

This Week in Startups
Jason Calacanis
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.
Episodes
Mentioned books

Oct 29, 2024 • 56min
AI-Driven Auto Shops with Mastertech.ai and Data Observability with Monte Carlo | E2035
This Week in Startups is brought to you by:
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Kalshi. Kalshi—the largest regulated predictions market—now lets you trade on US elections. Visit https://www.kalshi.com/twist to see live odds, trade, and get $20 when you deposit $100.
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Todays show:
Alex Wilhelm interviews leaders from Monte Carlo and Mastertech.ai, exploring their roles in data observability and AI applications. Linda Gray shares her journey founding Mastertech.ai and highlighting AI's transformative role in auto shops.(2:05) Monte Carlo's Lior Gavish discusses the importance of data downtime and AI's influence on data monitoring. (35:51)
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Timestamps:
(0:00) Alex Wilhelm kicks off the show
(2:05) Linda Gray's career and Mastertech.ai origin
(5:17) Mastertech.ai and the auto repair industry
(8:06) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist
(9:11) Technological adoption and Mastertech.ai's benefits
(16:18) Mastertech.ai's OEM approval process and community data
(20:50) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST
(22:20) Mastertech.ai's AI-driven diagnostics demo
(34:34) Kalshi—the largest regulated predictions market—now lets you trade on US elections. Visit https://www.kalshi.com/twist to see live odds, trade, and get $20 when you deposit $100.
(35:51) Lior Gavish from Monte Carlo joins Alex
(45:15) AI's accelerant effect on Monte Carlo's growth and strategy
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Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.com
Check out the TWIST500: https://www.twist500.com
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Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp
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Monte Carlo: https://www.montecarlodata.com
Mastertech.AI: https://www.mastertech.ai
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Follow Alex:
X: https://x.com/alex
LinkedIn: https://www.linkedin.com/in/alexwilhelm
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Follow Lior:
X: https://x.com/lgavish
LinkedIn: https://www.linkedin.com/in/lgavish
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Follow Linda:
X: https://x.com/lindach167
LinkedIn: https://www.linkedin.com/in/linda-gray-6433b251
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Thank you to our partners:
(8:06) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist
(20:50) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST
(34:34) Kalshi - Sign up to win $100K at https://www.kalshi.com/twist
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Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland
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Check out Jason’s suite of newsletters: https://substack.com/@calacanis
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Follow TWiST:
Twitter: https://twitter.com/TWiStartups
YouTube: https://www.youtube.com/thisweekin
Instagram: https://www.instagram.com/thisweekinstartups
TikTok: https://www.tiktok.com/@thisweekinstartups
Substack: https://twistartups.substack.com
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Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Oct 29, 2024 • 1h 25min
TWiST News: The Startup Redefining Sonos, Influencers, Elections and Google's next AI push | E2034
This Week in Startups is brought to you by…
Digital Ocean. Whether you’re just getting started with AI, or seeing your project take off, DigitalOcean is the cloud platform that lets you focus on what matters: building killer apps. Right now get up to $100k in free credits at https://do.co/twist Terms and conditions apply.
Cloud Devs. Building the best remote team is tough, but you don’t have to do it alone. Visit
https://www.clouddevs.com/twist for an unbeatable offer on hiring elite Latam talent today.
Kalshi. Kalshi the largest regulated predictions market—now lets you trade on US elections. Visit https://www.kalshi.com/twist to see live odds, trade, and get $20 when you deposit $100.
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Todays show:
Sonos director Mattias Scheek joins Jason & Alex to discuss his journey in audio technology and Sonos acquisition. Then, Jason and Alex dive into election security (34:57), influencer marketing, Google’s upcoming AI release (1:10:42), and more!
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Timestamps:
(0:00) Jason and Alex kick off the show
(3:18) Earnings week predictions & discussion on national debt
(9:17) DigitalOcean. DigitalOcean is the cloud platform you need to turn your AI project into a rocket ship. Right now, approved listeners can get up to $100,000 in free credits to try us out. Visit https://do.co/twist - get started and view terms and conditions.
(10:24) Mattias Scheek from Sonos joins the show
(11:23) Mattias Scheek's journey in audio technology and Sonos acquisition
(17:49) Challenges for hardware startups in venture capital
(20:25) Getting acquired: The process, strategy, and life after
(22:04) Cloud Devs - Visit https://www.clouddevs.com/twist for an unbeatable offer on hiring elite Latam talent today.
(23:11) Sonos' hi-fi strategy and industry issues in audio clarity
(33:08) Kalshi - Visit https://www.kalshi.com/twist today to see live election odds, place a trade, and get $20 dollars when you deposit $100.
(34:57) Voting irregularities, election security, and influencer marketing
