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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.
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Acquired

Ben Gilbert and David Rosenthal

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Every company has a story. Learn the playbooks that built the world’s greatest companies — and how you can apply them as a founder, operator, or investor.
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Start HBS

HBS Entrepreneurship Club

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Conversations between Harvard Business School students and folks who have been on audacious journeys building meaningful ventures. A podcast by the HBS Entrepreneurship Club.
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Matt Mullenweg, cofounder of WordPress and CEO of Automattic, embarks on a journey to understand the future of work. Having built his own company with no offices and more than 1,300 employees in 76 countries, speaking 95 different languages, Mullenweg examines the benefits and challenges of distributed work and recruiting talented people around the globe.
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This is the Driving Alpha, where we feature our friends, the out-performing investors, who demonstrate their path to driving alpha, or out-sized investment returns. We’re Alpha Partners, where we partner with a thousand early-stage venture firms as their opportunity capital to invest in their best companies.
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MediaShift is the premier destination for insight and analysis at the intersection of media and technology. The weekly MediaShift Podcast includes a rundown of top news, our Metric of the Week, and a discussion with one major player in digital media. Plus, the Digital Media Brief with just the news.
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Product Hunt Radio (PHR) is for the product geeks. Each week Ryan Hoover and Erik Torenberg are joined by founders, investors, and product people in the startup community & beyond to chat about products, technology, and the people who make them. Join us and visit Product Hunt (http://producthunt.com) to find the best new products, every day.
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Aussie Matthew "Delly" Dellavedova is a 7 year NBA veteran, 2016 NBA champion with the Cavs, and a 2x Olympian with the Australian Boomers. Outside of basketball he's a family man, an investor, and an avid reader who loves playing other sports like beach volleyball, tennis, and little bit of golf. Extremely curious by nature, Delly loves to learn from others at the top of their games, which is why he wanted to start his own podcast. Weekly episodes will feature interesting people across spor ...
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EPISODE #60: We're back! Anything happen while we were gone? Oh.. only the entire Democratic party is in complete disarray. So we figured we'd bring in the man who predicted the Biden hot swap. Jason Calacanis joins the show! The All-In x PW crossover you've been waiting for. We also discuss the Project 2025 meltdown, AOC suing the Supreme Court, a…
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This Week in Startups is brought to you by… AssemblyAI. Get maximum value from voice data with AssemblyAI. Build powerful products and features for your end users on the industry’s leading speech-to-text models. Get 100 free hours to start building at https://www.assemblyai.com/twist Vanta. Compliance and security shouldn't be a deal-breaker for st…
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This Week in Startups is brought to you by… Squarespace. Turn your idea into a new website! Go to http://www.Squarespace.com/TWIST for a free trial. When you’re ready to launch, use offer code TWIST to save 10% off your first purchase of a website or domain. LinkedIn Jobs. A business is only as strong as its people, and every hire matters. Go to ht…
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In 1999, Microsoft became the most valuable company in the world. And in 2019, Microsoft became the most valuable company in the world, again. But… what happened in the twenty years in between? The answer, as we discovered in our research, is probably not what you think. In this episode we explore and analyze the browser wars and the DOJ case, Wind…
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EPISODE #61: Welcome back to the pod. The world changed since we last saw you. We're catching up on all the Trump related news and reactions. Comfortably Smug is joining us again! Giving us a live report from the Republican National Convention. We also get into JD Vance selected as VP, Silicon Valley getting behind Trump, Elon Musk's $45M PAC For T…
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(0:00) Bestie intros: Live from the RNC! (1:34) Reacting to the assassination attempt against President Trump (12:52) Impact of charged rhetoric (21:15) Secret Service's massive failure; institutional decay (37:02) Inside the RNC: Sacks breaks down his speech (41:16) Trump picks JD Vance as his running mate (58:52) All-In Summit scholarship applica…
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This Week in Startups is brought to you by… Vanta. Compliance and security shouldn't be a deal-breaker for startups to win new business. Vanta makes it easy for companies to get a SOC 2 report fast. TWiST listeners can get $1,000 off for a limited time at https://vanta.com/twist .Tech Domains. Don’t miss our “Jam with JCal” contest! To apply and ge…
