Difficult Conversations Course, 12-Week AI Tutor Guide, Negotiation, Feedback, Boundaries and Conflict Resolution, PDF

A masterclass you actually finish, because you spend it talking, not watching. This 12-week plan turns an AI tutor into the person across the table: the tough boss, the defensive colleague, the counterpart who won't budge. You rehearse the hard conversation safely, again and again, then the tutor drops character and debriefs what landed. By the end you can say the difficult thing and keep the relationship intact. Conflict-avoidant beginners welcome; freezing is where we start.
Format: A digital guide with twelve weekly sessions. You lead one fully scripted ~60-minute session each week (every step timed and written out for you) with an AI coach that role-plays the other side and debriefs each rehearsal. No live sessions, no group calls, no expertise needed.
WHAT YOU GET
• 12 deep weekly sessions, each built as a ready-to-run ~60-minute plan: a plain-language concept, a concrete worked example, a minute-by-minute session plan with the AI-tutor prompts built in, a "show me" checkpoint you can only pass by holding the conversation, common mistakes to watch for, and practice reps.
• A "Never used an AI chat assistant? Start here" onboarding that takes a complete beginner from zero to ready in about five minutes, using a free AI assistant, no paid plan needed.
• Four rescue prompts in the front matter for when a session goes sideways, you freeze mid rehearsal, or you need to reset.
• A tutor that stays honest: every weekly launch prompt tells the tutor to ask before it tells, help you find your own words, and never coach manipulation or winning at the relationship's expense, and a "make the other side harder" step levels up the role-play.
• A two-question debrief habit you build by the end and run after any real conversation.
THE 12 WEEKS
1. Why We Avoid the Hard Talk, and What It Costs
2. Separate the Person from the Problem
3. Listen to Actually Understand
4. Ask Clearly for What You Want
5. Give Hard Feedback So It Lands
6. Receive Criticism Without Getting Defensive
7. Say No and Set a Boundary
8. De-escalate Anger and Tension
9. Negotiation: Interests, Not Positions
10. Repair and the Real Apology
11. Project Week: Prepare and Have One Real Hard Conversation
12. Demo Day and the Debrief Habit
WHO IT'S FOR
Adults who avoid conflict, freeze in negotiations, or dread giving and getting feedback, at work and in life. If you've been dodging a conversation for weeks, rehearsing arguments in the shower, or saying yes when you meant no, this is built for you. No experience needed; being conflict-avoidant is the starting line, not a disqualifier.
WHY THIS INSTEAD OF A FREE CHATBOT
A raw chatbot will hand you a script and cheerfully agree you're right. This pack ships the structure it lacks: a real 12-week progression, a tutor set up to play the other side for real (pushing back, getting defensive, holding leverage), so you rehearse under pressure instead of reading tips. It asks questions before it coaches a single line, and it won't let you win at the relationship's expense. Reps against a tough counterpart, not confident guessing.
FORMAT NOTE
This is a paid digital guide framed like a masterclass, and built to feel like one you finish. The "classroom" is you and an AI tutor role-playing the hard conversation, one scripted ~60-minute session a week. The value isn't watching lectures; it's the reps you get saying the thing out loud before it counts, with every step already written out for you.
FAQ
• Do I need any experience? None. Week 1 is naming the conversations you've been avoiding; every skill is rehearsed in small, low-stakes reps before you use it for real.
• Which AI does it use? What if I've never used an AI chat assistant? It works with any modern AI assistant: ChatGPT, Claude, Copilot, Gemini. Free versions are enough; no paid plan needed. The guide's first section walks complete beginners through setup in about five minutes, so starting from zero is fine. Voice mode helps if you want to practice out loud.
• Is this about asking for a raise or money strategy? It's a communication and negotiation skills pack, not financial advice. When a week touches asking for more (a raise, a better deal), it trains only the conversation: making your case clearly and handling the response. No money management, no salary strategy.
• Will it just give me a script to memorize? No, that's the point. The tutor makes you find your own words by asking questions first, then role-plays so you earn the line by saying it under a little pressure.
• Does it work outside the US? Yes. The guide is written in US English, and every weekly launch prompt tells the AI to use your country or region for spelling, units, money, and examples.
• Is it therapy? No. It's for the ordinary hard conversations of work and life. If a relationship involves abuse, threats, or real fear for your safety, the guide points you to a professional or local support service instead of rehearsing it.
• Refunds? Standard marketplace refund policy applies.
WHAT'S IN THE DOWNLOAD
• hardtalk-guide.pdf: the full 12-week guide, easy to read on any phone, tablet, or computer
• hardtalk-ai-copy.md: the same guide as plain text, to hand straight to your AI chat assistant
• Placement check (Where Do You Actually Get Stuck in a Hard Conversation?): a 15-minute AI chat that scores where your learner stands and names the week to start at, as a prompt to paste and a printable card
• READ-ME-FIRST.txt: which file is which
Instant digital download. Nothing is shipped.
AI disclosure: I guided the main portion; AI executed some parts for me.