Ed Button and Kris Jones, Partners, Legacy Advisors

Experienced M&A Advisors

Our combined 35 years of experience across dozens of successful transactions position us as a go-to partner for ensuring your legacy.

Developing a Succession Plan for Key Employees

When you sell your company, you’re not just selling assets — you’re selling continuity. Buyers want to know the business will perform after you and your leadership team step away. One of the best ways to ensure that happens is through a well-designed succession plan for your key employees.

Succession planning isn’t just a “corporate” exercise for large companies. It’s one of the most important — and most overlooked — parts of preparing for an exit. Without it, you risk losing institutional knowledge, operational efficiency, and buyer confidence.

At Legacy Advisors, we’ve seen deals stall or shrink in value because companies didn’t have a clear plan for leadership continuity. On the flip side, founders who invested in succession planning often closed faster, negotiated stronger, and achieved higher valuations.


Why Succession Planning Matters in M&A

Buyers pay for stability. They want to know the team that drives revenue and manages operations will remain in place after the transition. If your business relies too heavily on a few key people, it creates “single points of failure” — a major risk that buyers will price into their offer.

A strong succession plan shows buyers you’ve already thought through continuity. It proves that your organization isn’t dependent on any one individual, including yourself. That confidence reduces risk, speeds up diligence, and can even push your deal into premium territory.

As I wrote in The Entrepreneur’s Exit Playbook, “the best exits are the ones where the business keeps winning after the founder leaves.” Succession planning is how you make that possible.


Identifying Key Employees

The first step is identifying who qualifies as a key employee. These are the people who:

  • Manage client relationships or major accounts.
  • Drive operations, production, or fulfillment.
  • Oversee finances, HR, or legal functions.
  • Hold specialized or technical knowledge.
  • Have deep institutional history and relationships.

If losing them would cause disruption, they’re key. You can’t afford to leave their future — or your company’s future — to chance.


Building an Effective Succession Plan

Here’s how to approach it systematically:

1. Assess critical roles.
Identify the positions that have the greatest impact on performance, growth, and risk mitigation.

2. Evaluate internal talent.
Determine whether you already have people capable of stepping up or if you need to hire or develop them.

3. Create development plans.
Invest in leadership training, mentoring, and cross-functional exposure so future leaders are prepared to take over.

4. Document processes.
Ensure every key role has SOPs, checklists, and workflows that make transitions seamless.

5. Establish retention incentives.
Use stay bonuses, profit-sharing, or phantom equity to encourage key employees to remain through and after the sale.

6. Communicate clearly.
When the time is right, discuss the transition plan with key employees. Transparency reduces uncertainty and builds trust.


Lessons From Experience

When I sold Pepperjam, continuity was a major focus. I knew that the buyer’s confidence depended on the strength of the team I left behind. We developed internal leaders early, documented critical functions, and aligned incentives so our best people stayed engaged during the transition.

On the Legacy Advisors Podcast (https://legacyadvisors.io/podcast/), Ed and I have talked about deals where succession planning (or the lack of it) made the difference between success and failure. One founder we advised lost two key managers mid-diligence, forcing a complete revaluation of the deal. Another client had already promoted and trained successors — their transaction closed on schedule with zero disruption.


Timing Is Everything

Succession planning isn’t a last-minute checklist item. It takes time to identify, train, and test new leaders. Ideally, you should begin succession efforts 18–36 months before going to market. That gives successors time to earn credibility and prove performance independent of the founder.

The earlier you start, the easier it is to demonstrate to buyers that your business runs on systems and leadership, not personalities.


The Valuation Advantage

Buyers reward predictability. A company with a clear succession plan commands higher multiples because it reduces perceived risk. When buyers know leadership gaps are filled and critical talent is secured, they can focus on growth potential instead of stability concerns.

Succession planning also gives founders leverage. When your leadership pipeline is strong, you’re not forced into extended earnouts or handholding periods. Buyers see a self-sustaining organization — and they’ll pay for it.


Final Thoughts

Succession planning is one of the most strategic investments you can make before an exit. It ensures continuity, protects culture, and builds confidence with buyers. Most importantly, it positions your company to thrive long after you’re gone.

Exits don’t happen when you feel ready — they happen when your business is ready. And readiness means having the right people, in the right roles, at the right time.


Find the Right Partner to Help Sell Your Business

At Legacy Advisors, we specialize in helping founders prepare for ownership transitions by developing leadership continuity, aligning incentives, and creating succession plans that strengthen valuation.

Visit legacyadvisors.io to connect with our team, listen to the Legacy Advisors Podcast (https://legacyadvisors.io/podcast/), and explore insights from The Entrepreneur’s Exit Playbook. Together, we’ll ensure your company — and your people — are ready for a successful transition.

Frequently Asked Questions About Succession Planning for Key Employees

Why is succession planning so important before selling a business?
Succession planning assures buyers that your business can continue operating smoothly after ownership changes. Without it, the company appears dependent on a handful of key people — often including the founder — which increases perceived risk. Buyers discount for risk, which means lower valuations and more complex deal structures. A well-designed succession plan eliminates those concerns by showing that leadership continuity and institutional knowledge are already secured. It’s one of the clearest ways to demonstrate that your business is ready to thrive post-sale.

Who qualifies as a “key employee” in a succession plan?
Key employees are individuals whose absence would disrupt operations, client relationships, or financial stability. They often include department heads, senior managers, lead salespeople, or technical experts who hold unique institutional knowledge. In some cases, long-tenured employees with deep customer or vendor relationships also fall into this category. If losing someone would slow down revenue, delay production, or damage morale, that person should be included in your succession planning strategy.

How early should I begin developing a succession plan?
Ideally, you should start succession planning 18–36 months before selling. It takes time to identify future leaders, train them, and test their performance independent of current management. Early preparation allows successors to build confidence and credibility before diligence begins. It also ensures you have time to document processes, structure retention incentives, and communicate expectations. Starting too late often means the founder is forced into an extended transition — or worse, buyers retrade the deal because leadership risk remains unresolved.

What are the most important elements of a strong succession plan?
An effective succession plan includes: (1) clear identification of key roles and successors, (2) training and mentorship programs to develop leadership skills, (3) documentation of critical processes, (4) retention incentives such as bonuses or equity participation, and (5) a transparent communication plan. These components ensure continuity and prevent disruption during or after the sale. A strong plan doesn’t just name replacements — it actively prepares them to succeed.

How can Legacy Advisors help me create a succession plan that supports a successful exit?
At Legacy Advisors, we work directly with founders to design succession strategies that align with exit goals. We help identify key roles, evaluate internal talent, and build development and retention plans tailored to your business. Drawing insights from The Entrepreneur’s Exit Playbook and discussions on the Legacy Advisors Podcast (https://legacyadvisors.io/podcast/), we guide clients in presenting their leadership continuity as a value driver during due diligence. Our goal is to help you show buyers that your business — and your people — are prepared for a seamless, high-value transition.