Strategic Succession Planning: Build the Bench Before You Need It
Key Highlights
- Start succession planning three to five years before a leader's expected departure to ensure a strong internal candidate pipeline.
- Identify potential successors early by exposing them to various departments, responsibilities and customer relationships to assess readiness.
- Use small projects, cross-departmental roles and mentoring to develop leadership skills and decision-making capabilities in future leaders.
- Involve potential successors in strategic initiatives and customer interactions to build trust and familiarity with key stakeholders.
- Maintain an ongoing, proactive approach to talent development to adapt to unpredictable business climates and avoid rushed leadership transitions.
It’s easy to put succession planning on the back burner when no leadership change is imminent, even though that’s exactly when organizations have the most time to build a strong bench. It works the same with wills and estate plans: easy to postpone when things are going well, then suddenly it becomes a rush when circumstances change.
“Succession planning usually happens in the moment, which makes it easy to defer and set aside as something to ‘worry about when we have to worry about it,’” says leadership consultant and executive coach Ed Brzychcy, principal at EB Meridian, LLC in Babson Park, Mass. “The challenge is that the longer you defer succession planning, the thinner the pool becomes. That means you never really get to stress-test the bench."
Succession planning in an unpredictable business environment
The current business climate makes bench-building harder than ever. After all, if you can’t even accurately forecast demand a month out due to tariff changes, geopolitical issues and changing customer habits, how can you possibly know who will be best to lead or manage your organization five to 10 years from now?
Recent business surveys capture that disconnect. According to Wharton Executive Education and The Harris Poll, 86% of global business leaders say succession planning is critical to their organization’s success, yet 70% feel long-term succession planning is futile in today’s fast-changing business environment.
Digging a bit deeper, a recent National Association of Corporate Directors (NACD) survey found that 30% of organizations have no successor in mind and 10% aren’t sure if one has been identified yet, should their CEO leave tomorrow. The main roadblocks include the lack of an internal candidate pipeline (58%), no way to efficiently assess internal candidate readiness (40%) and not having a long-term succession plan (37%).
These are eye-opening numbers at a time when over 4 million Americans are turning 65 every year. Some of these baby boomers plan to keep working, but Fidelity says 61% of them expect to gradually transition into retirement to explore gig work, entrepreneurship or entirely new industries.
This puts those 70% of organizations that view succession planning as “futile” in a tight spot. In fact, Robin Dimond, CEO and founder of Fifth & Cor in Boca Raton, Fla., says companies should be thinking about succession at least three to five years before a leader or key manager plans to leave. Dimond has built and developed high-performing teams and says that more complex businesses should start five to 10 years out and identify at least three people who can share the workload.
“You never know when something is going to happen to shorten someone’s retirement or exit timeline,” says Dimond, who tells companies to look internally first when building out their benches. A current COO, CFO or chief strategist may be the best candidate for a CEO position. Deeper within the organization, someone who already works directly with customers, understands contracts and billing, or helped develop the company’s go-to-market strategy may be a good candidate for a future leadership position.
“Look for people who want to help scale and transform the business at a broader level,” Dimond advises. If those individuals don’t exist, the next step should be the board of advisors, where someone with a passion for the business, its industry and its customers may also want to lead.
Early steps include exposing those individuals to more of the inner workings of the company, such as finance, operations, sales and marketing, and customer service. That last one is important because top executives sometimes take customers with them (either intentionally or unwittingly). “If clients don’t feel connected to the next person taking over, they may leave,” says Dimond, who has seen this happen during leadership shifts in the construction, automotive and medical fields.
“It’s especially prevalent in family businesses, where someone who trusted the founder for years may not automatically trust the next generation,” she adds, “and especially if the successor wasn’t brought into the relationship well before the handoff.”
How to prepare future leaders before they’re needed
There are different schools of thought on how far in advance succession planning has to happen, but Brzychcy says the timeline really depends on the organization, its current leadership bench and its future plans. He suggests an ongoing effort versus one focused on replacing a single leader. “You can’t cram readiness,” says Brzychcy. “Succession planning really needs to be something that’s on deck and ready to act at any time.”
Fast and slow travel lanes for tortoise aka turtle and hare, Business success concept. Sky background with copyspace.
Close-up Of Businessperson`s Finger Placing Pawn On Red Chair Over Wooden Desk
Hand turning a productivity knob. Concept for productivity management.That starts with understanding where team members are in their careers, how they cross over into different roles and departments, plus their own promotion, advancement and leadership goals. Brzychcy says this is part of good organizational hygiene, but with a tight focus on “helping people plot out that career piece overlaid with your organizational growth.”
Once a candidate is identified, use small stretch projects, cross-departmental exposure and mentoring to help them gain a bigger-picture view of the organization and how it works. Give them a chance to make decisions and then see the consequences of those actions, but within the safety of a leadership sandbox, so to speak. For example, Brzychcy recommends putting someone in charge of one committee or cross-functional team, and then seeing how well they make decisions, work across departments and manage competing priorities.
“Start by looking at any senior-level responsibilities that can be delegated, especially cross-functional assignments that give prospective leaders exposure to higher-level decision-making,” Brzychcy advises. “That’s a great way to give people experience before they move up, while also freeing up current executives to focus on broader priorities.”
What an effective succession plan should include
The succession planning odds are stacked against organizations right now. Millions of Americans reach retirement age each year, but most companies haven’t identified successors yet, and long-range planning is a crapshoot at best. Oddly, this is exactly why companies need to start earlier, while they still have time to develop people, test them in bigger roles and build relationships before a departure forces a rushed decision. Some good early steps include:
- Identify potential successors. Look for individuals who understand the business and have an interest in taking on more responsibility.
- Broaden their exposure. Include them in areas like finance, operations, sales and marketing, and customer service.
- Give them bigger assignments. Put prospective successors in charge of a committee, cross-functional project or other assignment that requires them to make decisions and manage competing priorities.
- Bring them into customer relationships early. Make sure customers have time to get to know prospective successors well before a leadership change takes place.
- Ask them where they want to go. Talk to them about where they see themselves in three, five or 10 years. Their answers may point you to your best succession candidates.
Outside of the obvious benefits, early succession planning also helps with executive retention. When someone can map out their career trajectory over the next three, five or 10 years, it gives them more reason to stay, grow into bigger roles and take more ownership of the organization’s future.
Early actions also help distribute leadership responsibility across more people and reduce the risk tied to any single executive. “That way, by the time a leadership change happens,” Dimond says, “the next generation of decision-makers is already embedded in the business and its customer relationships.”
About the Author
Bridget McCreaBridget McCrea
Contributor
Bridget McCrea is the award-winning author of Your First Business Blueprint and recipient of a 2025 ASBPE Award of Excellence. Her articles have appeared in Business Insider, Black Enterprise, Hispanic Business, International Business Times and various other publications. With a focus on business, management and technology, Bridget turns real-world insights into content that connects strategy, leadership and results.
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