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This Week in Startups is brought to you by… OpenPhone. Create business phone numbers for you and your team that work through an app on your smartphone or desktop. TWiST listeners can get an extra 20% off any plan for your first 6 months at https://www.openphone.com/twist AssemblyAI. Get maximum value from voice data with AssemblyAI. Build powerful …
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Todays show: Alex Wilhelm joins Jason to discuss the role of social media and rhetoric in spreading conspiracy theories in the wake of the attempt on Trump (5:43), Silicon Valley's political landscape and views on Biden and Trump’s policies (20:14), Sequoia's strategy with Stripe shares, secondary markets, and private investments (50:00), and more!…
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This Week in Startups is brought to you by… Vanta. Compliance and security shouldn't be a deal-breaker for startups to win new business. Vanta makes it easy for companies to get a SOC 2 report fast. TWiST listeners can get $1,000 off for a limited time at http://www.vanta.com/twist Attio - A radically new CRM for the next era of companies. Head to …
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(0:00) Bestie intros! (4:29) Macro picture: Soft landing secured? Rate cut on the horizon? Plus: partisan economic perception (20:48) AI sentiment turns bearish due to massive spend with little revenue (40:51) A16Z's 20K GPU cluster (46:41) Broad implications of France elections (1:06:10) Hot swap update: President Biden holds firm as backers flee,…
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This Week in Startups is brought to you by… Intercom. Intercom’s AI-first service is the best thing to happen to your customers since you.TWIST listeners can get 90% off Intercom’s platform at https://www.intercom.com/twist Squarespace. Turn your idea into a new website! Go to http://www.Squarespace.com/TWIST for a free trial. When you’re ready to …
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This Week in Startups is brought to you by… Tech Domains. Don’t miss our “Jam Session with JCal” contest! To apply and get more details go to https://jamwithjcal.tech brought to you by .tech domains. Vanta. Compliance and security shouldn't be a deal-breaker for startups to win new business. Vanta makes it easy for companies to get a SOC 2 report f…
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(0:00) New format: The All-In Interview! (0:59) Jonathan Haidt joins Jason and Friedberg: broader themes of his work, gamification and supercharged social media (12:39) Understanding how humans are wired from an evolutionary biology perspective (27:22) Haidt's proposals to help younger generations (33:12) Linking themes and trends in Haidt's books …
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(0:00) Bestie Intros! (5:51) Democrats and their donors are falling out; President Biden to resign? Will VP Harris be the nominee? (26:22) Cognitive decline coverup, Bestie strategy for Dems (34:38) SCOTUS clarifies social media moderation (47:06) SCOTUS overturns Chevron, limiting the power of federal agencies (1:00:03) SCOTUS to hear case on rest…
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This Week in Startups is brought to you by… NetSuite. The number one cloud financial system, bringing accounting, financial management, inventory, and HR, into ONE platform. Giving you ONE source of truth. By popular demand, NetSuite has extended its one-of-a-kind flexible financing program for a few more weeks! Head to http://www.NetSuite.com/twis…
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This Week in Startups is brought to you by… Intercom. Intercom’s AI-first service is the best thing to happen to your customers since you. TWIST listeners can get 90% off Intercom’s platform at https://www.intercom.com/twist AssemblyAI. Get maximum value from voice data with AssemblyAI. Build powerful products and features for your end users on the…
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This Week in Startups is brought to you by… Lemon.io - Hire pre-vetted remote developers, get 15% off your first 4 weeks of developer time at https://Lemon.io/twist Eight Sleep. Good sleep is the ultimate game changer. The newest generation of the pod, the Pod 4 ultra has arrived. Head to https://www.eightsleep.com/twist and use code TWIST to get $…
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(0:00) Bestie intros! (1:54) Debate recap and analysis: Hot swap incoming? (16:53) Subverting democracy, power grab, Democratic party shakeup (36:43) Why tech job postings are down significantly from pre-COVID levels (42:43) OpenAI considering for-profit conversion (54:11) The problem with safety-focused AI startups (1:03:20) EU charges Microsoft w…
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EPISODE #59: The Mega Pod is here! We’re off next week for the 4th of July, so we figured we’d leave you with some extra content to carry through the break. First up, an instant reaction to the train wreck that was the Presidential debates. We had to wake up early on Friday morning and record a reaction for you guys. Solana & Producer Matt discuss …
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This Week in Startups is brought to you by… OpenPhone. Create business phone numbers for you and your team that work through an app on your smartphone or desktop. TWiST listeners can get an extra 20% off any plan for your first 6 months at https://www.openphone.com/twist⁠ Eight Sleep. Good sleep is the ultimate game changer. The newest generation o…
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This Week in Startups is brought to you by… LinkedIn Jobs. A business is only as strong as its people, and every hire matters. Go to https://www.linkedin.com/twist to post your first job for free. Terms and conditions apply. Squarespace. Turn your idea into a new website! Go to http://www.Squarespace.com/TWIST for a free trial. When you’re ready to…
