You Promoted Your Star Employee. Now They’re Struggling. Don’t Panic—Read This

Almost nothing can cut an entrepreneur deeper than misjudging the aptitude of a long-time employee. It’s an almost unbelievable and unbearable situation: giving a strong team member a shot at management only to learn the individual isn’t up to performing on the next level. Such a circumstance surely prompts a business owner to question their own instincts. Aside from the shock is what to do to resolve the problem.

Navigating the Promotion Pitfall: What Small Business Owners Can Do When a Star Employee Struggles in a New Role

Promoting a top-performing employee is one of the most rewarding decisions a small business owner can make. It recognizes hard work, boosts morale, and fills key positions internally. However, what happens when that promotion doesn’t pan out?

The employee, once a standout in their previous role, now falters under the demands of greater responsibility—a classic case of the Peter Principle in action. For small businesses, where every team member counts, this scenario can disrupt operations and strain relationships. The good news? There are proactive, compassionate strategies to address it without losing valuable talent.

1. Assess the Situation Objectively

Before taking action, step back and assess the situation. Is the issue skill-based (e.g., lacking managerial experience) or something else, like burnout or mismatched expectations? Schedule a candid, private conversation with the employee to discuss their challenges. Utilize tools such as performance reviews or 360-degree feedback from peers to gather valuable insights. In a small business, this personal touch can reveal if the promotion was premature or if external factors are at play. Remember, admitting a misstep early prevents bigger problems down the line.

2. Invest in Training and Support

Often, the employee just needs a bridge to success. Offer targeted training, such as leadership workshops, online courses, or mentorship from you or an external coach. Pair them with a seasoned colleague for shadowing, or implement a performance improvement plan (PIP) with clear, measurable goals and timelines—say, 30-60 days. This approach shows commitment to their growth and can turn things around. For cash-strapped small businesses, free resources like SCORE mentoring or LinkedIn Learning can be game-changers.

3. Consider a Graceful Demotion or Lateral Move

If training doesn’t yield results, demotion might be necessary, but frame it as a “role realignment” to preserve dignity. Explain how returning to their strengths benefits the company and them—perhaps with a title like “senior specialist” to maintain status. Alternatively, explore lateral moves to roles that leverage their skills without the added pressure. In small teams, this flexibility can help maintain high morale and retain institutional knowledge. Always document discussions to protect against potential legal issues, and consider offering incentives, such as a bonus, to ease the transition.

4. Foster a Culture of Open Communication and Learning

Prevent future pitfalls by building a promotion process that includes trial periods or assessments. Encourage employees to voice concerns about readiness for advancement. As a small business owner, lead by example: Share stories of your own career hiccups to normalize setbacks. This creates a resilient team where promotions are seen as opportunities, not traps.

Ultimately, handling a failed promotion thoughtfully can ultimately strengthen your business. It demonstrates empathy, fairness, and strategic thinking—qualities that attract and retain top talent. By viewing it as a learning experience, you’ll not only salvage a great employee but also refine your leadership for long-term success.

Want to Accomplish More?

Do you want your company to grow faster and earn more while spending more time with your family doing everything you started your business to do?

We can make that dream a reality. Give us 30 minutes, and we will show you how to get your life back. Skeptical? Good! Put us to the test.

You can call us for your free appointment at 480-636-1720, or, if you prefer, Waters Business Consulting Group to learn more about us and the services we offer.

Like this article?

Share on Facebook
Share on Twitter
Share on Linkdin
Share on Pinterest

Related Posts

How to Move Past a Bad Business Policy

May 16, 2017 No Comments

You identified a problem, took action, and enacted a new policy. Your people don’t like it (read: hate it), and, now you’re dealing with the fallout. It’s not an enviable position to be in, but nonetheless, here you are and now, you have to take action–again. The advice you’ve long heard about learning from your mistakes is now a reality, and, you are willing and able to accept it. The problem is how to move past a bad business policy and avoid repeating the same mistake in the future. Though you know this one backfired, you can’t be sure of how other policies you enact moving forward will impact your team and your business at-large. It’s okay to be retrospective and to attempt to peer around the corner, but for now, what you really need is to make things right. How to Move Past a Bad Business Policy The very fact that you are willing to recognize you made a mistake is a positive sign. However, you might still have a problem to deal with and you don’t want Murphy walking back into your organization, wielding his rule which states, “every solution breeds new problems.” You’ve already seen that unfold and it should have phased you enough to make a change. …we hate to fail. We fear it, we dread it, and when it does happen, we hold onto it. We give it power over our emotions, and sometimes we allow it to dictate our way forward (or backward). Some of us go to great lengths to avoid failure because of all the pain and shame associated with it. —Forbes It’s also good that you’re self-aware enough to accept the blame instead of digging in and defending what you’ve done, which will only insult your team members. So, how do you prevent this from happening again, but, still be able to enact policies that don’t end-up backfiring? Here are some helpful bits of advice you can use: Don’t be afraid to admit you made a mistake. This bears repeating, and, it does so big time. There’s little else more damaging than a leader who won’t admit he or she is wrong. It’s arrogant, harmful, and can cause good people to leave. In fact, the best thing to do is to have a sit down with your employees and others and talk about how you arrived at the decision, why it was wrong, and, how you plan to resolve the situation. Identify the problem and be proactive. Speaking of resolving the situation, you’re inevitably going to face problems again, so, before they have a chance to materialize, do what you can to thwart them. This won’t necessarily be easy, but your intuition will tell you when something is about to become a problem. Get ideas from your team about solutions. Your team members are among your most valuable assets. Don’t go it alone, speak openly with them and listen to their suggestions. You’ll likely find that doing so will present many ideas which can be molded together for a solution. Avoid new policies that create new problems. This is more difficult than you might think, but it’s still possible. Before you do enact a new policy, think about what it will do and how it will be received by your team. If you play it out and identify possible result scenarios, you can usually avoid making another bad policy. In my 34 years of business experience with ownership in 9 different businesses and consulting/coaching with hundreds of business owners, I have a long list of bad business policies that I have made. All of the policies well intended, but many times not fully thought through. My greatest lesson in making policies, is that hiring the right people with the right core values will minimize the policies that seem necessary to police and hold your team accountable. Those employees with the right core values will do what is right almost all of the time, thereby eliminating the need for many policies. [shareaholic app=”follow_buttons” id=”26833294″]

