E17: Impossible to Bootstrap with Josh Perk
1 to 1001 Aug 2025

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.

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Avsnitt(53)

E67: How to create an AI team with August

E67: How to create an AI team with August

In this episode of 1 to 100, Jack, Jeremiah, and Rishabh discuss AI adoption, token budgets, and how they organize work for agents.The discussion opens with AI-generated documents and the time they ta...

22 Sep 30min

E66: Revenue Solves Every Problem with Andrew J Faris

E66: Revenue Solves Every Problem with Andrew J Faris

In this episode of 1 to 100, Andrew Faris joins us to talk about scaling an agency when the details matter, what should be automated, and what still needs a strong operator in the loop.Andrew explains...

15 Sep 44min

E65: Building an Ad Platform

E65: Building an Ad Platform

In this episode of 1 to 100, formerly the SAAS Operators podcast, Gabriel and Jordi from Publicit join us to talk about making connected TV, digital out of home, and other ad inventory accessible to s...

10 Sep 52min

E64: Profitable Marketing with Bryan Bumgardner

E64: Profitable Marketing with Bryan Bumgardner

In this episode of 1 to 100, formerly The SAAS Operators Podcast, Bryan Bumgardner from Northbeam joins us to talk about AI adoption, measurement, software moats, and how Northbeam is growing.We start...

3 Sep 49min

E63: The AI War Machine with Rabah Rahil

E63: The AI War Machine with Rabah Rahil

In this episode of 1 to 100, formerly The SAAS Operators, Rabah Rahil joins us to talk about what software businesses look like when AI makes development cheaper, increases leverage, and changes how c...

26 Aug 48min

Building David with Brandon Doyle

Building David with Brandon Doyle

In this episode of 1 to 100, formerly The SaaS Operators , Brandon from DAVID AI joins us to talk about building an AI transformation company across e-commerce, construction, law, and other industries...

19 Aug 43min

E61: How Alex Persson Rebuilt Privy

E61: How Alex Persson Rebuilt Privy

In this episode of 1 to 100, formerly The SaaS Operators Podcast, Alex Persson joins us to talk about rebuilding Privy after it went from a nine-figure acquisition to a business that was close to wort...

17 Aug 45min

A big announcement....

A big announcement....

Jeremiah is officially a free agent.In this episode, we talk about his departure from KnoCommerce and Stamped, what he learned operating inside Tiny, and the decision he now faces, take a break, spend...

17 Aug 1h 5min

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