AI Job Search Playbook Track/Use the Right AI Tools
AI Job Search Playbook Track
Module 5 of 6

Use the Right AI Tools

There are 100+ AI job search tools. You need 3-4. Learn which AI to use for resume tailoring, portfolio building, interview prep, and outreach.

35 min read

What You'll Learn

  • Choose the 3-4 AI tools that match your specific job search needs
  • Complete a mock interview using AI and get actionable feedback
  • Build a prompt library of 5 ready-to-use job search prompts
  • Walk out with a tested AI workflow for every stage of your job search

What You Are Building in This Module

By the end of this module you will have:

  1. Your AI tool stack decided (3-4 tools, no more)
  2. A completed mock interview with feedback
  3. A personal prompt library with 5 ready-to-use prompts for job searching

You are not evaluating tools in this module. You are choosing them and using them.

Step 1: Choose Your Stack (5 Minutes)

You need AI for 4 tasks. Pick one tool for each and stick with it.

Task 1: Resume analysis and job description matching Best options: Claude (claude.ai) or ChatGPT (chatgpt.com) Both handle this well. Claude tends to give more structured, detailed analysis. ChatGPT is faster. Pick one.

Task 2: Portfolio building Best options: Carrd.co (manual, simple), Lovable.dev (AI-built), Bolt.new (AI-built) You already built your site in Module 3. Stick with whatever you used.

Task 3: LinkedIn content and outreach Best option: Same tool you chose for Task 1. No reason to switch between tools for text generation.

Task 4: Interview preparation Best options: Claude (better at nuanced behavioral questions), ChatGPT (good for rapid-fire practice)

Most people need 2 tools total: one AI chat tool (Claude or ChatGPT) and one site builder. That is it. Stop tool shopping.

Write Down Your Stack

My AI tools:

- Resume/JD analysis: _______________

- Portfolio site: _______________

- LinkedIn content: _______________

- Interview prep: _______________

If you wrote the same tool for 3 of the 4, that is correct. You do not need more tools. You need to use the tools you have.

Step 2: Run a Mock Interview (20 Minutes)

This is the most underused AI capability for job seekers. A mock interview with AI is free, available at 2am, gives honest feedback, and lets you practice without embarrassment.

Use the prompt below to run a full 5-question behavioral interview. Do this out loud, not in text. Type your answers or speak them, but practice answering as if a real person is across the table.

Copy This Prompt for Your Mock Interview

`

You are a senior hiring manager conducting a behavioral interview. You are screening candidates for this role:

[Paste the job description for your target role here]

Conduct a 5-question behavioral interview. Ask one question at a time. Wait for my response before asking the next question.

After each answer, provide:

1. SCORE (1-10): How strong was this answer?

2. WHAT WORKED: What part of my answer was effective

3. WHAT WAS MISSING: What I should have included

4. RED FLAG CHECK: Did anything in my answer sound rehearsed, vague, or AI-generated?

5. IMPROVED VERSION: Show me how to restructure my answer using the STAR format (Situation, Task, Action, Result) while keeping my specific details

After all 5 questions, give me:

- Overall interview score (1-10)

- My strongest answer and why

- My weakest answer and how to fix it

- The one thing that would improve all my answers

Start with question 1.

`

Take this seriously. Answer each question fully before moving to the next. The feedback is only useful if your answers are genuine attempts, not throwaway responses.

Step 3: Build Your Prompt Library (10 Minutes)

You have used multiple AI prompts throughout this playbook. Now save the ones that matter most so you do not have to recreate them every time.

Create a note (Google Doc, Notion page, Apple Notes, whatever you use) called "Job Search Prompts." Save these 5 prompts. You will reuse them for every application.

Your 5 Essential Job Search Prompts

Prompt 1: Resume Gap Analysis (from Module 1)

The system prompt that compares your resume to a job description and returns keyword gaps, weak bullets, and an ATS score estimate.

Prompt 2: AI Detection Audit (from Module 2)

The prompt that scores each bullet on a 1-10 AI detection scale and flags specific phrases to rewrite.

Prompt 3: Company Research

`

Research [company name] and tell me:

1. What they do in one sentence

2. Their biggest challenge or initiative right now (from recent news, press releases, or blog posts)

3. Who their competitors are

4. What their culture seems like based on their careers page and LinkedIn posts

5. One specific thing I could mention in an interview or outreach message that shows I did my homework

`

Prompt 4: Outreach Message Generator

`

I want to reach out to [name], who is [their title] at [company]. I am applying for [role]. My relevant experience is [1-2 sentences of your background].

Write 3 different outreach messages. Each must be:

- 3 sentences maximum

- Reference something specific about their work or company

- Include a link to my portfolio: [your URL]

- Not start with "I hope this message finds you well"

- Sound like a confident professional, not a desperate applicant

Tell me which of the 3 is strongest and why.

`

Prompt 5: Salary Research

`

I am interviewing for a [role title] in [city/remote] at a [company size/stage] company in [industry]. I have [X years] of experience.

Give me:

1. The typical salary range for this role (base + bonus if applicable)

2. What factors push toward the high end of the range

3. What factors push toward the low end

4. 3 things I should negotiate beyond salary (equity, signing bonus, remote flexibility, PTO)

5. A script for when they ask "What are your salary expectations?" that does not anchor too low

Use current 2026 market data.

`

Save all 5 in one document. You will use them for every application cycle.

What You Just Built

You now have a complete AI toolkit for your job search. Not 20 tools and 50 browser tabs. A focused stack with tested prompts that you can run in minutes.

Module 5 Deliverables

- [ ] AI tool stack chosen (written down, 3-4 tools max)

- [ ] 5-question mock interview completed with feedback reviewed

- [ ] Weakest interview answer identified and improved

- [ ] Prompt library saved with all 5 essential prompts

One module left. Module 6 is about getting found instead of applying. Move to Module 6.

Core Insights

  • You need 2-3 AI tools, not 20. One chat tool and one site builder cover 90% of your needs.
  • Mock interviews with AI are the most underused job search tool. Free, honest feedback, available anytime.
  • A saved prompt library means you never start from scratch. Reuse your best prompts for every application.
  • The company research prompt is the difference between a generic outreach message and one that gets a response.
  • Practice interview answers out loud. Typing an answer and speaking an answer are completely different skills.