E39: Jack learns about Tech Debt

E39: Jack learns about Tech Debt

In this episode of the SAAS Operators, we go from HVAC techs to stablecoins to tech debt, the question is the balance between speed to market and borrowing from the future.The trades, like HVAC techs, are winning because real work still needs to get done. Zach explains about how he's running ads for his brothers home services business, and says it’s basically shooting fish in a barrel. If he ever moves to the jungle he's turning into a media buyer.Then we talk about 2026, how building is getting cheaper, teams are getting smaller, and the bar is moving. Taylor Holiday describes stablecoins as contribution margin tech because traditional rails, wires and card fees are stuck in the Stone Age.The conversation closes on velocity and speed of change. How most decisions are two way doors, and why Jack believes shipping more, worrying less, and how “doing it right” kills momentum. But let's be honest, Jack's still learning about tech debt.

Jaksot(51)

E52: How AI Replaces People with Chase Mohseni from Creative OS

E52: How AI Replaces People with Chase Mohseni from Creative OS

In this episode Jack, Rishabh, Chase and Jeremiah talk about how AI is changing the way they run their teams day to day. Rishabh challenged Chase on why he keeps getting pulled into problems, and his ...

29 Huhti 1h 15min

E50: The Future of Software Businesses with Maxx Blank from Triple Whale

E50: The Future of Software Businesses with Maxx Blank from Triple Whale

This podcast features an in-depth conversation with Maxx Blank, one of the co-founders of Triple Whale. Maxx shares the company's journey from a simple ecommerce dashboard that Maxx wanted for his own...

8 Huhti 54min

E49: How To Build An App That’s Worth Buying with Varun Kundra

E49: How To Build An App That’s Worth Buying with Varun Kundra

In this episode of the SaaS Operators Podcast, Varun Kundra , co-founder of AfterSell, talks about how the business was built around post-purchase upsells on Shopify. The core product sits in the wind...

30 Maalis 53min

E48: From Service to SaaS with Aaron Schwartz & Daniel Brady

E48: From Service to SaaS with Aaron Schwartz & Daniel Brady

In this episode Aaron Schwartz and Daniel Brady, co-founders of Orita, joined us and we talked about how they built an ML-powered audience intelligence product for e-commerce brands. Orita tells you w...

23 Maalis 1h 5min

E47: Building The World’s First AI Creative Strategist with Alex Cooper & Maneesh Apte

E47: Building The World’s First AI Creative Strategist with Alex Cooper & Maneesh Apte

In this episode Alex Cooper and Maneesh Apte, two of the co-founders of Parker, joined us to talk about building an AI creative strategist that lives inside your Slack channel. Parker feels like a sen...

17 Maalis 1h 6min

E46: Acquiring Marketing SaaS & Agencies with Chase Chappell

E46: Acquiring Marketing SaaS & Agencies with Chase Chappell

In this episode Chase Chappell, the founder of Sirge, Success AI, Ads Mastery and Partner at DOE Media, joins us to talk about building a vertically integrated e-commerce operation, acquiring marketin...

9 Maalis 51min

E45: Swiping Left on Ads Like Tinder with John Gargiulo

E45: Swiping Left on Ads Like Tinder with John Gargiulo

In this episode we talked to John Gargiulo, the founder of Airpost. Airpost makes new video ads every week for enterprise advertisers spending $1M or more a month on Facebook ads. They've got human cr...

2 Maalis 54min

E44: 3,500 Customers and Zero Outbound with Shaan Arora

E44: 3,500 Customers and Zero Outbound with Shaan Arora

In this episode we talked to Shaan Arora, the co-founder of Alia, about bootstrapping Alia Popups from $1M to $9M ARR in a year, bootstrapped, with zero outbound, and no venture capital. He started bu...

23 Helmi 53min

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