S2:E19-Fearless Fundamentals: How Language, Bravery, and Trust Shape Great Product Teams

In this episode, we sit down with Steve Brieloff, a long-time product leader at Expedia Group, to talk about the fundamentals that truly matter in product management — and how bravery, language, and learning the right patterns shape great teams and great products.

Steve brings a coach’s mindset to product leadership — drawing lessons from his background in sports and education — emphasizing that nailing the basics and choosing words carefully can make or break your product direction. Together, we explore how to balance conviction with humility, how to build trust and culture through vulnerability, and why bravery might just be one of the most underrated product skills.

 

Three Key Takeaways

1. Master the Fundamentals — and the Words You Choose Matter.

   Great product work starts with writing a precise problem statement and choosing the right success metrics. One misplaced word can send a team in the wrong direction.

2. Bravery is a Core Product Skill.

   Whether it’s voicing dissent, standing behind a decision, or leading culture change, bravery shows up at every level of product work — from junior PMs to execs.

3. Build Trust Through Vulnerability and Debate.

   Encourage disagreement, listen deeply, and be transparent — but also know when the debate is over. Leadership is about hearing others, making the call, and moving forward together.

Questions for Product Managers

1. What “fundamentals” do you return to when things get chaotic in your product or company?

2. Where could you be braver in your role right now — in decisions, conversations, or leadership?

3. How can you encourage more open debate and disagreement on your team while still driving momentum?