Prepared for Handler · Executive search AI workflows
Candidate-to-role fit analysis, rebuilt as a repeatable AI workflow and tested for real
One of the use cases from your brief, worked end to end. Same search, same candidates, run the way most teams prompt today and then through a structured workflow your consultants can reuse on every assignment. Every AI output on this page is a real model run on a top-tier model. Wording is as it came back; I only trimmed length and swapped dashes for commas.
Sample role and candidates are fictionalNo real candidate data usedRuns made 2 October 2026
77real model runs behind this page, on two models
10 of 10identical scorecards on a top-tier model once scores were anchored
5unsupported claims in one single-prompt answer from a smaller model
8overstatements caught by the check step before a client would see them
The sample search
A typical retained search brief and two candidate summaries, the inputs your team already has at this stage. Candidate A is a close fit on paper. Candidate B is solid but thin on the things this mandate turns on.
Role brief
Chief Financial Officer
Client: Southeast regional outpatient healthcare group, Atlanta HQ, ~$180M revenue, private equity backed, targeting a sale in 3 to 4 years.
Lead finance through a PE exit: QoE readiness, data room, buyer diligence
Build FP&A and monthly reporting to board / sponsor standard
Integrate add-on acquisitions (2 to 3 per year planned)
Prior CFO or senior finance leader reporting to a board; CPA preferred
Atlanta based or willing to relocate
Candidate A (fictional)
Current: VP Finance, multi-state physical therapy network (~$140M revenue, PE backed), 4 years
Built monthly board reporting package and 13-week cash model for sponsor
Led finance integration of 9 clinic acquisitions over 3 years
Owned revenue cycle turnaround: days in A/R from 58 to 41
Prior: Senior Manager, Big Four transaction advisory, 6 years (sell-side QoE)
CPA (Georgia). Based in Charlotte, NC
Candidate B (fictional)
Current: Corporate Controller, nonprofit hospital system (5 hospitals, ~$900M revenue), 7 years
Leads month-end close, consolidations and external audit
Prepares monthly financial package for the CFO and the board finance committee
Implemented a new ERP general ledger across all facilities
Prior: Audit Manager, regional CPA firm, 5 years (healthcare clients)
CPA (Georgia). Based in Atlanta, GA
Before and after: Candidate A
Left: the actual answer to one prompt, "Analyze this candidate's fit for the role below. Give a fit score out of 10 and a recommendation." Right: the same inputs through the workflow. Same top-tier model, same day.
Single prompt · actual output, run 1 of 5 (excerpt of 718 words)
Fit Score: 8.5 / 10
Recommendation: Advance to client shortlist.
Key Strengths
Rare combination for an exit mandate. This candidate can anticipate buyer findings and fix them years before the process begins.
Direct sector and model analog. There will be little ramp-up on payer dynamics, clinic-level P&Ls, or sponsor expectations.
Georgia CPA license. This is administratively convenient and may suggest prior ties to Georgia, which is worth asking about.
Gaps and Risks
No CFO title. Some sponsors strongly prefer someone who has already sat in the chair. Also assess retention risk if their current sponsor is near an exit, since timing and equity vesting may affect availability.
Bottom Line
If relocation and board-facing experience check out, this is a top-tier contender.
Good analysis, not a deliverable. 700 to 790 words, with a different shape every run (6 or 7 sections, between 0 and 7 interview questions). A consultant still has to rewrite it for a client.
Five runs, four wordings of the call: "Advance to client shortlist", "Advance to first-round interview (priority candidate)", "(strong priority)", "Advance to interview (strong shortlist candidate)".
8 or 8.5 out of 10 with no criteria or weights behind it, so nobody can defend the number to a client.
Speculation sits next to evidence: Georgia ties guessed from the CPA licence, equity vesting, "little ramp-up". Run 2 also turned "led finance integration of 9 acquisitions" into "9 clinic acquisitions in 3 years" and estimated "$6 to 7M in cash" released.
Red = not in the candidate's record. Amber = opinion, prediction or hype presented alongside the facts.
