E20: In Stealth Mode with Jacob Posel

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SAAS Operators

32 episodes

3 days ago

3 CEOs from some of the fastest growing software brands and Jack trying to get as much information out of them as possible.

Business

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3 CEOs from some of the fastest growing software brands and Jack trying to get as much information out of them as possible.

Business

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E20: In Stealth Mode with Jacob Posel

SAAS Operators

47 minutes 48 seconds

2 months ago

E20: In Stealth Mode with Jacob Posel

In this episode of The SAAS Operators Podcast, we sat down with Jacob Posel to talk about his journey navigating the earliest stage of building a SAAS business and how he is thinking about AI, distribution and product-market fit.

Jacob shares why chasing the “biggest opportunity” is not enough without obsession. How his background in marketing and advertising gives him an edge. He explains why stealth mode matters, how he is thinking about first hires, and why great tech is still the foundation of any surviving SAAS business.

We talk about Icon’s controversial move into managed services, whether software as a service companies are destined to become... just service companies, and the reputational risks of overpromising when you only get so many first impressions. From cycle times in SAAS, to the important of momentum, and how AI is changing the way founders meddle directly in product development, this conversation is an exploration of how SAAS businesses starting today in 2025 operate.