Custom Manufacturing Industry podcast is an entrepreneurship and motivational podcast on all platforms, hosted by Aaron Clippinger. Being CEO of multiple companies including the signage industry and the software industry, Aaron has over 20 years of consulting and business management. His software has grown internationally and with over a billion dollars annually going through the software. Using his Accounting degree, Aaron will be talking about his organizational ways to get things done. Hi ...
…
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Content provided by Rob Walling. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Rob Walling or their podcast platform partner. If you believe someone is using your copyrighted work without your permission, you can follow the process outlined here https://podcastplayer.com/legal.
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Episode 792 | Hot Take Tuesday: GPT-5 Struggles, the A.I. Bubble, and the Windsurf Debacle
Manage episode 503955879 series 2527317
Content provided by Rob Walling. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Rob Walling or their podcast platform partner. If you believe someone is using your copyrighted work without your permission, you can follow the process outlined here https://podcastplayer.com/legal.
Is GPT-5 a real risk for SaaS founders, or just the beginning of a new chapter?
In this Hot Take Tuesday, Rob Walling, Einar Vollset, and Tracy Osborn dig into GPT-5’s mixed reviews, signs of stress in the A.I. bubble, and how Windsurf’s $2.4B exit left early employees with nothing. They also unpack why returning a VC fund is such a rare (and big) deal.
Episode Sponsor
This episode is brought to you by Gearheart.io, which specializes in helping early-stage founders validate ideas, prototype SaaS products, and build AI-powered MVPs with real user testing, so your code won’t crumble when your first customers show up.
Founded by entrepreneurs who’ve launched and exited their own startups, Gearheart has helped launch over 70 B2B SaaS products, including SmartSuite (which raised $38 million). They get where you’re at.
Book your free strategy session at gearheart.io and mention Startups for the Rest of Us to get 20% off discovery, validation, or prototyping services.
Topics we cover:
- (3:12) – TinySeed returns Fund One
- (9:40) – GPT-5: Upgrade or letdown?
- (19:19) – Are we in an AI bubble?
- (24:09) – The Windsurf debacle: $2.4B exit, $0 for early employees
- (31:06) – The bigger problem: Are startups forgetting to share the upside?
- (40:05) – Lifestyle vs. Ambitious Bootstrapping
Links from the Show:
- TinySeed Fall 2025 Applications Live Q&A - Join us Wednesday September 3rd
- TinySeed SaaS Accelerator - Applications are Open!
- Invest in TinySeed
- MicroConf
- SaaS Institute
- Discretion Capital
- Einar Vollset | LinkedIn
- Einar Vollset (@einarvollset) | X
- Tracy Osborn
- Tracy Osborn | LinkedIn
- Tracy Osborn (@tracymakes) | X
If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you!
569 episodes
Share
Manage episode 503955879 series 2527317
Content provided by Rob Walling. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Rob Walling or their podcast platform partner. If you believe someone is using your copyrighted work without your permission, you can follow the process outlined here https://podcastplayer.com/legal.
Is GPT-5 a real risk for SaaS founders, or just the beginning of a new chapter?
In this Hot Take Tuesday, Rob Walling, Einar Vollset, and Tracy Osborn dig into GPT-5’s mixed reviews, signs of stress in the A.I. bubble, and how Windsurf’s $2.4B exit left early employees with nothing. They also unpack why returning a VC fund is such a rare (and big) deal.
Episode Sponsor
This episode is brought to you by Gearheart.io, which specializes in helping early-stage founders validate ideas, prototype SaaS products, and build AI-powered MVPs with real user testing, so your code won’t crumble when your first customers show up.
Founded by entrepreneurs who’ve launched and exited their own startups, Gearheart has helped launch over 70 B2B SaaS products, including SmartSuite (which raised $38 million). They get where you’re at.
Book your free strategy session at gearheart.io and mention Startups for the Rest of Us to get 20% off discovery, validation, or prototyping services.
