Skip to main content

Product Management Webinar: How to Make Hard Product Decisions

How to Make Hard Product Decisions Without Creating Long-Term Debt

Wednesday, February 25 | 9am PST | 12pm EST | 5pm GMT

Every product team makes trade-offs. Some are deliberate. Many are rushed. And a surprising number quietly turn into long-term debt that slows teams down for years.

Watch Janna Bastow unpack how everyday product decisions such as “just this once” compromises, the short-term wins, the well-intentioned shortcuts, compound into product, process, organizational, and of course, tech debt.

Because here’s the uncomfortable truth: most product debt isn’t created by bad teams or bad intentions. It’s created by pressure, ambiguity, and decisions made without a clear view of the consequences.

Join Janna and learn how to spot these patterns early, make better trade-offs under pressure, and build decision habits that keep your product and your team healthy over time.

About this webinar

Most conversations about debt stop at technical debt. But product teams know the reality is messier than that.

There’s roadmap debt. Discovery debt. Decision debt. Process debt. And once they stack up, even strong teams start to feel slow, reactive, and stuck.

In this webinar, Janna Bastow, Co-Founder of ProdPad and inventor of the Now-Next-Later roadmap, breaks down the real decisions that create long-term drag in product organizations, and what experienced product leaders do differently.

This session isn’t about avoiding hard calls. It’s about making them consciously  with a clear understanding of the trade-offs you’re accepting, the debt you’re taking on, and how to stop it from quietly taking over your roadmap.

Because good product leadership isn’t about choosing the perfect option. It’s about navigating constraints without setting traps for your future self.

In this webinar, you’ll learn:

  • The different types of product debt teams accumulate (and why tech debt is only one of them)
  • How everyday product decisions quietly compound into long-term drag
  • The warning signs that your roadmap is absorbing debt instead of creating value
  • How to make trade-offs explicit when there is no “right” answer
  • When debt is a strategic choice — and when it’s a red flag
  • Practical ways to reduce decision debt without slowing teams down

Whether you’re a product manager navigating competing priorities, a product leader balancing strategy and delivery, or a founder making high-stakes calls with incomplete information, you’ll walk away with clearer judgment and practical tools you can apply immediately. This is for teams who don’t want perfect frameworks, but want better decisions.

About Janna

Like many people in product, Janna became a Product Manager almost by accident after spending time in customer-facing roles that required liaising with technical teams. It was this intersection between product and customer that shaped her early approach and set the foundation for learning fast on the job.

As an early adopter of Product Management best practices, Janna has seen the discipline grow from an almost unknown role into a global profession. Along the way, she’s become one of the leading voices in product thinking, and regularly speaks at conferences around the world, sharing sharp insights and real-world lessons with product teams.

Today, Janna is the CEO and Co-Founder of ProdPad, an international product speaker, and the inventor of the widely adopted Now-Next-Later roadmap.

Janna Bastow CEO and co-founder of ProdPad product management software

Watch more of our Product Expert webinars