The way you use AI could be the difference between landing a role, getting a pay raise, or blending in with the rest of the stack.
So last week we hosted an event on how to use AI to your advantage, and when to leave it on the sidelines – so you can get hired and promoted.
If you’re more of a video person, check out the highlights here:
When Not To Use AI
Andrew kicked off the evening by asking anyone if they have opened Facebook recently. He pointed out how a lot more businesses are using AI to generate their marketing materials, and what is starting to happen is they all sort of blend in and lose identity.
The job market is not too dissimilar.
Resumes generated lazily using Claude or ChatGPT are just like AI flyers on Facebook. Forgettable.
Rather, AI is most useful when you can leverage it to help you get clearer in your messaging. That way you can deliver what people actually want, and remain true to who you are.

Get Personal
Andrew’s favorite way to handle a lot of these job related prompts is to use ChatGPT’s voice model. Why? Because encounters like interviews and promotion meetings are a style of face to face convo that we rarely experience.
A text chain with AI will not clear the nerves nearly as well as talking on the phone in real time as you are peppered with questions.

The Prompts
Below are some of the prompts Andrew used to get meaningful career advice, build stronger evidence for promotion negotiations, and a way to sort through listings to find a good fit.
Remember Your Wins
Act as a career coach. I am a reliable customer support worker with 10 years of experience at Orvis. Interview me about my last 6 months and help me find 3 real wins. Ask one question at a time. Summarize my responses in SMART format in a spreadsheet so that I can reference them later to expand my resume.
Build a Promotion Packet
Act as a supportive manager. I am an admin coordinator at a coworking space. Turn my real notes into a promotion packet with strong bullets, gaps, next steps, and a clear ask.
Decode a Job Posting
Act as a recruiter. I am a returning worker in the Cambridge area. Analyze this public job post and tell me the top skills, hidden priorities, interview questions, and proof I should show.
Practice Behavioral Stories
Act as a fair but skeptical interviewer. I am nervous in interviews but have strong managerial skills once relationships develop. Ask me one behavioral question at a time, then score my answer on clarity, evidence, and confidence. Suggest improvements.
Translate Hands-on Work
Act as a career coach. I am a facilities worker at a gym. Turn my everyday work into plainspoken promotion language about reliability, safety, trust, and training.
The rest of the prompts can be found in the slide deck from the evening:
Prompts like the ones above will help you refine your messaging, so you can walk into meetings and apply with confidence and clarity to crush it.
Using AI as a way to build yourself up will help you stand out better in a world where the friction to generate a resume / cover letter is lower than ever.
Thank you to everyone who showed up and made it a lively event.
The Valley runs events like this monthly. To stay in the loop join the newsletter or follow us on socials.
Until next time,
Charlie Dill
Assistant to the Regional Manager
