20 Hard Challenges and How to Solve Them: A guide for (future) product leaders

Product leadership is hard.

Not because you don’t know the frameworks — but because the real world is messy. Politics, misalignment, low-impact work, unclear strategies… sound familiar?

I’ve spent 17+ years leading product at PayPal, Contentful, Doodle, and Ringier. I’ve coached and spoken with countless leaders, and shared their stories with 21,000+ people on LinkedIn.

This guide is the best of those insights + my most loved illustrations — all in one place.

What you’ll get

✅ 20 hard challenges every product leader has seen or will see
✅ How to spot them, why they matter, and how to solve them
✅ Simple illustrations you can use with your team
✅ Lessons from 17 years in product leadership

Choose your version

1. The Guide
📘 The full guide online and as PDF.

2. Guide + Designs
📘 The guide
🎨 Edit access to my illustrations (Canva).

3. Guide + Designs + 1:1 Coaching
📘 The guide
🎨 Edit access to my illustrations
🤝 A 1-hour 1:1 coaching session with me.

Why this matters

If you’re a future product leader, this book shows you what’s really ahead.
If you’re an exec, it shows you you’re not alone.

👉 Ready to stop feeling like you’re the only one facing these problems?

Get the guide today.