Difficult Workplace Conversations Toolkit: 10 Manager Scripts for Awkward Talks (Part 3)

The conversations get harder. Your confidence gets stronger.

If you’ve already tackled the awkward intros (👋 Part 1) and made it through the messier middle (💬 Part 2), this third volume is here to guide you through the conversations that hit deeper—and matter most.

Because by now, you know:
It’s not about having the perfect words.
It’s about showing up with clarity, calm, and care.

💼 What’s Inside (Part 3)

10 field-tested scripts for conversations like:

• ✋ Calling out "just a joke" moments that aren’t funny
• 📉 Addressing dips in performance with empathy
• 🚫 Setting respectful boundaries with over-familiar teammates
• 😔 Responding when someone shares personal struggles at work
• 💬 Offering feedback you’ve been avoiding (and why that matters)

Each one includes:

• 🧠 Prep checklists to get clear before you speak
• 💬 Templates for email, in-person, and async chats
• ⚖️ Cultural and legal footnotes so you don’t miss the context
• 🖼️ Bonus visuals: Feedback Flowchart, Confidence Prompts, and more

👀 Perfect For:

• Startup managers learning how to lead people—not just projects
• HR folks building internal scripts and playbooks
• Team leads handling friction, fast growth, and founder feedback
• Anyone who dreads conflict but knows it's part of the job

📦 Format & Access

• Notion template (fully editable, mobile-friendly)
• Instant access
• Lifetime updates

Real conversations. Real tension. Real leadership.
Click “I want this!” and stop avoiding the hard stuff.
You’ve got scripts now.

🔗 Haven’t grabbed Part 1 or 2 yet?

This toolkit is part of the Difficult Workplace Conversations series:

• Part 1: The Essentials
• Part 2: Tricky Talks You Can’t Avoid
• Part 3 (this one!): The Deep, Emotional, and Often Delayed Ones

Each stands alone—but together, they give you a full communication toolkit to lead with confidence.