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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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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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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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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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This Week in Startups is brought to you by… Squarespace. Turn your idea into a new website! Go to https://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 ht…
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EPISODE #67: This week, we’re joined by Brad Polumbo to discuss the news of the week. The Mark Zuckerberg story arc continues to be unpredictable as the BJJ fighting, gold chain wearing, Gen-Z haircut chad is now regretful for cooperating with the Biden/Harris administration during Covid. Pavel Durov, the founder of Telegram, was arrested in France…
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(0:00) Bestie intros: Buttons are back for fall (1:48) Reid Hoffman joins the show, reminiscing on PayPal stories with Sacks (7:52) State of AI: Nvidia, cluster buildouts, competition (19:51) OpenAI's corporate structure and thoughts on Elon's lawsuit (29:09) Inflection AI's deal structure with Microsoft, Lina Khan's impact on the tech industry (41…
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This Week in Startups is brought to you by… Fidelity Private Shares. Fidelity Private Shares. Manage your cap table and data room, get faster, more accurate 409A valuation and fully automate your next financing round. Visit https://fidelityprivateshares.com! Mention our podcast and receive 20% off your first-year paid subscription. Google Cloud. Ac…
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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://www.vanta.com/twist OpenPhone. Create business phone numbers for you and your team tha…
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Todays show: Sunny joins Jason to dive into all things AI, including: utilizing ChatGPT for efficiency and quick answers (7:03, the future of AI applications and Claude demo (12:47), Flux demo (36:56). Runway Gen-3 Alpha (41:13), and new Jam with JCal with Tyce Herrman of Ulama. * Timestamps: (0:00) Sunny joins Jason to jump in to AI demos.(1:24) S…
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(0:00) Bestie intros! (1:59) Labor department revises down nonfarm payrolls by 818K (15:02) MIT publishes data from first incoming class post race-based admissions ban (36:16) Decision 2024: State of the race, Polls vs prediction markets (52:33) Tale of two tickets: Private sector vs. Public sector (1:05:19) Kamala Harris supports Biden's tax plans…
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EPISODE #66: Martin Shkreli is back on the pod to discuss Kamala’s economic policies. We break down all of the details and why they are terrible ideas. The DNC is wrapped up, and we react to the events of the week. The media came after Ben Horowitz and his wife because.. wait for it.. they support Trump. And finally.. the most anticipated event of …
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Todays show:Wilson Sonsini Partner Becki DeGraw joins Jason on the latest edition of Startup Legal Basics! In this episode, they break down common legal oversights (5:26), risks of DIY legal documents (9:15), pro forma cap tables & ESOPS (18:31), and much more! * Timestamps: (00:00) Wilson Sonsini partner Becki DeGraw joins Jason (1:13) Legal prepa…
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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 .Tech Domains - Don’t miss our “Jam with JCal” contest! To apply and get more details go to https://jamwithjcal.tech brought to you by .tech domains. CommandBar. Seamlessly integrate an…
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Ed Sim is the Founder of boldstart ventures, a true believer and partner from inception for bold founders reinventing the enterprise stack. Ed is currently on the boards of Snyk, BigID, Blockdaemon, Protect AI, Env0, and several other cybersecurity and infrastructure startups. Other notable inception investments include Kustomer, where he was on th…
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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. Vanta. Compliance and security shouldn't b…
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This Week in Startups is brought to you by… Squarespace. Turn your idea into a new website! Go to https://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. CLA. Innovation takes balance. CLA's CPAs, consultants, and wealth advisors can help you g…
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EPISODE #65: This past week, we gathered around our iPhones like it was the 1920's to listen to Trump and Elon speak on Spaces. The media of course, had a meltdown over it. We then get into the insane policies of the EU that threatens to jail everyone for speech. CNN's Kaitlan Collins goes on Stephen Colbert's show, only to find the audience laughi…
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(0:00) Bestie intros: Jason gets a dish named after him! (5:27) DOJ considers breaking up Google after last week's antitrust ruling (28:10) Starbucks replaces CEO with Chipotle chief (45:37) Work culture, WFH's damage to informal mentorship (59:20) Election update: Harris flips the polls despite unclear policy; reports of price control focus (1:21:…
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Todays show: Jason sits down with James Hicks to discuss the unique aspects of Final Boss Sour's products and marketing (3:25), the future of commerce, influencers, and retailers' adaptations (23:12), followed by a discussion with Rae Lambert about River's software platform and community management best practices (46:16), high-end memberships, land…
