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03 · Professional & Academic

Questions to Ask Recruiting Coaches

Questions for vetting a recruiting or job search coach before you pay one, covering scope and method, fees and refund terms, how they handle outreach and interview practice, caseload, and the results they can point to.

20 questions · each with a note on why · conversation guide

The questions

Open any question for the note

  1. How would you describe what you do, and what falls outside your scope?

    Why ask it

    Coaching, resume writing, and recruiting are three different services often sold under one label. Someone who names their limits is easier to hold to a deliverable than someone who claims to do all of it.

  2. Who are your typical clients, and how many are at my level and in my field?

    Why ask it

    Hiring norms differ sharply between, say, nonprofit program work and enterprise sales, and advice does not transfer cleanly. A coach with two clients like you is learning your market at your expense.

  3. Can you walk me through what the first month looks like?

    Why ask it

    You are checking whether there is a method or just scheduled conversations. Look for a sequence with named outputs, such as a positioning statement, then a target company list, then outreach.

  4. What do you need from me each week, and how many hours should I plan on?

    Why ask it

    Coaching fails most often because the client cannot do the homework, and honest coaches say so up front. If the answer is that they handle everything, ask what happens in interviews, where nobody can stand in for you.

  5. What does this cost, how is it structured, and what counts as extra?

    Why ask it

    Get the number, the payment schedule, and the add-on list, because charges for extra sessions and resume rewrites are common. Fees calculated as a share of your future salary deserve a careful read before you sign.

  6. Are you paid by employers in any way, or only by me?

    Why ask it

    Some firms collect from both sides, which quietly changes whose interests come first. Anyone paid on placement has a reason to push the offer in hand rather than the better fit.

  7. What happens if I get an offer in week two, or if nothing lands in six months?

    Why ask it

    The early-offer and no-offer cases are where these contracts turn ugly. Ask for the refund, pause, and extension terms in writing before any money moves.

  8. Do you edit my resume and profile, or write new ones?

    Why ask it

    Material rewritten in someone else's voice leaves you unable to defend it in an interview, and interviewers notice the mismatch. Ask to see two anonymized before and after examples from your field.

  9. How do you approach outreach, do I contact people or do you?

    Why ask it

    Messages sent from a coach's account, or templates several clients are using at once, get recognized and cost you your name in a small industry. You want someone who scripts and rehearses your outreach, not someone who sends it for you.

  10. How do you weigh applying through job boards against referrals?

    Why ask it

    This is a fair test of whether their advice is current, since application-only searches slow down badly at senior levels. Be wary of anyone promising a route that avoids competition entirely.

  11. How do you run interview practice, and do you record it?

    Why ask it

    Interview improvement comes from repetition and honest playback rather than tips. Ask how many practice rounds are included, whether they use your target company's format, and whether you get the recordings.

  12. How do you coach salary negotiation, and what have clients actually gained?

    Why ask it

    Ask for mechanics: who names a number first, how to counter without a competing offer, what to do when the range is fixed. Verifiable examples matter more than a claim that negotiating always pays.

  13. How do you work with someone changing industries or functions?

    Why ask it

    Career changers need translated experience and warm introductions, not a tidier version of the same resume. A coach with no examples of a switch like yours may quietly steer you back toward the field you are leaving.

  14. What results can you point to from clients like me in the last year?

    Why ask it

    You are asking for outcomes rather than testimonials: how long searches took, what levels people landed at, in which industries. Anyone who cannot describe their last year in specifics is asking you to buy on faith.

  15. How many clients do you carry at once, and who else touches my search?

    Why ask it

    Caseload predicts responsiveness, and searches run on employer timelines rather than weekly session slots. Ask whether junior staff do the actual reviewing and who shows up if your coach is away.

  16. How do we communicate between sessions, and how fast do you reply?

    Why ask it

    The value of a coach usually shows up the night before an interview or the hour an offer arrives with a deadline. Agree on a channel and a response window instead of assuming access.

  17. What do you do when a client stalls or stops doing the work?

    Why ask it

    Every search hits a stretch of silence and refusals. A coach with a practice for this describes narrowed targets, changed messaging, or a paused engagement; one without it keeps billing through the dry months.

  18. What kinds of clients do you turn down or refer elsewhere?

    Why ask it

    Someone who takes everyone is selling sessions rather than judgment. Hearing who they decline tells you what they believe they are good at.

  19. How do you define a successful engagement, and when would you tell me to stop paying you?

    Why ask it

    Look for an end condition beyond an offer, such as an agreed number of first-round interviews per month. A coach willing to name the point where their help stops paying for itself is unusual and worth taking seriously.

  20. Can I speak with two former clients, including one whose search took longer than expected?

    Why ask it

    Success stories are curated, so ask for the harder case. What the coach did during the months when nothing was working is the part you are actually buying.

Hiring a Job Search Coach

Practical guidance for the conversation itself

Before You Sign

Separate the Three Roles People Sell

A recruiter is paid by employers and works for them, whatever the rapport suggests. A resume writer produces a document. A coach changes how you search and how you interview. Decide which of the three you need, because paying for one and expecting another is the usual source of disappointment.

Get the Commercial Terms in Writing

Ask for the session count, the expiry date, the refund and pause terms, what happens if you accept an offer early, and whether any fee is tied to your starting salary. A reputable coach will send this without being pushed.

Test Them on Your Market, Not on Coaching

Describe a real situation from your search, such as a role you were rejected from after a final round, and listen to how they diagnose it. Generic advice about confidence and storytelling is a sign they do not know your field.

Start With the Smallest Purchase Available

A single paid session or a resume review tells you more than any sales call about how they work and how fast they reply. Buy the large package only after you have seen one piece of work.

What to Have Settled Before the First Session

  1. 1The total cost, the payment schedule, and everything billed separately
  2. 2Whether any part of their income comes from employers
  3. 3Refund, pause, and expiry terms, including the early-offer case
  4. 4How many sessions, how long each one runs, and who leads them
  5. 5Whether interview practice is recorded and how many rounds are included
  6. 6Who owns and writes your resume, profile, and outreach messages
  7. 7The response window between sessions when something is urgent
  8. 8The condition that would mean the engagement is finished

Common Pitfalls

Paying a Share of Your Future Salary

Percentage-of-salary fees can dwarf a flat rate and give the coach an interest in you accepting quickly. If a contract is structured that way, price the alternative in cash before agreeing.

Buying a Guarantee

Nobody controls hiring decisions, so a guaranteed job or a guaranteed number of interviews is either heavily qualified in the contract or not real. Read what the guarantee actually promises and what voids it.

Handing Over Your Voice

Outreach and resumes written entirely by someone else fall apart the moment you have to speak to them. Insist on drafting, then being edited, even when it is slower.

Confusing Reassurance With Progress

Weekly encouragement feels productive and can run for months without changing anything. Agree on a countable measure early, such as first-round interviews per month, and review it honestly.