From Dread to Confidence:

Master Difficult Boss Conversations in 7 Days

A free daily email course teaching you the frameworks that turn Sunday night anxiety into Monday morning confidence.

You know that feeling Sunday night when you think about tomorrow's meeting with your boss?

That pit in your stomach. The mental rehearsals of what you might say and how they might react. The dread that comes from knowing you need to push back, deliver bad news, or ask for something—and having no idea if it'll go well or blow up in your face.

Here's what most product professionals don't realize: those difficult conversations aren't hard because you're bad at them. They're hard because you were never taught the frameworks that make them manageable.

You can learn to navigate these conversations confidently. Not through charisma or political games. Through systematic approaches that work regardless of your personality or your boss's temperament.

What you'll learn in this 7-day email course:

Day 1: Why boss conversations feel so difficult (and why that's not your fault)
Day 2: The psychological safety foundation that makes everything else work
Day 3: The Three-Part Opening that sets up productive conversations
Day 4: How to push back on unrealistic expectations without damaging relationships
Day 5: The framework for delivering bad news your boss won't want to hear
Day 6: How to disagree with your boss without it becoming career-limiting
Day 7: Building long-term relationship quality that makes difficult conversations easier

Each email:

Arrives daily at 7am (takes 5-7 minutes to read)
Teaches one practical framework you can use immediately
Includes specific examples from product team contexts
Builds on the previous day's concepts

This isn't theory. These are the frameworks I developed over 20 years and a dozen different bosses—some great, many challenging, a few nightmares. The approaches that turned my most dreaded conversations into productive dialogues that advanced my career.

Find Your Way Forward

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