In this episode of The SaaS Operators Podcast, Rishabh, Jeremiah, and Jack talk about what it takes to operate in challenging conditions. We talk about Stamped’s inception, tech debt, layoffs, and the challenge of building while staying profitable.

Jeremiah shares the realities of inheriting a legacy codebase built by one man savant, competing against lean players like Judge.me, and making tradeoffs when costs rise faster than revenues. We discuss how AI budgets are reshaping software spend, why consolidation is accelerating, and what it means to kill, rebuild, or reinvent your product in 2025.

The conversation ends with how to lead through constraint, make unpopular decisions, and stay grounded when years of easy growth are behind you.