Free Resource

The AI Job Search Prompt Sheet

Twelve copy and paste prompts that tailor your resume to any posting, prepare you for the interview, and open doors that were never posted publicly.

  • 1The master tailoring prompt. Matches your real experience to any job description without inventing anything.
  • 2The three pass human edit. The free workflow that stops your resume from reading like a template.
  • 3Read your interviewer before you meet them. Communication style, likely questions, and how to adjust.
  • 4The voice mock interview. Rehearse out loud against a hiring manager that does not go easy on you.
  • 5Your next seven days. About four hours of work total. Nothing on the list costs money.

From the Hired by AI workshop by Ken Henderson, founder of Buttered Business, Google and Yelp Certified Partner, and MBARK instructor.

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The AI Job Search Prompt Sheet
You are in. Every prompt below has a copy button. Replace anything in [brackets] with your own details. Hit Save as PDF up top if you want it on paper.
AI is your assistantIt reorganizes what you already did. It does not get to invent your career.
Defend every lineIf you cannot tell a two minute story about a bullet, cut the bullet.
One job, one passSix focused minutes per application beats sixty scattered ones.
Part One

Your resume

1

The master tailoring prompt

Run this on every single posting. It is the highest value prompt on this sheet.

You are a senior recruiter with 15 years of experience hiring for [ROLE].

Below is my resume and the job description I am applying to.

1. List the top 10 skills and keywords this employer is screening for.
2. Tell me which of those I already have real evidence for in my resume.
3. Rewrite my experience bullets so the strongest matches appear first.
4. Keep every claim factually true to my original. Do not invent tools,
   titles, metrics, employers, or certifications.
5. Flag every requirement where I am genuinely weak so I can address it.

Write in plain language. Short sentences. Active verbs. Specific numbers.
No em dashes. No corporate buzzwords. Vary the sentence length.

RESUME: [paste your master resume]
JOB DESCRIPTION: [paste the entire posting]
2

Turn duties into achievements

Do not let it rewrite cold. Make it interview you first, or it will invent your numbers.

Here are my job duties, written the boring way: [paste]

For each duty, ask me the questions you need in order to turn it into an
achievement bullet with a measurable result. Ask one question at a time.
Do not write anything until you have my answers.

Then use this shape: action verb + what I did + measurable result + how.
3

The cover letter

Naming your own gap in paragraph three reads as confident. Hiding it never works.

Write a 4 paragraph cover letter for this role.

Use only facts from my resume. Invent nothing.
Paragraph 1: why this company, using this research: [paste 2 real facts]
Paragraph 2: my strongest match to their top requirement
Paragraph 3: address that I am light on [gap], and what I bring instead
Paragraph 4: a confident close asking for a conversation

Under 250 words. Write it the way I would say it to a person across a table.
No em dashes. No "I am writing to express my interest."
Do not thank them for their time.

RESUME: [paste]    JOB: [paste]
4

LinkedIn, three passes

Your headline is what recruiters actually search. Make it the job you want, not the one you have.

HEADLINE: Write 8 LinkedIn headlines under 220 characters for someone
targeting [ROLE]. Include the keywords a recruiter would search, plus what
I actually deliver. No buzzwords, no em dashes.

ABOUT: Write a first person About section, 3 short paragraphs, under 200
words. Open with a real problem I solve. Use my experience below. Sound
conversational, not corporate. [paste resume]

SKILLS: Based on 5 job postings for [ROLE] pasted below, list the 25 skills
that appear most often, ranked. Mark which ones I already have evidence for
in my resume. [paste 5 postings + resume]
Before you send anything: run the three passes. Hemingway to break the uniform rhythm, a humanizer on the summary only, then read it out loud and add one specific detail only you would know. AI detectors are unreliable and no free tool beats all of them. You are not fooling software. You are sounding like yourself.

The eleven second sweep

  • Find and replace every em dash with a period, a comma, or the word "and"
  • Strip curly quotes pasted from a chat window
  • Delete any line starting with "Here is" or "Certainly"
  • Remove every [bracketed placeholder]
  • Check your tense: past jobs stay in past tense
  • Do this on your resume, cover letter, LinkedIn, and emails

Words that give you away

Not wrong. Just overused by machines. Swap each for the plain word you would say to a friend.

spearheadedleverageddelverobust seamlessmeticulouspassionate aboutdynamic synergyholistictapestrytestament to pivotalunderscoremultifaceted

Four things that end your candidacy

  • Hidden white text prompts. Recruiters paste resumes into plain text editors specifically to catch this. It is the fastest permanent no in hiring.
  • Leaving the scaffolding in. Proofread the final file, not the chat window.
  • Invented credentials. AI adds these quietly and helpfully. One interview question catches it.
  • Formatting the software cannot read. No tables, no columns, no headshots, no contact info in the header.
Part Two

The interview

5

Company research briefing

Use Gemini or Perplexity so you get live sources. Verify item 5 before you say it out loud.

