All Companies Need to Look at Succession Planning

By Brad Cherniak
Published: February 20, 2019 | Last updated: March 21, 2024
Key Takeaways

Succession planning is for companies of every size, so have you thought about doing it for your business yet?


Most owners of small- to medium-sized businesses and their senior managers give little consideration to succession planning. In fact, it is often considered synonymous with exiting. And while these two phenomena are related and can overlap, they are not the same thing.


Succession planning has many nuances separate and distinct from exit planning that are more critical to strategic planning than most realize, and go well beyond the chief executive or president.

Successful Succession Planning

Succession planning comes down to this: Are more general, innate skills critical to the leadership of your company, or are more situation-specific skills?


Core general, innate skills include: Self-confidence; poise under pressure; empathy; analytical ability; ability to listen and project strength of character with a human touch; and ability to motivate people and establish and develop relationships.

However, the critical situation-specific skills required vary depending on the stage of development the company is in.

Planning at All Stages

In startup or early stage companies, the skills needed include the ability to handle varied and multiple tasks in a resource-constrained environment, as well as strong drive and self-confidence at this stage, since most of the bucks stop with you. If you play hooky on a given day, the world stops for the company.


At the growth stage, a leader needs to be able to build teams and define and divide responsibilities; have sales and business development skills while the business ramps and the team is still in formation; and an ability to communicate with key stakeholders of widely varying levels of sophistication.

Whereas running a mature-stage company requires an ability to manage teams, incorporate outside professional or technical services into the process, delegate responsibilities and evaluate people and performance. It takes an ability to function as a smaller cog in a larger machine; the ability to manage agendas, oversee processes and drive the vision underpinning them, while accepting that the world no longer revolves around you.


Using Governance

Serial entrepreneur Barry Wood contends that these two skill sets are not an either/or proposition. The senior team, he says, must have the core, innate skill set as a starting point, then develop the situation-specific skills as required — or be replaced by someone who can, or already has them.

This is where proper corporate governance comes into play. Owner-operated businesses tend to be run by the same person from start to finish. The presumption is they will be able to evolve with the times. But, if not, it could hold back the performance of the company, reducing the returns for its owners.

If your company has a board of directors or a formal advisory board, they should regularly be asking the broader question of whether you, as the CEO, and each member of your senior team, are the right persons for the task.

This can be tricky if the leader or leaders are also large shareholders. But, in cases where the financial ownership and management of the company are largely separate and distinct, the board has a fiduciary duty to make this assessment.

Not only that, but they are really the only body in the position to do so. Maximizing shareholder value is their primary purpose. Yet, boards seem reluctant to tackle the thorny issue of executive succession proactively.

Strategic Planning

Succession planning should also be linked to your strategic planning. Entrepreneurs and business managers’ energy, creativity and effectiveness often follow an arc pattern. The people who are successesful at the moment are great matches with the circumstances — but as things change, they can become intellectually tired and even risk-averse.

The arc may also be caused by changing company circumstances — as it grows and evolves, people can be pulled out of their comfort zones.

In essence, the link between strategic planning and succession planning amounts to coordinating the arcs of the business (startup, ramp-up, growth, consolidation, renewed growth, maturity) with those of the people running it.

That is best done by matching of roles and personal objectives with historical personal accomplishments; detailed assessments of senior employees’ skills and analysis of gaps relating to the organization’s evolving strategic needs; formal performance assessments of all senior managers, with the president/CEO’s performed by the board of directors or a sub-committee of the board; and close monitoring of performance against the agreed-to strategic plan objectives and related key performance metrics.

To be fair, switching out key team members can be risky and should be done carefully. For Wood, that is best done through formal, written and regularly updated strategic plans, developed by company leadership, discussed with and approved by the board of directors, as well as regular, formal performance reviews, are the important foundational elements to link strategic and succession planning.


Succession planning for small- to medium-sized private companies is an ongoing process that, if done well, facilitates the ultimate exit plan. If it’s ignored or botched, it can result in a damaging mismatch between the team and the needs of the company at each key stage of its development.This kind of mismatch generally ends badly, and can impact your ability to successfully exit your company. Your board of directors, or advisory board, is in a unique position to help monitor this key process.

This article originally appeared in the Financial Post.

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Written by Brad Cherniak

Brad Cherniak

Brad Cherniak is Co-Founder and Partner of Sapient Capital Partners, a Toronto-based advisory firm which has worked with small- to medium-sized private companies to build and realize on shareholder value since 2005. He has over 20 years of experience in corporate and investment banking, merchant banking, private equity/venture capital, and institutional equity research with such firms as CIBC World Markets, HSBC Gordon Capital, Bank of America and JPMorgan Chase (Chemical Venture Partners). He has long specialized in private companies, from early- to growth- to exit-stage, both as advisor and principal, and has served on a number of boards of directors and advisory boards of such companies. He has extensive senior-level experience in mergers & acquisitions, buyouts, divestitures, strategic and capital market advisory, and other transactions in a variety of industries in Canada and the U.S. He is also a frequent commentator in the financial press on topics of private business and entrepreneurship. Mr. Cherniak graduated with highest honors from the University of Chicago’s Booth School of Business in 1995.

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