Topics we cover:
- (3:12) – TinySeed returns Fund One
- (9:40) – GPT-5: Upgrade or letdown?
- (19:19) – Are we in an AI bubble?
- (24:09) – The Windsurf debacle: $2.4B exit, $0 for early employees
- (31:06) – The bigger problem: Are startups forgetting to share the upside?
- (40:05) – Lifestyle vs. Ambitious Bootstrapping
Links from the Show:
- TinySeed Fall 2025 Applications Live Q&A - Join us Wednesday September 3rd
- TinySeed SaaS Accelerator - Applications are Open!
- Invest in TinySeed
- MicroConf
- SaaS Institute
- Discretion Capital
- Einar Vollset | LinkedIn
- Einar Vollset (@einarvollset) | X
- Tracy Osborn
- Tracy Osborn | LinkedIn
- Tracy Osborn (@tracymakes) | X
If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you!
569 episodes
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Similar to Startups For the Rest of Us
Custom Manufacturing Industry podcast is an entrepreneurship and motivational podcast on all platforms, hosted by Aaron Clippinger. Being CEO of multiple companies including the signage industry and the software industry, Aaron has over 20 years of consulting and business management. His software has grown internationally and with over a billion dollars annually going through the software. Using his Accounting degree, Aaron will be talking about his organizational ways to get things done. Hi ...
…
continue reading
Each week, Another Bite breaks down the latest and greatest pitches from Shark Tank. It's practical business advice delivered in a fun way. All the substance of an HBR article, but fun. Hosted by Jorie Munroe, Ariel Boswell, and Jon Dick.
…
continue reading
The traditional enterprise go-to-market motion is undergoing a transformational shift. B2B buyers are more sophisticated than ever, and operational efficiency is a key focus for every organization. One key function possesses a unique opportunity to shape the future of revenue generation: enablement. On this podcast, we’re bringing you the secrets, strategies, and tactics that successful enablement leaders are using to drive meaningful impact. The Enablement Edge is the go-to resource for sal ...
…
continue reading
Kipp Bodnar (HubSpot’s CMO) and Kieran Flanagan (Hubspot's SVP of Marketing), lead you down the rabbit hole of marketing trends, growth tactics and innovation. On the way you’ll pick up undiscovered strategies to give you that slight edge for success. These are not your typical twitter thread regurgitated marketing tactics that everyone is doing. These are new methods, with unfiltered examination of successful fresh ideas.
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…
continue reading
The Greatness Machine is on a Quest to Maximize the Human Experience! Join Award Winning CEO and Author, Darius Mirshahzadeh (pron. Mer-shaw-za-day), as he interviews some of the greatest minds in the world―turning their wisdom and experience into learnings and advice you can use in your life so that you can level up and create greatness. Join Darius as he goes deep with guests like: Moby, Seth Godin, Gabby Reece, Amanda Knox, UFC Ring Announcer Bruce Buffer, Former FBI Negotiator Chris Voss ...
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continue reading
Kara Goldin, Founder of Hint and Author of the WSJ Best Seller Undaunted, brings listeners real, unfiltered conversations with today’s boldest entrepreneurs, leaders, disruptors, and change-makers on The Kara Goldin Show. From overcoming setbacks to building iconic brands, Kara dives deep into the stories of those who dared to do things differently. Guests like Tony Robbins (entrepreneur, author), Chip Wilson (Lululemon), Guy Kawasaki (Apple, Canva), Mindy Grossman (WW), and Amy Errett (Madi ...
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continue reading
How do I start an online business? How do I build a brand online? How do I get traffic and attention to my online business? The biggest question is, can I start a business online and replace my current JOB? Welcome to The Rock Your Brand podcast show where we answer ALL of these questions and a ton MORE! Scott Voelker, the host will share with you everything you need to know and help you to build a Future Proof Business that will allow you the ultimate Freedom. Scott shares tips and strategi ...
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continue reading
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