(45:14) Trump Rogan YouTube search issues and search engine comparison
(53:06) Monetization experiments on YouTube and Launch Cloud Kitchens Incubator
(1:10:42) Google's upcoming AI model for PC browsers and cybersecurity risks
(1:15:52) Apple's app permissions approach and AI
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Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.com
Check out the TWIST500: https://www.twist500.com
Check out the Launch CloudKitchens Incubator: https://ck.launch.co
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Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp
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Mentioned on the show:
https://www.youtube.com/watch?v=JWnUry6mCxs
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Follow Mattias:
LinkedIn: https://www.linkedin.com/in/mattias-scheek-539a0349/
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Follow Alex:
X: https://x.com/alex
LinkedIn: https://www.linkedin.com/in/alexwilhelm
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Follow Jason:
X: https://twitter.com/Jason
LinkedIn: https://www.linkedin.com/in/jasoncalacanis
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Thank you to our partners:
(9:17) DigitalOcean. DigitalOcean is the cloud platform you need to turn your AI project into a rocket ship. Right now, approved listeners can get up to $100,000 in free credits to try us out. Visit https://do.co/twist - get started and view terms and conditions.
(22:04) Cloud Devs - Visit https://www.clouddevs.com/twist for an unbeatable offer on hiring elite Latam talent today.
(33:08) Kalshi - Visit https://www.kalshi.com/twist today to see live election odds, place a trade, and get $20 dollars when you deposit $100.
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Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland
*
Check out Jason’s suite of newsletters: https://substack.com/@calacanis
*
Follow TWiST:
Twitter: https://twitter.com/TWiStartups
YouTube: https://www.youtube.com/thisweekin
Instagram: https://www.instagram.com/thisweekinstartups
TikTok: https://www.tiktok.com/@thisweekinstartups
Substack: https://twistartups.substack.com
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Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Oct 25, 2024 • 53min
Merge's Unified API Bet in the AI Era | E2033
In this episode:
Alex talks with Shensi Ding from Merge, who shares her transition from finance to tech and highlights the critical role of integrations in modern businesses. They explore the challenges of building and maintaining these integrations, emphasizing the importance of standardized data models. Shensi discusses partnerships and the strategies to overcome resistance. The conversation delves into trust-building, enhancing integration observability, and expanding Merge's offerings to include AI applications. They also touch on financial efficiency, growth strategies, and Merge's evolution beyond APIs, concluding with insights into future plans and potential acquisition interest.
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Timestamps:
(0:00) Alex kicks off the show with guest Shensi Ding of Merge.
(5:18) Shensi's journey from finance to tech and the importance of integrations
(10:20) The challenges of building and maintaining integrations
(11:19) Coda. Empower your startup with Coda’s Team plan for free—get 6 months at https://www.Coda.io/twist
(13:17) Identifying the market gap for Merge and the benefits of standardized data models
(17:39) Partnership building, Salesforce integration, and overcoming resistance
(20:07) OpenPhone - Get 20% off your first six months at https://www.openphone.com/twist
(21:16) Further discussion on trust-building and integration challenges
(26:04) Enhancing integration observability and customer support
(30:01) Micro1 - Visit https://www.micro1.ai/twist to get 10 free AI Interviews and 2 weeks free per hire
(31:21) Expanding Merge's integration list and its AI applications
(35:27) Discussing financial efficiency, runway management, and team dynamics
(43:16) Growth strategies, customer base expansion, and go-to-market experiments
(47:10) Pricing strategies, customer value, and market trends
(50:05) Future plans for Merge, acquisition interest, and long-term vision
(52:26) Evolution of Merge beyond API focus.
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Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.com
Check out the TWIST500: twist500.com
Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp
*
Check out Merge here: https://www.merge.dev/
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Follow Shansi:
X: https://x.com/shensi
LinkedIn: https://www.linkedin.com/in/shensiding/
*
Follow Alex:
X: https://x.com/alex
LinkedIn: https://www.linkedin.com/in/alexwilhelm
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Thank you to our partners:
(11:19) Coda. Empower your startup with Coda’s Team plan for free—get 6 months at https://www.Coda.io/twist
(20:07) OpenPhone - Get 20% off your first six months at https://www.openphone.com/twist
(30:01) Micro1 - Visit https://www.micro1.ai/twist to get 10 free AI Interviews and 2 weeks free per hire
*
Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland
*
Check out Jason’s suite of newsletters: https://substack.com/@calacanis
*
Follow TWiST:
Twitter: https://twitter.com/TWiStartups
YouTube: https://www.youtube.com/thisweekin
Instagram: https://www.instagram.com/thisweekinstartups
TikTok: https://www.tiktok.com/@thisweekinstartups
Substack: https://twistartups.substack.com
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Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916

