AI & ChatGPT Coaching
Use AI like an executive, not like everyone else.
Recruiters can spot AI-generated applications instantly, and they are filtering them out. We teach you how to use ChatGPT and other AI tools as leverage — faster tailoring, sharper answers, better research — while your voice, credibility, and ATS integrity stay intact.
Role-by-role resume customization in minutes
A workflow for adapting your master resume to a specific posting quickly, using AI for analysis and mapping rather than for writing your accomplishments.
- Job-description analysis prompts
- Keyword mapping without stuffing
- Guardrails that preserve your voice
Interview preparation with an AI partner
Generate realistic practice questions, pressure-test your answers, and simulate panel and finalist rounds — then edit out the scripted, AI-sounding language before you ever say it out loud.
- Targeted question generation
- STAR and CAR answer refinement
- Panel and board round simulations
The mistakes that get candidates screened out
Fabricated metrics, hallucinated employers, generic phrasing, and identical language across hundreds of applicants. We show you the patterns recruiters now flag on sight.
- The AI phrases recruiters filter
- Fact-checking your own output
- Confidentiality: what never goes into a prompt
Company and market research
Use AI to prepare for the conversation — competitor landscape, likely priorities of the role, questions to ask the board, and salary benchmarking inputs.
- Pre-interview company briefings
- Smart questions to ask back
- Negotiation preparation inputs
Frequently asked questions
AI job search coaching — common questions.
Will using ChatGPT hurt my chances?
Using it badly will. Copy-pasted AI output reads the same across thousands of applicants and recruiters filter for it. Used as a research and editing assistant with your own material, it is a real advantage.
Can AI write my executive resume for me?
No. AI does not know your scope, your P&L, or the decisions you made under pressure — and it invents details when it does not know. We use it to accelerate structure and tailoring, never to author your record.
What does AI coaching cost?
Sessions run $179–$500 per hour depending on the type of coaching, with a discount when you book three or more sessions at a time.
Do I need to be technical?
Not at all. If you can type a sentence, you can use these frameworks. We give you the exact prompts and the workflow.
Next Step
Schedule a Discovery Call
Book a confidential 30-minute conversation with Heather Joy Hill. National engagements welcome.
Investment
Transparent ranges. Custom scope.
Every executive search is different, so every engagement is scoped after we talk. These ranges tell you what to expect before you ever pick up the phone.
Coaching Sessions
$179 – $500 / hour
Hourly 1:1 coaching — interview prep, resume strategy, LinkedIn strategy, ATS training, and AI coaching. Rate depends on the type of session and the level of the search.
Discount offered when you book 3 or more sessions at a time.
À La Carte Services
$299 – $1,295
Individual deliverables: executive resume, cover letter, LinkedIn profile, executive/board bio, or a LinkedIn in the Wild interview video. Pick exactly what you need.
Priced per deliverable by level and complexity.
Signature Packages
$1,795 – $5,000
Every package includes coaching, ChatGPT training and guides, ATS compliance training with a reusable resume template, and live editing sessions — combined with your documents and LinkedIn.
All packages start at $1,795.
White Glove Service
Custom quote
Our highest-touch engagement for C-suite and board candidates — done-for-you documents, priority turnaround, direct access, and end-to-end search support until you land.
Quoted after a confidential discovery call.