What to do if Stanley’s responses feel...off

Last updated: January 28, 2026

If Stanley’s responses don’t quite feel right, that doesn’t mean you’re using him incorrectly — it usually just means he needs more direction!

Stanley works best as a collaborator, and a small adjustment can make a big difference.


Step 1: Pause and notice what feels off 🤔

Before starting over, try to name what isn’t landing.

Ask yourself:

  • Is the tone off?

  • Does it feel too generic or polished?

  • Is it missing your perspective or opinion?

  • Did Stanley make an assumption that isn’t accurate?

Your reaction is helpful information!


Step 2: Give direct feedback 🗣

Stanley improves when you tell him how to adjust.

You can say things like:

  • “This doesn’t sound like me — can you make it more conversational?”

  • “This feels generic. Can we make it more specific to my experience?”

  • “I want this to be bolder and more opinionated.”

  • “That’s not quite true — here’s what I actually mean…”

Specific feedback helps Stanley recalibrate quickly!


Step 3: Add more context 🧠

If a response feels off, it’s often because Stanley doesn’t have enough background.

You can share:

  • What you’re thinking about lately

  • Who you’re writing for

  • What outcome you want from the post

  • Examples of past posts you liked

Even messy or half-formed thoughts are useful!


Step 4: Ask for critique, not just a rewrite ✍🏼

Instead of asking for another version, try asking Stanley to analyze the draft.

For example:

  • “What’s weak about this post?”

  • “Where might readers drop off?”

  • “What could make this more engaging?”

Stanley is designed to offer honest, constructive feedback — not just agree with you!


Pro tip: Feeling “off” is part of the process 💡

Every time you redirect, refine, or push back, Stanley learns your voice better. Over time, drafts will feel more aligned and require less editing.


🙋 Need a hand?

If you’re feeling stuck or unsure how to guide Stanley back on track, email us anytime at stanley@stanwith.me — we’re happy to help 💌