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This Week in Startups is brought to you by… Google Cloud. Accelerate your startup journey with the Google for Startups Cloud Program. Get up to $200K in Google Cloud credits – or up to $350K for AI startups – plus training and guidance. Apply at https://startups.google.com/twist Vanta. Compliance and security shouldn't be a deal-breaker for startup…
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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://www.vanta.com/twist .Tech Domains - Don’t miss our “Jam with JCal” contest! To apply a…
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(0:00) Bestie intros: Jason is back from COVID! (3:55) Yen carry trade unravels, Japan's unique economic issues (27:22) Recession odds growing, is the US already in a "lowkey recession"? (45:46) Why Buffett is selling Apple and massively increasing Berkshire's cash position (55:54) Major antitrust ruling against Google, predicting outcomes (1:22:41…
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EPISODE #64: Welcome back to the pod! The Kamala vibe shift moves forward, despite the fact that she doesn't have a single policy issue on her website. Are Dems really happy? Or is it just cope to make sure orange man doesn't get elected. We are then joined by Ashley Rindsberg to discuss his piece for Pirate Wires "How the Regime Captured Wikipedia…
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Summer greetings from Acquired! Two items for this “mini-episode”: Tickets are now available for our live show at Chase Center in San Francisco, with special guests including Mark Zuckerberg (!). The show is Tuesday, September 10th, with doors opening at 5 PM for an hour of mingling with other listeners before the show starts at 6 PM. Huge thank yo…
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Todays show:Wilson Sonsini Partner Becki DeGraw joins Jason on the latest edition of Startup Legal Basics! In this episode, they break down the current state of startup funding (0:37), anti-dilution provisions (7:11), re-incentivizing management teams (16:23), and much more! * Timestamps: (00:00) Wilson Sonsini Partner Becki DeGraw joins Jason (0:3…
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This Week in Startups is brought to you by… Squarespace. Turn your idea into a new website! Go to ⁠https://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. CommandBar. Seamlessly integrate an AI-powered guide into your software, making navigati…
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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. Save up to 50% on your cloud bill at https://w⁠⁠⁠⁠ww.oracle.com/twist⁠⁠ Intercom - Intercom’s AI-first service is the best thing to happen to your customers since yo…
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EPISODE #63: Welcome Back! Apologies for the delay this week, Mike Solana came down with a bad case of strep throat. But we’re still delivering the pod! Nic Carter is here to give us the latest update on Bitcoin & Crypto after Trump mentioned Operation Chokepoint 2.0 at the Bitcoin Conference. Crypto money is started to change the landscape of elec…
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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://www.vanta.com/twist OpenPhone. Create business phone numbers for you and your team tha…
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(0:00) Bestie intros! (0:38) Election update: Dems energize around Kamala, policy questions remain (19:33) Trump's NABJ interview: smart or risky? (33:07) Markets expect rate cut in September, but are we already in a recession? (40:58) AI buildout causing short-term volatility (45:46) Assassination of Hamas leader Ismail Haniyeh: are we inching clo…
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This Week in Startups is brought to you by… Squarespace. Turn your idea into a new website! Go to https://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. Google Cloud. Accelerate your startup journey with the Google for Startups Cloud Program. …
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This Week in Startups is brought to you by… CommandBar - Seamlessly integrate an AI-powered guide into your software, making navigation intuitive and interactive.Visit https://www.commandbar.com/twist to get a custom live demo. .Tech Domains - Don’t miss our “Jam with JCal” contest! To apply and get more details go to https://www.jamwithjcal.tech b…
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(0:00) Bestie intros: Nostracanis appears! (3:50) Wiz turns down Google's $23B offer, intends to IPO (13:30) CrowdStrike's rough week (17:51) Market update: Mag 7 sell-off? (22:47) Sam Altman's UBI study was a mixed bag (42:02) Succession IRL: Rupert Murdoch's children are in a legal battle over the future of his media empire (48:35) Biden out, Kam…
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EPISODE #62: Welcome back! Biden officially dropped out of the race this past week. Democrats decide to not do democracy this year and just replaced Biden with Kamala Harris. We get into the hot swap, Kamala’s image makeover, and what democracy actually means. Friend of the show, John Coogan, stops in to talk about the battle of the billionaires on…
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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. Intercom. Intercom’s AI-first service is t…
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Hans Swildens is the CEO and Founder of Industry Ventures and manages the overall business. As an early pioneer of the modern secondary market for venture capital, Hans created new ways to get liquidity for venture capital investments prior to an IPO or M&A event. Additionally, he was early to support the development of a new class of venture capit…
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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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