Insights & Perspectives
5 Questions Every CEO Should Ask Before Starting an Executive Search
Lucas Inglis
Founder, Acuity Executive Search Group
9 min read
The most expensive executive searches are the ones that start before the organization is ready. Not because the recruiter fails — but because the company hasn’t done the internal work that makes a search succeed. I’ve seen it enough times to know: a bad brief produces a bad hire, regardless of how strong the candidate market is.
Before you engage any search firm — contingency or retained, boutique or global — get honest answers to these five questions. They will determine whether your search succeeds or becomes an expensive lesson.
1. What Does Success Look Like in 90 Days?
Not “what does this person do?” — what does success look like? There is a significant difference between a job description and a success profile, and most executive searches are built on the former instead of the latter.
A job description says: “The VP Marketing will own brand, demand generation, and content strategy.” A success profile says: “In 90 days, the VP Marketing will have audited the current funnel, identified the two or three levers that are underperforming, and have a 12-month plan to address them with the existing budget.”
The second version attracts a different kind of candidate and gives the interviewing team something concrete to evaluate against. Get to this definition before the search brief is written.
2. Is Our Compensation Actually Competitive?
This is the question most CEOs are least comfortable answering honestly. Compensation benchmarking based on salary surveys or posted job data is almost always low. Those sources reflect what companies hope to pay. They do not reflect what closes offers on executives who have choices.
- Benchmark against recent closed offers in your specific market (city, industry, stage), not national averages
- Understand the OTE structure — base-to-variable ratio is often as important as total comp
- Know what your equity story does and doesn’t compensate for in cash
- Be prepared for the number to be higher than you want it to be — that’s market information, not negotiation
If your comp ceiling is set before the search starts, communicate it to your search firm immediately. Searching for a candidate you can’t close is a waste of everyone’s time.
3. Do We Have Internal Alignment on the Profile?
Nothing kills an executive search faster than discovering at the final stage that the CEO and the board have different candidates in mind. Or that the hiring manager and HR have different definitions of “cultural fit.” Or that two board members have strong views that conflict.
“Internal alignment is not something to achieve during the search. It is a prerequisite for starting one.”
Before the search launches, get alignment on: the success profile (question one), the comp structure (question two), who has final decision authority, what the non-negotiables are, and what you’re willing to be flexible on. Document it. If you can’t get alignment in a room, the search will surface that misalignment at the worst possible time.
4. Can We Move Fast When We Find the Right Person?
The best executive candidates in any North American market are typically off the market within two to three weeks of entering a process. If your interview process has five stages, requires three rounds of committee approvals, and takes six weeks from first conversation to offer, you will lose the best candidates to companies that move faster.
Speed is not about cutting corners. It’s about doing the internal alignment work (question three) before the search begins, so that when the right person is in front of you, the decision can be made quickly and confidently.
- Define your process stages and timeline before day one
- Identify who has offer authority and make sure they are available
- Build in a fast-track protocol for exceptional candidates
- Know your counter-offer strategy in advance — the best candidates almost always receive one
5. What Does the Current State of the Team Tell a Candidate About Joining?
This is the question most CEOs don’t ask because it requires the most honesty. When a strong executive evaluates your opportunity, they are not just evaluating the role — they are evaluating the team they are inheriting, the organization’s trajectory, and what it will feel like to succeed in your environment.
If the team they are joining is demoralized, under-resourced, or poorly structured, they will find out. Either during diligence — in which case you’ve lost them — or after they start — in which case you’ve made an expensive mistake.
Be honest with your search firm about the real state of the team. A good recruiter will use that information to attract the right kind of candidate — someone who is energized by a turnaround or a build, not someone who was expecting a different situation. Transparency upfront prevents misalignment after the hire.
The Pattern That Separates Successful Searches
The companies that run the most successful executive searches have one thing in common: they do the internal work before the search starts. They know what they need, what they’ll pay, who’s deciding, and how fast they can move. They are honest about their situation.
That preparation doesn’t take long. But it makes every stage of the search faster, sharper, and more likely to close with the right person in the seat.
If you’re working through any of these questions for an upcoming search — in the US, Canada, or cross-border — we’re happy to work through them with you. No cost, no commitment. That conversation is part of what we do.