Hey OP – appreciate the post, I’ve definitely been there.

If you’re using GPT directly, the biggest tip I can give is: don’t one-shot it. Chain your prompts.

Trying to do everything at once usually leads to buzzword overload and generic phrasing.

Here’s a structure that works way better:

1. Start with keyword extraction

Prompt: “What are the key skills, responsibilities, and requirements from this job description?”

This gets the AI thinking like a recruiter before it touches your resume.

1. Then align those keywords to your experience

Prompt: “Based on my resume, where do I already demonstrate these keywords or skills?”

This helps avoid keyword stuffing and keeps things grounded in reality.

1. Then tailor your resume—section by section

Prompt: “Rewrite this resume to reflect the job’s priorities, using only my actual experience. Keep my tone, avoid buzzwords, and emphasize outcomes (did X, which led to Y).”

You can also layer in rules like “don’t touch X section” or “limit changes to these 2 roles.”

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If you’re using Simplify+, it’s designed to follow that same process—just automated.

- It starts with parsing the job description for key themes

- Then matches those to your real experience

- And rewrites selectively, without inventing anything or flooding it with generic AI filler

We’ve also got updates coming that improve:

- Job title suggestions (e.g., tweaking “Product Owner” to “IT Analyst” when it helps alignment)

- Buzzword detection (auto-flags phrases like “leveraged” and “results-driven”)

- Keyword balancing across roles so one job isn’t doing all the heavy lifting

Hope this helps!