Workflow · actual output, after the check step (trimmed)
Candidate A, VP Finance, PE-backed multi-state physical therapy network
Candidate A has been VP Finance for four years at a multi-state physical therapy network (~$140M revenue, PE backed). Their strongest matches to the brief are in revenue cycle, acquisition integration and sponsor reporting. Candidate A owned a revenue cycle turnaround that reduced days in A/R from 58 to 41. They led the finance integration of nine clinic acquisitions over three years. They also built a monthly board reporting package and a 13-week cash model for the sponsor. Their exit-readiness experience comes from the advisor side: six years as a Senior Manager in Big Four transaction advisory, working on sell-side QoE. Candidate A holds a CPA (Georgia). The record does not show a CFO title, board-level presenting or leadership of a company-side sale. Candidate A is based in Charlotte, NC. Willingness to relocate to Atlanta is not recorded.
Areas to explore
Has Candidate A led a company-side sale process or buyer diligence as the finance lead, beyond advisor-side sell-side QoE?
Is there a CFO or other senior finance leader above the VP Finance role, or is Candidate A the top finance lead?
Does Candidate A present to the board or sponsor directly, or do they prepare materials that someone else presents?
Is Candidate A willing to relocate from Charlotte to Atlanta, and on what timeline?
Recommendation: Advance. The weighted score is 4.25/5, with a measured revenue cycle result (days in A/R from 58 to 41), finance integration of nine clinic acquisitions, and a board reporting package and 13-week cash model built for the sponsor.
What the check step fixed in this draft (3 items):
"has not confirmed willingness to relocate" implied someone asked. The record is silent, so it now says "not recorded".
"measured results in revenue cycle, integration and sponsor reporting": only revenue cycle has a measured result. Reworded.
"as they could change the outcome": not supported by the scorecard. Removed.
Every claim traces to a line in the record. Gaps are asked, not filled in. Same shape and same wording rules every run.
How the workflow works
Most drift comes from asking one prompt to read, judge and write in a single pass. Splitting the jobs gives each step one task, a fixed format and clear rules. A final check, done by a separate prompt that did not write the draft, catches what slips through.
1
Extract the criteria
Turns the brief into weighted criteria with score anchors: what a 5, a 3 and a 1 look like. Agreed once per search, reused for every candidate.
2
Score against evidence
Picks the anchor that matches and quotes the exact line. No evidence means NOT EVIDENCED. The model never does the arithmetic.
3
Write in house style
Turns the scorecard into a client-ready summary with a fixed tone guide. Gaps become questions to probe.
✓
Check before it goes out
A separate checker compares the draft with the record. The template also checks each score against its anchor and does the weighting.
Criterion (Step 1)
Weight
Score
Anchor matched · evidence (Step 2, actual output)
PE exit readiness (QoE, data room, diligence)
25%
4 / 5
Sell-side QoE from the advisor side. "Prior: Senior Manager, Big Four transaction advisory, 6 years (sell-side QoE)". Company-side sale: NOT EVIDENCED.
Sponsor / board-grade FP&A and reporting
20%
5 / 5
Built and owns reporting used by a sponsor. "Built monthly board reporting package and 13-week cash model for sponsor"
Multi-site healthcare operations and revenue cycle
20%
5 / 5
Multi-site with a measured result. "Owned revenue cycle turnaround: days in A/R from 58 to 41"
Add-on acquisition integration
15%
5 / 5
Led 3 or more. "Led finance integration of 9 clinic acquisitions over 3 years"
Prior CFO / reports to a board
10%
2 / 5
Prepares board materials that someone else presents. CFO title and presenting to the board: NOT EVIDENCED.
