This Week in Startups

Jason Calacanis
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Nov 26, 2019 • 56min

E1004: Yousician CEO & Co-founder Chris Thür created an interactive platform to master musical instruments, shares insights on acquiring 1M+ users, increasing retention through gamification, using profitability as leverage while attracting investors as an international startup

Chris Thür, CEO and co-founder of Yousician, shares his journey in creating a revolutionary music education platform that gamifies learning instruments. He discusses the evolution from early challenges to amassing over a million users through innovative subscription models. Thür explores the advantages of being based in Finland, the motivations behind profitable growth, and his insights on attracting investors. During a lively moment, he even demos Yousician while engaging in some musical fun with the host!
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Nov 22, 2019 • 1h 33min

E1003: The Athletic CEO & Co-founder Alex Mather is building a paid online sports media publication, shares insights on attracting investors in a seemingly dying industry, managing 500+ remote writers, creating interesting angles through unique coverage & more

Alex Mather, Co-founder and CEO of The Athletic, dives into the challenges of launching a paid sports publication in a seemingly dying industry. He shares insights on managing a large remote team of over 500 writers and transitioning from ad-based to subscription models. Mather discusses the impact of NHL and MLB coverage, scouting new talent from layoffs, and the role of sports gambling in America. Also covered are the effects of inflated media valuations and Apple's app store on digital content. It's a fascinating look at modern sports journalism!
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Nov 19, 2019 • 1h 25min

E1002: Wealthfront CEO & Co-founder Andy Rachleff on hitting escape velocity at Wealthfront, pioneering “self-driving money” for consumers, shares insights on product-building in 1980’s vs. today, best investor attributes, & the future of NextGen banking

Andy Rachleff, Co-founder of Wealthfront and a seasoned investor, explores the evolution of next-gen banking services. He discusses 'self-driving money', enhancing transparency and efficiency in personal finance. Rachleff critiques traditional money management methods and highlights the shift in venture capital from technical risks to understanding market viability. He reflects on how Silicon Valley has changed and shares valuable insights on investor attributes, emphasizing the importance of learning from failures in the startup culture.
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Nov 15, 2019 • 1h

E1001: Eight Sleep CEO & Co-founder Matteo Franceschetti pioneered “sleep-fitness” with smart heating & cooling technology; shares insights on product iteration, delighting customers, innovating in D2C, raising $40M from LAUNCH, Founders Fund, Craft & more

Matteo Franceschetti, CEO and co-founder of Eight Sleep, revolutionizes how we think about sleep with innovative temperature-regulating technology. He shares insights from his previous career in solar energy and its lessons on data-driven product development. Discover how the thermo alarm enhances waking experiences and what the future holds for sleep fitness. Matteo also dives into direct-to-consumer marketing strategies and the importance of user feedback in shaping product features. Plus, hear about Eight Sleep's recent $40M funding and plans for growth.
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Nov 12, 2019 • 2h 15min

E1000: 1000th Episode Retrospective! Jason & TWiST lifers Lon Harris, Brian Alvey, & Tyler Crowley re-live favorite moments & guests, highlighting innovations in podcasting & tech over the last decade, hitting global trends & what’s in store for the next 1000

This milestone retrospective dives into unforgettable moments from the show's history, featuring notable guests and humorous anecdotes. The hosts reflect on the evolution of podcasting, the challenges they faced, and the growing influence of tech in storytelling. Nostalgia meets innovation as they discuss the early days, cultural shifts in investing, and the impact of media representation. Insights on entrepreneurship and a lighthearted take on health tech scandals highlight their journey, celebrating both past triumphs and future ambitions.
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Nov 8, 2019 • 52min

E999: ROOM CEO & Co-founder Brian Chen is building phone booths for the modern office, shares insights on maximizing open floor plans, partnering with Calm to reduce stress at work, maintaining capital efficiency as a hardware startup

Brian Chen, CEO and co-founder of ROOM, discusses his innovative soundproof phone booths designed for modern offices. He shares how his previous startup, BlueSmart, informs his current venture and reveals insights on partnering with Calm to boost workplace well-being. The conversation dives into the challenges of open floor plans and how ROOM maintains capital efficiency while manufacturing in the U.S. and Europe. Plus, he hints at future products and the company’s strategy for growth amidst the competitive landscape.
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Nov 6, 2019 • 55min

E998: The Next Unicorns: Benchling CEO & Co-founder Sajith Wickramasekara is increasing efficiency for scientists with a cloud-based platform, gives insights on recent life-science innovations, ethics of gene therapy & defining the line between quackery & brilliance – E10 of 10-ep miniseries

Sajith Wickramasekara, CEO and co-founder of Benchling, revolutionizes scientific efficiency with a cloud-based platform. He shares his journey into life sciences and discusses the promise of immunotherapy and breakthroughs in gene therapy. The ethics of editing human embryos sparks a heated debate, distinguishing legitimate advancements from quackery. Insights into genetically modified crops and their implications for health provide a well-rounded view of the future in biotechnology. It's a thought-provoking conversation about the intersection of science, morality, and innovation.
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Nov 5, 2019 • 1h 6min

E997: HubSpot CEO & Co-founder Brian Halligan shares insights on the origin of inbound marketing, how The Grateful Dead inspired HubSpot, importance of customer experience, managing employees in the Glassdoor Era & more

Brian Halligan, Co-founder and CEO of HubSpot, dives into the wisdom garnered from scaling a leading inbound marketing platform. He shares how The Grateful Dead influenced HubSpot’s philosophy on customer experience and innovative marketing strategies. Halligan also reflects on evolving leadership strategies and managing a diverse workforce in the Glassdoor Era. He emphasizes the transformative power of introversion in tech and offers insights into creating exquisite customer interactions that drive success.
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Nov 1, 2019 • 1h 2min

E996: Clearbit CEO & Co-founder Alex MacCaw is creating god-mode for marketers with Clearbit X, gives insights on dynamic customer targeting, prioritizing profitability over valuation, GDPR’s adverse effect on Facebook & Google, value of aggregated data & benefits of CEO coaching

Alex MacCaw, CEO and co-founder of Clearbit, shares insights from his journey at notable companies like Twitter and Stripe. He discusses the power of data for marketers, especially through Clearbit X, which revolutionizes customer targeting. Alex emphasizes the necessity of prioritizing cash flow over high valuations and reflects on the implications of GDPR on tech giants like Facebook and Google. He also opens up about the transformative impact of CEO coaching on his leadership skills and the importance of mental health in the workplace.
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Oct 30, 2019 • 1h 1min

E995: The Next Unicorns: NEXT Trucking CEO & Co-founder Lidia Yan brings trucking into the digital age with her two-sided marketplace, shares insights on finding & focusing on an untapped market, owning & innovating drayage, navigating the trucking industry as a woman & scaling the right team for su

Lidia Yan, CEO and co-founder of NEXT Trucking, is revolutionizing the industry with her two-sided marketplace focused on drayage. She shares her journey into trucking and the challenges faced as a woman entrepreneur. Lidia discusses how NEXT disrupts traditional brokerage systems, the impact of technology on pricing, and the industry's struggle with driver shortages. She also highlights the evolving role of e-commerce giants like Amazon and offers insights on achieving early profitability in startups.

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