Building Your Leadership Bench as a Solo Operator

Clark Cotterell

Search fund and self-funded searchers often acquire a business alone, without a partner or a team already in place. That's a real strategic difference from a PE-backed buyer — and it means the leadership bench has to be built from a standing start, deliberately and in order.

Sequencing your first three hires

Not every gap needs to be filled at once, and trying to fill them all in the first 90 days usually means none of them get filled well. A workable sequence starts with whichever function poses the most immediate operational risk if the operator is stretched too thin — often finance and controller-level support, since cash visibility problems compound fast in a newly acquired business. The second hire typically covers whatever function the deal thesis depends on most heavily — sales leadership if the plan is growth-led, operations if it's margin-led. A third hire, usually 6 to 12 months in, rounds out whichever gap has become clearest by then.

What solo operators underestimate

The most common misstep is underestimating how much time recruiting itself takes away from running the business. A search that the operator tries to run entirely alone, on top of a full operating role, often stretches to 4 to 6 months and produces a smaller candidate pool than a more structured process would.

The second misstep is hiring for cultural comfort over capability — bringing on someone who feels easy to work with rather than someone who closes a real gap. In a small leadership team, one weak hire has an outsized effect on everything else.

A first-year hiring calendar

Putting the sequence on a calendar keeps it from sliding.

  • Before close: decide which single function is the greatest risk if you are stretched, and write the role.
  • First quarter: make that first hire and give them full ownership of the function.
  • Second quarter: review where your own time is going. The function taking the most of it, and adding the least, is usually the second hire.
  • Second half: make the third hire once the business has shown you where the remaining gap is.

Your network or a recruiter

Hiring through your own network is fast and inexpensive, and it works when you already know the right person. It works less well for functions outside your own background, where you are less able to judge who is good, and for roles where the best candidates are employed and not looking. A structured search costs more and reaches further. The honest test is whether you could name three strong candidates today. If not, the network is unlikely to produce them in time.

NaviTrust runs these searches for investors, search funds and independent sponsors. For deciding which roles need a full-time hire at all, see Fractional vs. Full-Time.

Solo operators who build their bench deliberately — one hire at a time, matched to the business's actual risk points — end up with a stronger team faster than those who wait for an obvious moment that never quite arrives.

This guide is part of NaviTrust's Resources collection — practical hiring insight for search fund entrepreneurs and buyer groups. Building your bench as a solo operator? Get in touch with NaviTrust →

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