Oct 24, 2024 • 1h 18min
AI for Investors, Publisher Rewards, Sleep Tech & More – 2024 Jam with JCal Recap | E2032
Ramsey Shaffer, CEO of Uptrends AI, discusses his AI tool for investment advisors that streamlines market news management. Ana Malhotra, co-founder of Roam, shares her innovative yard-sharing service for dog owners lacking secure outdoor spaces. Tyce Herrman from Ullama presents software that ensures architects' 3D models meet building codes, emphasizing the integration of AI for compliance. The trio highlights the challenges and triumphs of their ventures, showcasing groundbreaking ideas that could redefine their respective industries.

Oct 23, 2024 • 1h 15min
TWiST News: Headphones.com, How Sound Takes Down Drones, TollBit Secures Series A | E2031
Andrew Lissimore, Founder and CEO of Headphones.com, shares his journey from a side hustle to a thriving audio business. He emphasizes the power of a premium domain and YouTube for growth. The Prandtl Dynamics team from the University of Toronto unveils their groundbreaking anti-drone technology using sound waves, merging audio innovation with defense. The discussion also touches on TollBit’s successful Series A funding and their strategies to scale in a competitive market, highlighting the persistent drive for innovation among startups.

Oct 23, 2024 • 1h 25min
Election Security, Skift's Rafat Ali, and Anthropic Unleashes PC AI | E2030
Hans von Spakovsky, a fellow at the Heritage Foundation specializing in election integrity, discusses the growing concerns around election security and documented fraud cases. He emphasizes the need for improved technology in elections and the importance of maintaining public trust. Meanwhile, Rafat Ali, CEO of Skift, shares insights into the travel industry, addressing rumors about major players like Uber and Expedia. The conversation also touches on customer acquisition and the evolving dynamics of loyalty programs in travel, revealing intriguing industry trends.

Oct 22, 2024 • 1h 12min
TWiST News: F1 on Apple Vision Pro, Self-Driving, and Stablecoins | E2029
John Lepore, co-founder of Black Box Infinite, merges science fiction with technology, focusing on Apple’s Vision Pro and Hollywood VFX. He unveils an innovative Formula 1 experience that promises to redefine race viewing through immersive technology. The conversation also dives into advancements in self-driving cars, highlighting Tesla's safety upgrades. Additionally, they explore the intersection of tech and storytelling, illustrating how cinematic influences shape real-world innovations and consumer engagement in the ever-evolving digital landscape.

Oct 18, 2024 • 53min
The Anatomy of a Startup Acquisition with Cacheflow's Sarika Garg | E2028
Sarika Garg, CEO and co-founder of Cacheflow, brings two decades of B2B SaaS experience to the table. She shares insights into the challenges of B2B software sales and the evolving landscape of product-market fit. Sarika discusses HubSpot's acquisition of Cacheflow, highlighting the integration plans and the benefits of strategic partnerships. The conversation also touches on the importance of funding, scaling strategies, and how remote work influences company dynamics. Sarika's journey offers valuable lessons for aspiring founders and investors alike.

Oct 17, 2024 • 21min
The Best Financial Advice VCs Give Startups | Startup Finance Basics w/ Kruze's Scott Orn
Scott Orn, COO of Kruze Consulting, shares his expertise in startup finance. He delves into essential cash flow management tips and warns about the dangers of over-funding without product market fit. Scott discusses accounting methods that boost investor confidence, highlighting the importance of accrual accounting. He also stresses the need for transparency and regular communication with VCs. Plus, insights on navigating tough financial questions and regulatory challenges make this a must-listen for aspiring entrepreneurs.

Oct 17, 2024 • 1h 5min
TWiST News: Subscription Economics, Density's Waffle, and The Cost of AV Fleets | E2027
Andrew Farah, CEO of Density, shares insights on optimizing office space using innovative radar sensors. He introduces the 'waffle,' a user-friendly product that offers real-time data on room occupancy. The discussion highlights the implications of new FTC regulations on subscription models and explores the challenges of hardware integration in startups. Farah also touches on the impact of autonomous vehicles and nuclear energy advancements, shedding light on their potential to shape future urban landscapes and sustainability efforts.