Read More »

Why Small Business Owners Should Start Asking Employees Why They Stay Instead of Why They’re Leaving

January 22, 2026 No Comments

Exit interviews have been part of corporate America since the 1950s, but gained widespread adoption in the late 1980s, exploding in popularity in the 1990s. Fast forward to 2021 and 2022, another tool was introduced and is steadily gaining adoption, and it’s known as the “stay interview.” Like many other tactics used by big businesses, these trickle down and are used by small organizations. So, what is a stay interview and why should small businesses start using them?

Read More »

Ways to Build Strategic Partnerships

May 16, 2017 No Comments

There are many ways to build a business, and few are as powerful as establishing strategic partnerships. Ideally, these create win-win scenarios where both parties benefit. The problem with such relationships is they can become more of a burden than a help, particularly when rushed, or, when done with disregard for others. Savvy business owners know the benefit of strategic partnerships, forging an alliance with another entity to provide more products and services to their customers. In fact, a 2014 survey conducted by PricewaterhouseCoopers revealed that in excess of 80 percent of CEO’s looked to create such relationships. However, the sad fact about these partnerships is that a 65 percent were actually successful, so, 15 percent of those did not work out. Ways to Build Strategic Partnerships Strategic partnerships are generally sought in order to expand without the cost of an actual expansion. It allows entrepreneurs to tap into resources with existing structures and increase their books of business. Unfortunately, empirical data shows that half of these business relationships fail. The reasons are many, but it can be avoided if you take the necessary precautions. The formula for a successful strategic partnership may seem easy: 1 + 1 = 3. Indeed, partnerships are a proven way to boost the bottom line. American Express surveyed small businesses in government contracting and found that those who teamed up won 54 percent more prime contracts than average. But creating effective alliances is not always so easy. Partnerships gone wrong can lead to frustration, financial losses and even litigation. —Success.com Of course, no amount of caution or preparation guarantees things will work out without a hitch. Small businesses can really benefit from strategic partnerships, but to do so, you have to establish a good rapport and be transparent as to your wants, needs, as well as expectations. Here are some ways to build strategic partnerships that will help your company grow while benefiting your business partner: Know and quantify your abilities and resources. One of the worst decisions to make is to form a strategic partnership without being able to fulfill your obligations. You certainly don’t want to crack egg all over your face. So, don’t put yourself in such a position and know precisely what you can bring to the table and be upfront about it. Even if you can patch together enough to deliver when necessary, you don’t want the stress that comes with this kind of a situation. Be very clear on your “why.” Another huge, colossal mistake, that business owners make is forming partnerships simply to increase their bottom lines. While that is definitely part of the equation, if you don’t go into a relationship with selfish service in-mind, you’re setting yourself up for big time disappointment. Ask yourself honestly why you want to form a business relationship. If you can’t find an answer other than money, you’re eventually going to sabotage your own efforts. Ask for reasons why potential partners want to connect.What’s true for you is just as true for potential partners. Don’t be afraid to ask penetrating questions to get at the truth. If you discover he or she is on a one-way self-serving mission, you definitely need to pass. Seek those with a shared vision and value system. Take it a step further than just asking questions and get to know him or her before you partner. Build a relationship and during that time, you’ll learn their vision and values. Go slow, learn, and take the time necessary to make the right decision. In addition to these, don’t expect miracles to happen after you form a strategic partnership. In fact, you ought to expect to be uncomfortable from time-to-time by getting out and meeting with your strategic partners face to face. There’s just no way to hedge against every possible contingency, but fostering and developing positive relationships will build trust and eventual business between the strategic partners. Want to find out about what a business coach can do for you? [shareaholic app=”follow_buttons” id=”26833294″]

Read More »