Today’s show: Jason, Alex and Lon unpack the FTC’s lawsuit against Uber and what it could mean for subscription UX, break down how AI startup Cursor is growing faster than almost any SaaS company in history, and discuss how dark patterns, consumer trust, and regulatory scrutiny are reshaping product design. They also touch on the future of big tech breakups, share insights from founder Office Hours with GoShare CEO Shaun Savage, highlighting the power of focus, capital, and customer obsession for startups navigating turbulent markets.

Timestamps:

(0:00) Episode Tease(1:21) Jason talks about personal interests, frugality, and TWIST live tour(7:29) Nick Huber's tweet on tariffs and business impact(9:58) NetSuite - Download the CFO's Guide to AI and Machine Learning for free at https://www.netsuite.com/twist(11:22) Market uncertainty and paused deals(13:57) Trump's market feedback and tariffs(16:29) Cursor's rapid revenue growth(19:44) Gusto - Get three months free when you run your first payroll at http://gusto.com/twist(21:16) Valuation discussion continuation and FTC sues Uber(29:58) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist(31:26) FTC dark patterns and consumer protection(33:23) Founder Friday bracket competition: LifeStack vs MedSimple(43:50) Introduction to GoShare and founder Shaun Savage(45:57) Regulatory challenges in the gig economy and supply chain resilience(57:37) Diversification strategies for GoShare's delivery professionals(1:00:23) Benefits of office hours and brainstorming with portfolio companies(1:01:26) Founder University and Launch Accelerator updates

Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.com

Check out the TWIST500: https://www.twist500.com

Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp

Links from episode:

GoShare: https://goshare.co/

Founder University: https://www.founder.university/

Follow Shaun:

X: https://x.com/ShaunSavage19

LinkedIn: https://www.linkedin.com/in/shaunsavage/

Follow Lon:

X: https://x.com/lons

Follow Alex:

X: https://x.com/alex

LinkedIn: ⁠https://www.linkedin.com/in/alexwilhelm

Follow Jason:

X: https://twitter.com/Jason

LinkedIn: https://www.linkedin.com/in/jasoncalacanis

Thank you to our partners:

(9:58) NetSuite - Download the CFO's Guide to AI and Machine Learning for free at https://www.netsuite.com/twist

(19:44) Gusto - Get three months free when you run your first payroll at http://gusto.com/twist

(29:58) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist

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

Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916