CPA
5%
5 / 5
"CPA (Georgia)"
Atlanta based or will relocate
5%
1 / 5
Lives elsewhere, relocation not confirmed. "Based in Charlotte, NC"
4.25 / 5 weighted by the template, not the modelAdvance to first interview
Prepares the board package for someone else. "Prepares monthly financial package for the CFO and the board finance committee"
Multi-site healthcare operations and revenue cycle
20%
4 / 5
Multi-site, no revenue-cycle result. "Corporate Controller, nonprofit hospital system (5 hospitals, ~$900M revenue)"
Add-on acquisition integration
15%
1 / 5
NOT EVIDENCED
Prior CFO / reports to a board
10%
2 / 5
Prepares board materials someone else presents. "Prepares monthly financial package for the CFO and the board finance committee"
CPA
5%
5 / 5
"CPA (Georgia)"
Atlanta based or will relocate
5%
5 / 5
Lives in Atlanta. "Based in Atlanta, GA"
2.95 / 5 weighted by the templateHold
Step 3 output with the checker's fixes applied: Candidate B (trimmed)
Candidate B, Corporate Controller, nonprofit hospital system
Candidate B is a CPA (Georgia) based in Atlanta. They have been Corporate Controller of a nonprofit hospital system (5 hospitals, ~$900M revenue) for seven years. Beyond the CPA and location criteria, their strongest matches are multi-site healthcare finance and board-level reporting. They implemented a new ERP general ledger across all facilities. They also prepare the monthly financial package for the CFO and the board finance committee. Before this role, they spent five years as an Audit Manager at a regional CPA firm with healthcare clients.
The record does not show PE exit readiness work (QoE, data room or diligence) or add-on acquisition integration. Both are Must criteria. The record has no quantified outcomes, so these matches rest on scope and responsibilities rather than measured results. Weighted score: 2.95 / 5.
Areas to explore
Did the 5-hospital system grow by acquisition or affiliation, and did Candidate B integrate the finance function of any facility?
Has Candidate B built or managed a data room, or answered diligence requests?
Has Candidate B had any exposure to a PE sponsor or a sale process?
Does Candidate B present to the board finance committee, or only prepare materials that the CFO presents?
Recommendation
Hold. Candidate B scores well on the healthcare (4), reporting (4), CPA (5) and location (5) criteria, but two Must criteria are not met: acquisition integration has no supporting evidence, and PE exit readiness has only adjacent audit experience. Advance only if screening produces it.
What the check step fixed (3 items):
"Their strongest matches" ignored that CPA and location scored higher. Qualified.
"Meets the healthcare and reporting criteria" overstated two scores of 4. Replaced with the actual scores.
"No supporting evidence" for exit readiness was too strong: the record shows adjacent audit work. Corrected.
What testing showed
I didn't want to show you a workflow that only looks good once. So I ran each version several times on the same inputs, on a top-tier model and on a smaller, faster one, and kept every result. These are the numbers that came back.
Single prompt
Steady score, no structure
Candidate A fit score, 5 runs
8.58888
Candidate B, 5 runs
55555
A strong model gives sensible scores, but they rest on nothing you can show a client. Length, shape and wording change every run, and speculation sits beside the facts.
3 steps, first version
Close, but still drifting
Candidate A scorecard, 5 runs
samesame1 moved1 movedsame
Candidate B scorecard, 5 runs
samesamesamesamesame
Without written anchors, judgment calls wobble. In two runs one criterion moved a point (healthcare operations 5 to 4, relocation 1 to 2), enough to shift the weighted score from 4.25 to 4.05 or 4.30.
3 steps + anchors + check
Same answer every time
Candidate A scorecard, 5 runs
samesamesamesamesame
Candidate B scorecard, 5 runs
samesamesamesamesame
With anchors for every score and the arithmetic in the template, all 10 scorecards matched exactly. The check step then caught 8 overstatements across the two summaries and the post.
Same test on a smaller, faster model
Single prompt
5 unsupported claims in run 1, including "Led 9 clinic acquisitions" (it was the finance integration of them) and calling the candidate "he".
3 steps, first version
Got its own weighted total wrong in 9 of 10 runs, and the "Prior CFO" score swung between 2 and 4.
With anchors + check
Candidate A identical in 5 of 5 runs. The check caught three invented facts, such as "Director of Finance" and "available to start immediately".
The takeaway: on a smaller model, the workflow is what stops invented facts. On a top model, it is what makes the output consistent, checkable and ready for a client. Your team gets the same result whichever tool they open.
