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SAAS Operators
SAAS Operators
30 episodes
1 day ago
3 CEOs from some of the fastest growing software brands and Jack trying to get as much information out of them as possible.
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Business
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All content for SAAS Operators is the property of SAAS Operators and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
3 CEOs from some of the fastest growing software brands and Jack trying to get as much information out of them as possible.
Show more...
Business
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E17: Impossible to Bootstrap with Josh Perk
SAAS Operators
52 minutes 49 seconds
3 months ago
E17: Impossible to Bootstrap with Josh Perk

In this episode of The SaaS Operators Podcast, we dive into the tradeoffs of venture capital, bootstrapping, and the gray area in between. Josh Perk, Founder & CEO of Vector, joins the crew to talk about building a YC-backed company and why his $130K AWS bill makes bootstrapping impossible.

The conversation covers how Vector is taking on giants like 6sense and Demandbase with contact-based marketing, why fundraising isn’t just about dilution but also about partner quality, and how capital markets are shifting as funds scramble to deploy earlier.

We talk about secondary liquidity, founder motivations, and the real math behind VC outcomes, and when it makes sense to turn down the sure thing.

The conversation wraps up on the messy reality of employee equity, acquisitions, and how founders navigate the tension between personal wealth, team outcomes, and long-term vision.

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