Thoughts on key employee risk.

professional profile

January 18, 2026

by a professional from University of Michigan - Ann Arbor in Detroit, MI, USA

When it comes to making sure that key employees stay with the business in the transition period post-close, you have two options: the carrot and the stick. In general, the carrot is the better choice. And carrots come in many different varietals, so you have options: - Salary - Bonuses - Benefits - Equity Depending on the type of employee, strong base compensation and benefits are sufficient. And if an employee is particularly mission critical, a grant of restricted equity that vests over time adds something more—it aligns employer-employee interests. But what about the stick? The stick generally comes in one form—the non-compete (and its twin the non-solicitation). In essence, you’re threatening the employee with a lawsuit. “If you leave my company and ply your trade elsewhere, I will come for you.” But non-competes aren’t always available. Unlike non-competes in the sale of a business context (where they are critical), employer-employee non-competes are heavily regulated and, in some states (e.g., CA), outright prohibited. And if a non-compete is all that is stopping someone from leaving, you’re unlikely to see the best of that employee. That is not to say that non-competes have no place in employee retention. If the employee could destroy the goodwill of your business—by, for example, setting up a competing business--a non-compete, where permitted, is a useful tool. But no one likes working under the threat of a stick. And however you decide to proceed, you can’t get around an essential element of human nature. You can’t nail employees to the office floor; they’re humans, and inherently mobile.
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Reply by a searcher
from Queen's University in Toronto, ON, Canada
Equity, elevated compensation and bonus plans are usually the standard levers. I haven't seen a stick that really works well and if you use the stick, word gets around to other employees and its not great for morale. But money isn't everything. For many, it's feeling their work has purpose, that they have opportunity to grow and learn, that they're part of the company culture and they are valued. Sometimes it's the small things that matter more. Some people want flexibility in schedule, some want to bring their dog to work, some want to be able to listen to music, some want the business to give back and to be a part of that. I would figure out what is most critical for those individuals that you need to keep and lean into it. Focus on building a great workplace. Also, you can't force someone to work where they don't want to. From a risk perspective, assume that anyone can leave at any point and immediately look at ways to mitigate. Don't wait until you get a 2 weeks notice to scramble.
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Reply by a searcher
from Arizona State University in 7373 E Doubletree Ranch Rd #200, Scottsdale, AZ 85258, USA
Back when I acquired, the SBA required a non-compete and non-solicit be signed by all key employees before closing. I tried to get to know the key employees and make them feel valued, but there's no perfect way to retain them. I usually recommend learning and documenting all key processes so nobody can "hold you hostage" in a sense that you can't fire or discipline them because they would be extremely difficult to replace. The smaller the business, the bigger the key person risk can be. It's ideal to focus on businesses with minimal key person risks. I've operated the business for the past 6 years and I think only 2 of the 45 original employees remain.
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