How this was run: two models through their APIs at default creativity settings, 2 October 2026, 77 runs in total. Everything quoted above the grey box is from the top-tier model. Single prompt and scoring were run 5 times per candidate on each model, plus the summaries, checks and the content post. Fictional inputs only. The prompts are plain text, written to work in ChatGPT, Claude or Copilot.
Content development from the same brief
The same discipline works for content. Here, a search announcement for LinkedIn, written from the brief with a fixed tone guide, then put through the same check.
Actual output, with the checker's fixes applied
We have been retained to appoint a Chief Financial Officer for a private equity-backed outpatient healthcare group in the Southeast, with around $180M in revenue.
The business plans to grow through acquisition, with two to three add-ons planned each year. The business is targeting a sale in three to four years.
The next CFO will lead finance through that exit, from quality of earnings readiness to the data room and buyer diligence. They will also build FP&A and monthly reporting to board and sponsor standard.
This role suits someone who:
- Has served as a CFO or senior finance leader reporting to a board
- Knows multi-site healthcare operations, including payer mix and revenue cycle
- Can integrate add-on acquisitions while preparing a business for sale
A CPA is preferred.
If this sounds like you, or someone you know, I would welcome a conversation. Message me directly or reply here.
#CFO #HealthcareFinance
What the check caught
"The business is growing through acquisition": the brief only says add-ons are planned. Changed to "plans to grow".
"The sponsor is preparing for a sale": the brief says the business is targeting a sale. Corrected.
Flagged, left for the consultant: the post leaves out "Atlanta based or willing to relocate", a stated requirement. The checker suggested safe wording but didn't add it.
The client stays confidential (sector, size, region and ownership only), there are no hype words, and the post adds no requirements beyond the brief. A consultant still gives it a final read before posting, and that is built into the workflow.
Prompt library
The exact prompts behind this page, for the use cases in your brief. Paste into ChatGPT, Claude or Copilot and fill in the brackets. In a full engagement these get tuned to Handler's house style and saved as a shared library for the team.
You are a research analyst at a retained executive search firm.
TASK: Turn the role brief below into a scoring rubric. Do not evaluate any candidate.
RULES
- List 5 to 8 criteria. Each must be something a candidate's record can show or not show.
- Mark each as MUST-HAVE or NICE-TO-HAVE.
- Assign weights that add up to 100%. Must-haves carry most of the weight.
- For each criterion, write SCORE ANCHORS: one line each for what a 5, a 4, a 3, a 2 and a 1 look like, in terms of evidence a record could contain.
- Use only what is in the brief. If something important is unclear, list it under OPEN QUESTIONS FOR THE CLIENT instead of assuming.
OUTPUT FORMAT (table)
Criterion | Must/Nice | Weight | Score anchors (5 / 4 / 3 / 2 / 1)
Then: OPEN QUESTIONS FOR THE CLIENT (bullets)
ROLE BRIEF:
[paste brief]
You are a research analyst at a retained executive search firm.
TASK: Score the candidate against the rubric. Do not write a narrative.
RULES
- Score each criterion 1 to 5 using ONLY the score anchors in the rubric. Pick the anchor that matches the evidence; do not score between anchors.
- For every score, quote the exact line from the candidate record that supports it.
- If the record does not show it, write "NOT EVIDENCED" and use the lowest anchor that the record does support. Never infer titles, achievements, locations or availability.
- Do not calculate a total or weighted score. The template does the arithmetic.
OUTPUT FORMAT (table)
Criterion | Score | Anchor matched | Evidence (exact quote) or NOT EVIDENCED
Then: TOP 3 GAPS TO PROBE
RUBRIC:
[paste Step 1 output]
CANDIDATE RECORD:
[paste resume / notes]
You write candidate fit summaries for a retained executive search firm's clients.
TASK: Turn the scorecard below into a client-ready fit summary.
RULES
- Use only facts in the scorecard. Do not add achievements, adjectives of praise or predictions.
- Tone: confident, plain, specific. No hype words (exceptional, rockstar, hit the ground running, world-class).
- Do not assume the candidate's gender. Refer to them by name or as "they".
- Lead with the two or three strongest matches, each tied to a concrete result.
- Turn every NOT EVIDENCED item and every score of 2 or below into an "area to explore" phrased as a question.
