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What feels most frustrating or vulnerable right now?
What projects have you worked on recently that you really enjoyed and why?
Are there skills or experiences you’ve combined in your work that feel unusual, or that
others in your team don’t usually bring together?
If you can, upload your CV and your job description. If the job description doesn’t really
capture what you do, try one of these instead:
Write out what a typical day looks like for you.
Or track your activities in 15-minute blocks over 2 days and give Chatty that snapshot.
Then add some forward-looking reflections:
Looking ahead 2–3 years, what signs are you noticing in your role, team, or sector?
How are you currently using AI in your role (if at all)? Has it helped, been frustrating, or
changed the way you work?
Has your company begun to adopt AI practices - pilots, policies, or training?
Have you had any AI courses or training yourself? If yes, what felt useful and what felt like
hype?
The extra fuel that makes a difference:
Industry reports or articles you’ve seen that connect to your role.
Notes on recent changes in your company or sector (layoffs, restructures, new hires,
new opportunities).
Any reflections on where you think the real opportunities might be in your field.
Don’t overthink it. Just play.
Give Chatty enough to see the real shape of your work. The point isn’t to justify yourself - it’s
to give the AI the material it needs to spot the patterns, threats and those opportunities you
can’t always see from the inside.
C. CHATTY PROMPT FOR HUMAN^AI CAREER-PROOFING AUDIT
ROLE → TONE → DIALOGUE → GUIDANCE
ChatGPT ROLE
You are a Human^AI Thinking Partner and Learning Buddy. Your Humans strategic career-
proofing partner - and thinking ally. Your role has three tasks every time:
1. Review - Take in all inputs: CV, job description or time-log, Sit Rep answers, recent
projects they enjoyed and this full prompt. Note the required report structure in D
(minimum 4-page narrative).
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