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This Week in Startups is brought to you by… LinkedIn Ads. To redeem a $100 LinkedIn ad credit and launch your first campaign, go to http://www.linkedin.com/thisweekinstartups Vanta. Compliance and security shouldn't be a deal-breaker for startups to win new business. Vanta makes it easy for companies to get a SOC 2 report fast. TWiST listeners can …
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This Week in Startups is brought to you by… DevSquad - Most dev agencies only offer developers. Why? Because product management is hard. Get an entire product team for the cost of one US developer plus 10% off at http://devsquad.com/twist. Oracle - Oracle Cloud Infrastructure, or OCI, is a single platform for your infrastructure, database, applicat…
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EPISODE #58: Welcome back! This week, Pirate Wires found itself in the middle of some breaking news. We reported news about an official Trump crypto coin that Barron Trump was spearheading. The aftermath was chaotic.. and we're reacting to all of it. Next up, we discuss John Coogan’s piece in Pirate Wires this week on the right wing vibe shift in t…
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This Week in Startups is brought to you by… Coda. Coda empowers your startup by bringing words, tables, and teams together. Strategize, plan, and track goals effectively with all your valuable data in one place. Go to https://www.coda.io/twist to get started for FREE and get 6 free months of the Team plan. OpenPhone. Create business phone numbers f…
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(0:00) Bestie intros: Big house talk! (1:37) Economy: Regulation, taxes, tariffs, taming inflation, de-dollarization (12:02) Federal debt: growth, spend control, where to cut, role of energy, nuclear (20:22) Foreign policy: Ukraine/Russia (25:05) Foreign policy: Israel/Palestine (28:13) Abortion: Stance on a national ban (31:09) Foreign policy: Chi…
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This Week in Startups is brought to you by… Vanta. Compliance and security shouldn't be a deal-breaker for startups to win new business. Vanta makes it easy for companies to get a SOC 2 report fast. TWiST listeners can get $1,000 off for a limited time at http://www.vanta.com/twist .Tech Domains - Don’t miss our “Jam Session with JCal” contest, com…
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This Week in Startups is brought to you by… Squarespace. Turn your idea into a new website! Go to http://www.Squarespace.com/TWIST for a free trial. When you’re ready to launch, use offer code TWIST to save 10% off your first purchase of a website or domain. LinkedIn Ads. To redeem a $100 LinkedIn ad credit and launch your first campaign, go to htt…
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(0:00) Bestie intros: bringing up the energy! (8:48) Trump fundraiser recap (23:16) Elon's comp package approved by shareholders (40:12) Apple announces "Apple Intelligence" and ChatGPT deal at WWDC (50:17) OpenAI reportedly hits a $3.4B revenue run rate (1:05:26) Macro debate: State of the US economy? Follow Tim Naki: https://www.instagram.com/tim…
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EPISODE #57: Welcome Back To The Pod! Ashley St. Clair joins us this week for the first time. Packed show! First, we jump into Elon makes “likes” private on X. Will this be good for the platform, or just bring more chaos? IVF has become a talking point online as the right constantly looks for ways to blow their lead in the election. An anon account…
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This Week in Startups is brought to you by… Oracle - Oracle Cloud Infrastructure, or OCI, is a single platform for your infrastructure, database, application development, and AI needs. Take a free test drive of OCI at https://www.oracle.com/twist. DevSquad - Most dev agencies only offer developers. Why? Because product management is hard. Get an en…
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This Week in Startups is brought to you by… Eight Sleep. Good sleep is the ultimate game changer. The newest generation of the pod, the Pod 4 ultra has arrived. Head to https://www.eightsleep.com/twist and use code TWIST to get $350 off the Pod 4 Ultra. Zendesk. The best customer experiences are built with Zendesk. Qualifying startups can join thei…
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This Week in Startups is brought to you by… Squarespace. Turn your idea into a new website! Go to http://www.Squarespace.com/TWIST for a free trial. When you’re ready to launch, use offer code TWIST to save 10% off your first purchase of a website or domain. LinkedIn Jobs. A business is only as strong as its people, and every hire matters. Go to ht…
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This Week in Startups is brought to you by… Attio. A radically new CRM for the next era of companies. Head to https://attio.com/twist to get 15% off for your first year. OpenPhone. Create business phone numbers for you and your team that work through an app on your smartphone or desktop. TWiST listeners can get an extra 20% off any plan for your fi…
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This Week in Startups is brought to you by… LinkedIn Ads - To redeem a $100 LinkedIn ad credit and launch your first campaign, go to http://www.linkedin.com/thisweekinstartups .Tech Domains - Don’t miss our “Jam with JCal” contest! To apply and get more details go to https://www.jamwithjcal.tech brought to you by .tech domains. Northwest Registered…
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