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System 05AI Job Search Systems

Run your job search like an operator, not a hopeful applicant.

A practical AI system for CV tailoring, LinkedIn positioning, recruiter outreach, company research and interview prep — chained into one repeatable workflow.

~8h saved / search
Intermediate
ChatGPT · Claude · LinkedIn
What this system solves

Job search is a workflow, not a moment of inspiration.

Most people run it as if it were — applying in bursts, rewriting the CV from scratch each time, walking into interviews under-prepared. A system fixes the pattern, not the effort.

  • Generic CV
    One CV sent to every role — tuned for nobody, beating no ATS.
  • Weak LinkedIn positioning
    Headline, About and experience all written for an audience of nobody in particular.
  • Cold recruiter outreach that fails
    Templated DMs that read exactly like every other one in their inbox.
  • Surface-level company research
    You know the website. You don't know the strategy, the team, or what they're really hiring for.
  • Under-prepared interviews
    First time articulating your story is in the actual interview.
Who it's for

Built around real workflows.

Senior professionals making a deliberate moveOperators between rolesConsultants moving back in-houseFounders winding down a companyAnyone who hates writing about themselves

If you're running a deliberate, considered search — not spraying applications — this system gives the search a structure that compounds.

Workflow overview

Six steps. Run per role, not once per search.

The system is designed to be re-run for each role you genuinely want. The CV, the outreach, and the prep all become specific to that role.

01
Position the CV

Tailor the CV to the role you actually want, not the one your last manager wrote.

How to run it: Paste the job description and your existing CV. Have the model rewrite the summary and rework bullets to match the role's language.

02
Rewrite the LinkedIn surface

Make the first 15 seconds on your profile work for the move you're making.

How to run it: Generate a new headline, About section, and top-experience bullet — anchored to the kind of role you're targeting.

03
Research the company

Walk into every conversation with real context.

How to run it: Prompt the model to summarise the company: business model, recent signals, strategic direction, and what they appear to be hiring for.

04
Recruiter outreach

Send messages that don't sound like every other applicant.

How to run it: Generate short, specific outreach: one line on what they're working on, one line on you, one clear ask. No paragraphs.

05
Interview prep

Practice the answers before the interview, not during.

How to run it: Have the model run a mock interview based on the role and your CV — then tighten your answers to the 5 questions most likely to come up.

06
Decision support

Compare offers without spreadsheet theatre.

How to run it: Use the model to structure a short pros/cons/risks breakdown per role — then make the call yourself.

Example prompts

The prompts that run the system.

Tested across GPT-5, Claude Sonnet, and Gemini 2.5. Replace anything in {curly braces} before sending.

CV tailoring
Here is the job description:
"""
{JOB_DESCRIPTION}
"""

Here is my current CV:
"""
{CV}
"""

Rewrite the summary section in 4 lines, anchored to this specific role.

Then rework my 5 most relevant bullets so they:
- Lead with outcome and metric
- Use the language from the job description where it's honest
- Cut anything not relevant to this role

Do not invent achievements. If something is missing from my CV that the role wants, flag it as a gap.
Recruiter outreach
I want to message {NAME} at {COMPANY} about their {ROLE} opening.

Context on me:
"""
{ABOUT_ME}
"""

Context on them (recent post / hire / launch):
"""
{CONTEXT}
"""

Write a 4-line LinkedIn message:
- Line 1: one specific thing about their work / company (not generic)
- Line 2: one line on what I do, in their language
- Line 3: why this role specifically
- Line 4: a clear, low-friction ask (15-min conversation, not "open to a chat")

No "hope this finds you well". No emoji.
Mock interview
You're a hiring manager interviewing me for the {ROLE} role at {COMPANY}.

Job description:
"""
{JOB_DESCRIPTION}
"""

My CV:
"""
{CV}
"""

Run a 5-question interview. After each question I'll answer. Then:
- Score the answer 1–5 on clarity, evidence, and fit
- Suggest one tightened version in 3 sentences
- Then ask the next question

Be direct. Don't soften the feedback.
Example output

What the system actually produces.

Role: Head of RevOps · Series B SaaSCV summary + recruiter DM
CV SUMMARY (rewritten)
RevOps leader with 8 years building forecasting and pipeline systems for B2B SaaS at Series A→C. Owned the move from rep-led to systems-led forecasting at two companies, lifting forecast accuracy from 62% to 89%. Comfortable as the first RevOps hire and as a builder of teams up to 6.

LINKEDIN HEADLINE
RevOps for Series B SaaS — forecasting, pipeline systems, GTM data you can actually trust.

RECRUITER DM
Saw your post on rebuilding the forecasting cadence after the new CRO joined — the "weekly at the deal level" shift is exactly the move I made at [Company]. I've been the first RevOps hire twice, both times during a CRO transition. Worth a 15-min conversation about your Head of RevOps role this week?
Common mistakes

Where this system tends to break.

Letting AI write your story for you
If your CV reads like ChatGPT wrote it, recruiters can tell. Use it to tighten — keep the voice yours.
Inventing achievements to match the JD
The model will happily over-fit. Anything you can't defend in an interview shouldn't be on the page.
Templated outreach at scale
Twenty generic DMs perform worse than three specific ones. The system is designed for the latter.
Skipping the mock interview
The first time you say your story out loud should not be in the actual interview.
The human layer

AI runs the workflow. You run your career.

Use the system for the work that's repetitive and structural — tailoring, drafting, research, prep. Keep the parts that need you — the story you tell, the conversations you have, the call on which role to actually take.

AI is for
  • CV and LinkedIn drafting
  • Company research
  • Mock interviews
You are for
  • Your story
  • The conversations
  • The decision
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