- Maximum 180 words for the summary paragraph.
OUTPUT FORMAT
Headline: [Name], [current title], [current company type]
Summary paragraph
Areas to explore (bullets, phrased as questions)
Recommendation: Advance / Hold / Do not advance, with one line of reasoning
WEIGHTED SCORE (calculated by the template): [x.xx] / 5
SCORECARD:
[paste Step 2 output]
You are the quality checker for a retained executive search firm. You did not write the draft below.
TASK: Check the DRAFT against the SOURCE. Do not rewrite for style.
RULES
- List every statement in the draft that the source does not directly support: invented facts, upgraded wording (e.g. "led" when the source says "supported"), changed titles, assumed gender, availability, compensation, or requirements not in the source.
- The weighted score and the Advance / Hold / Do not advance recommendation come from the workflow. Do not flag them, but do flag a recommendation that contradicts the scores.
- Questions under "Areas to explore" may ask about things not in the source. Only flag them if they state something as fact.
- For each issue: quote it exactly, say what the source actually says (or "not in source"), and give the fix.
- If everything is supported, say "PASS".
- Then output CORRECTED DRAFT: the draft with only those fixes applied, same format.
SOURCE:
[paste the candidate record, the scorecard and the weighted score, or the role brief for content]
DRAFT:
[paste the Step 3 summary or the post]
You prepare candidate profiles for a retained executive search firm.
TASK: Build a one-page candidate profile from the materials below.
RULES
- Sections: Current Role | Career Summary (reverse chronological, one line per role) | Key Achievements (max 5, each with a number or concrete outcome) | Education and Credentials | Location and Mobility | Compensation and Availability.
- Use only facts in the materials. If a section has no information, write "To confirm with candidate".
- Keep achievements in the candidate's own claims; do not upgrade wording (for example, "contributed to" stays "contributed to").
- Neutral, factual tone. Do not assume gender. No opinions about fit; that is a separate step.
MATERIALS:
[paste resume, LinkedIn text, screening notes]
You support the launch of a new retained executive search.
TASK: From the client intake notes, produce a search launch pack.
OUTPUT
1. Position overview (120 words, client-facing tone)
2. Scoring rubric draft (use the Extract Criteria format, including score anchors)
3. Target company list approach: 3 to 5 industry segments to source from, with one line on why each fits
4. Title variations to search on (8 to 12)
5. Screening questions (6 to 8, each tied to a rubric criterion)
6. OPEN QUESTIONS FOR THE CLIENT before sourcing starts
RULES
- Use only what is in the intake notes. Mark anything assumed as ASSUMPTION so the consultant can confirm it.
CLIENT INTAKE NOTES:
[paste notes]
You write content for a retained executive search firm.
TASK: Write a LinkedIn post announcing that the firm is conducting this search.
RULES
- Keep the client confidential: describe the company by sector, size, region and ownership only. No names.
- Tone: confident, plain, warm. No hype words (exciting opportunity, rockstar, game-changing, world-class), no emojis, no hashtags except at most two at the end.
- 120 to 160 words. Short paragraphs.
- Say who the role suits in two or three concrete points taken from the brief. Do not add requirements that are not in the brief.
- End with how to express interest: "Message me directly or reply here."
ROLE BRIEF:
[paste brief]
Then run the result through the Check draft prompt with the brief as SOURCE.
Why this holds up: each prompt has one job, a fixed output format and an explicit "do not invent" rule. Scores are tied to anchors, the arithmetic lives in the template, and a separate check reads every draft before a client does.
What a full engagement looks like
Built around the deliverables in your brief: improved prompts, reusable templates, output-quality guidance, documentation and team training.
Week 1
Audit your current prompting
Review the prompts and outputs your team uses today across search launch, candidate profiles, content and fit analysis. Run them the way this page does, so we can see where drift and inaccuracy come from.
Week 2
Build the library
Workflows and templates for each use case, tuned to Handler's tone and formats, with score anchors, a scoring template that does the maths, an output-quality checklist and short documentation.
Week 3
Train the team
Working sessions with your consultants on live searches, then a refinement pass based on what they find in real use.