George Arison: https://rb.gy/bofuxg E1121 featuring Upfront Ventures' Mark Suster: https://rb.gy/itau5m Follow Jason: https://linktr.ee/calacanis

Oct 10, 2020•27 min

E1121: Mark Suster on investing in human-computer interfaces & sustainability, what he looks for in founders, SPACs impact on early-stage investing & more

Check out Mark's Blog: https://bothsidesofthetable.com FOLLOW Mark: https://twitter.com/msuster FOLLOW Jason: https://linktr.ee/calacanis

Oct 09, 2020•1 hr 33 min

E1120: Shift Co-CEO George Arison on going public via SPAC, lessons from building Uber’s predecessor & innovating in the massive used car market

Check out Shift: https://shift.com FOLLOW George: https://twitter.com/georgearison FOLLOW Jason: https://linktr.ee/calacanis

Oct 07, 2020•56 min

Best of This Week in Startups: Week of September 28th, 2020

E1116 featuring Cabana's Scott Kubly: https://rb.gy/iyrmuv E1117 featuring Citizen's Andrew Frame: https://rb.gy/azvdoz E1118 Emergency Pod - Humane's product: https://rb.gy/ru23xp E1119 featuring Wonderschool's Chris Bennett: https://rb.gy/kwqlyh Follow Jason: https://linktr.ee/calacanis

Oct 03, 2020•19 min

All-In E9: Trump has COVID, First debate reactions, Coinbase letter response & more

Angel investor Jason Calacanis (Uber, Calm, Robinhood) interviews the world’s greatest founders, operators, investors and innovators. Get an insider’s look into venture capital, learn how to start and scale your own startup, and ride the cutting edge of technology in today's headlines and beyond.

Oct 03, 2020•37 min

E1119: Wonderschool CEO Chris Bennett is creating a marketplace for early childhood education & microschools, giving teachers greater access to entrepreneurship & iterating in education

Check out Wonderschool: https://wonderschool.com FOLLOW Chris: https://twitter.com/8ennett FOLLOW Jason: https://linktr.ee/calacanis

Oct 02, 2020•55 min

E1118: Emergency Pod! Two former Apple executives are building the iPhone killer – breaking down the leaks, patents & scoops regarding Humane’s product

Check out Humane: https://hu.ma.ne FOLLOW Jason: https://linktr.ee/calacanis Referenced in this episode: Fast Company Article: https://www.fastcompany.com/90555755/humane-imran-chaudhri-bethany-bongiorno-funding Imran Chaudhri's website: http://imranchaudhri.com 9to5Mac Article: https://9to5mac.com/2020/03/12/humane-apple-poaching

Oct 01, 2020•34 min

E1117 The Next Unicorns E20: Citizen CEO Andrew Frame on creating a safer world through access to public data, reforming policing via transparency & more

Check out Citizen: https://citizen.com FOLLOW Jason: https://linktr.ee/calacanis

Sep 30, 2020•56 min

E1116: Cabana CEO Scott Kubly is building a fleet of hotels-on-wheels, shares insights on scaling an asset-heavy business, providing unique & flexible experiences to customers & more

Check out Cabana: https://cabana.life FOLLOW Scott: https://twitter.com/skubly FOLLOW Jason: https://linktr.ee/calacanis

Sep 29, 2020•55 min

Best of This Week in Startups: Week of September 21st, 2020

E1112 Emergency Pod! Nikola fraud allegations: https://rb.gy/tduluj E1113 featuring Loom's Joe Thomas: https://rb.gy/mh7x57 E1114 #AskJason: https://rb.gy/rkr4xq E1115 Emergency Pod! Media corporations collapsing: https://rb.gy/kxfa42 Follow Jason: https://linktr.ee/calacanis

Sep 26, 2020•23 min

E1115: Emergency Pod! Collapsing state of media corporations, thoughts on Casey Newton, Andrew Sullivan & Bari Weiss departures, top talent leaving for Substack & more

Check out the full Chris Best interview: https://rb.gy/tqafmo FOLLOW Jason: https://linktr.ee/calacanis Referenced in this episode: Platformer by Casey Newton: https://www.platformer.news The Weekly Dish by Andrew Sullivan: https://andrewsullivan.substack.com New York Times Article: https://www.nytimes.com/2020/09/23/business/media/substack-newsletters-journalists.html OneZero Casey Newton Interview: https://onezero.medium.com/casey-newton-on-leaving-the-verge-for-substack-and-the-future-of-tech...

Sep 26, 2020•24 min

E1114: #AskJason! Silicon Valley exodus, product vs. branding, expanding into adjacent markets, avoiding burnout & more

FOLLOW Jason: https://linktr.ee/calacanis

Sep 25, 2020•47 min

E1113 The Next Unicorns E19: Loom CEO Joe Thomas is building video for work, shares insights on creating new behaviors, support as a competitive advantage & more

Check out Loom: https://www.loom.com FOLLOW Joe: https://twitter.com/yoyo_thomas FOLLOW Jason: https://linktr.ee/calacanis

Sep 23, 2020•1 hr 13 min

E1112: Emergency Pod! Nikola fraud allegations, Trevor Milton resigns, Jason reflects on Trevor’s answers

Check out the full Trevor Milton interview: https://youtu.be/SH-zhlqvJWM Jason on CNBC 9/11/20: https://youtu.be/_FV7g2UJDsw FOLLOW Jason: https://linktr.ee/calacanis Referenced in this episode: Hindenburg Research - Nikola Report: https://hindenburgresearch.com/nikola FreightWaves Article: https://www.freightwaves.com/news/breaking-news-trevor-milton-out-of-nikola Bloomberg Article: https://www.bloomberg.com/news/articles/2020-09-14/sec-said-to-examine-nikola-over-short-seller-s-fraud-allegatio...

Sep 22, 2020•51 min

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