Research [COMPANY] and give me a one page interview briefing:

1. What they sell and how they actually make money
2. Their three biggest competitors and what makes them different
3. News in the last 12 months: funding, layoffs, launches, acquisitions,
   leadership changes
4. Their stated values, and what current and former employees say on
   Glassdoor, Indeed, and Reddit
5. Two problems they are likely facing right now that someone in [ROLE]
   could help solve
6. Five questions I can ask that prove I did this homework

Cite your sources. Flag anything you are not confident about.
6

Read your interviewer

Public professional information only. This is preparation, not surveillance.

I am interviewing with [NAME], [TITLE] at [COMPANY].
Here is their LinkedIn profile and recent posts: [paste]

Based only on this, tell me:
1. Their likely communication style: fast and direct, analytical and data
   driven, warm and relational, or big picture
2. What they probably care most about in this hire, given their own
   background and career path
3. Three questions they are likely to ask me, and why
4. Two questions I should ask that would genuinely interest them
5. How to adjust my pacing, detail level, and tone for this person
6. Any real common ground between their background and mine

Label anything speculative. Do not guess at personal details.

Same story. Different delivery.

  • The Driver is direct and impatient with preamble. Lead with the result. Keep it to 90 seconds.
  • The Analyst wants evidence. Bring numbers and explain how you decided, not just what you decided.
  • The Relater listens for how you treat people. Tell the people story and show your judgment.
  • The Visionary jumps between ideas. Match the energy and connect your work to where the company is going.
7

The voice mock interview

Turn on voice mode and speak your answers out loud. Record it. Run it three times.

You are the hiring manager for this role: [paste job description]

Interview me for 20 minutes. Ask one question at a time and wait for my
answer before continuing.

Start easy. Get progressively harder. Include at least two behavioral
questions and one direct question about the weakest part of my background.

Do not coach me between questions. Just ask the next one.

At the end, score me out of 10 on clarity, specificity, and confidence.
Then show me the three answers that need the most work and rewrite them
in my voice.

MY RESUME: [paste]
8

Attack your own stories

Six stories cover almost every behavioral question you will ever be asked.

Here are my six stories in rough form: [paste]

For each one, tell me what is missing, what is vague, and what a skeptical
hiring manager would push back on. Then tighten each to 2 minutes spoken,
in my own words.

The six: a time you fixed something broken / handled a difficult person /
failed and what changed after / led without the title / learned something
fast / made or saved money.
9

Salary negotiation role play

Verify any pay figure against a live source. AI compensation numbers go stale fast.

Role play a salary negotiation. You are the hiring manager and you just
offered me [X].

I am going to counter. Push back on me the way a real manager would,
including saying it is the top of the band.

Do not go easy on me. After three rounds, tell me where I gave up ground
too quickly and what I should have said instead.
10

The 24 hour follow up

Paste your notes exactly as you scribbled them. The raw detail is what makes it sound human.

Write a thank you email to [NAME] after my interview for [ROLE].

Here is what we actually talked about: [paste your messy notes]

Under 150 words. Reference one specific moment from the conversation.
Add two sentences that strengthen my answer to [the question I fumbled].

Write it the way I would talk. Warm, not formal. No em dashes.
Do not thank them for their time twice.
Part Three

Beyond the application

11

Find the hidden jobs

Ten of these a week beats a hundred cold applications. It feels worse and it works better.

TARGET LIST: List 30 companies within 25 miles of [CITY] that employ people
in [ROLE]. Include company size and what they do. Skip staffing agencies.

OUTREACH: Write a 90 word LinkedIn message to [NAME], [TITLE] at [COMPANY].
I am not asking for a job. I am asking for 15 minutes to understand how they
got into this field and what they look for. Reference this specific thing
about them: [paste]. Sound like a real person, not a template.
No flattery. No em dashes.
12

Close your skills gap

"Be blunt" is the most valuable phrase on this entire sheet. Left alone, AI is agreeable to a fault.

Here are 10 job postings for roles I want. Here is my resume. [paste both]

1. What skills appear in most postings that I am missing?
2. Rank them by how much each one would improve my odds
3. For the top three, what is the fastest free or low cost way to get real,
   demonstrable proof I can do it?
4. What could I build or volunteer for in 30 days that would let me put this
   on my resume honestly?

Be blunt. Do not tell me what I want to hear.

Your next seven days

  • Day 1Build the master resume. Everything you have ever done. Ugly is fine. 45 minutes.
  • Day 2Run the eleven second sweep on every document you already have.
  • Day 3Pick one real posting. Run prompt 1, then all three human passes.
  • Day 4Rewrite your LinkedIn headline, About section, and skills with prompt 4.
  • Day 5Write your six stories in rough form. Run prompt 8. Tighten.
  • Day 6Run a full voice mock interview. Record it. Play it back. Run it again.
  • Day 7Send ten outreach messages to real humans at companies on your target list.