19 AI opponents to practice hard conversations

Each opponent is built on a kind of person who is hard to talk to. Pick the one you keep running into, have the conversation, and a judge scores every reply on six skills.

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Easy

• EasyThe PragmatistEverything is a trade-off. Yours.
• EasyThe AvoiderAgrees to talk about it. Later.
• EasyThe FlattererLoves you most right before the favor.
• EasyThe One-UpperWhatever happened to you, theirs was bigger.

Medium

• MediumThe StonewallGives you nothing and waits you out.
• MediumThe OutragedEvery problem is an emergency. Loudly.
• MediumThe Guilt-TripperTheir problem becomes your guilt.
• MediumThe MicromanagerTrusts you completely. Checks everything twice.
• MediumThe InterrupterTalks over you until you fold.
• MediumThe CatastrophizerOne slip and everything collapses.
• MediumThe NeedlerPokes until you snap, then points.
• MediumThe BureaucratThe rules are the rules. Especially the wrong ones.

Hard

• HardThe Credit-StealerLoves your ideas. As their own.
• HardThe Passive-AggressiveFine. Whatever you think is best.
• HardThe Wounded FriendNot angry. Just waiting to see if you mean it.
• HardThe Tone PolicerYour point was fine. Your tone loses anyway.

Nightmare

• NightmareThe GaslighterThat never happened. You are sure it did.
• NightmareThe DiplomatAgrees to everything, commits to nothing.
• NightmareThe Hard BargainerThe number is final. So is the door.