May 01, 2026

312 - Avoiding a Hard Conversation? 3 Plays to Help You Address the Issue Head-On

19 minutes

Pick up a copy of ⁠The Mental Strength Playbook⁠.

Have you ever rehearsed an uncomfortable conversation in your head over and over again? Maybe you want to ask for a raise, address something that hurt your feelings, or share bad news—but you keep running the words on a loop, hunting for the perfect way to say it.

While we like to practice, rehearsing isn't actually helping. It's worrying in disguise. Today, I'm sharing three plays that work a lot better, so you can stop dreading the conversation and find the courage to actually have it.

Some of the things I talk about are:

The webinar I almost got roped into—and how I finally spoke up after weeks of staying quiet.

Why rehearsing a conversation in advance often backfires and keeps you stuck.

How "Flip the Script" stops your brain from treating the worst-case scenario like a prediction.

Why generic affirmations like "you'll do great" don't work—and what to use instead.

How to create a statement that works for you when the pressure is on.

The play that takes the hardest part of a tough conversation and moves it to your prep phase.

What to do when you've waited too long to raise an issue and it feels too late to speak up.

Why you don't have to feel 100% ready to walk into the room.

Related Episodes ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

⁠308 — Pause. Pick. Play. The Formula for Getting Through Any Hard Moment

⁠168 — Navigate Uncomfortable Conversations with Confidence

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By Amy Morin

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