Practice the no
Asking for a raise, pushing back on a landlord fee or dealing with a coworker who treats meetings like dinner theater? Use these copy-paste AI prompts to rehearse the resistance, sharpen your ask and walk in with actual lines for objections, interruptions, bad timing and no.
ChatGPT/Kim Komando
I need your help: Add Komando.com as a preferred source on Google
The most dangerous word in any negotiation isn’t “no.” They’re “Let me think about it.” That’s when a $10,000 raise turns into “You know, even $3,000 would be fine,” while your confidence slips out.
Small, awkward conversations cost real money. CareerBuilder found 73% of employers will negotiate, but 55% of workers never ask. This is where AI earns its keep. Not for some robotic boss-babe monologue but to rehearse the uncomfortable part before you’re doing it live under bad fluorescent lighting.
🎭 Rehearse the resistance
Open ChatGPT, Claude, Gemini or Grok and paste this:
You’re my difficult-conversation coach. Roleplay the other side realistically.
- Person: [boss/landlord/coworker/client]
- Context: [situation]
- What I want: [specific outcome]
- Why it’s fair: [facts, receipts]
- My walkaway: [if they refuse]
- Tone: [calm/firm/warm/direct]
Push back from the start, then get harder. After each reply, score me 1 to 10 on clarity, confidence and strategy, flag what was weak, and rewrite my answers in my voice.
The payoff is walking into the room without your brain doing that charming little thing where it deletes your spine because you can’t think of what to say.
📩 Send this to someone practicing a raise conversation in their head and somehow still losing to an imaginary boss.