Jennifer Lewi, CAE
Jen Lewi, MBA, ACC, CAE, is a leadership coach and speaker. She is the founder of Design Your Next Step, a boutique executive coaching and career strategy firm.
Feeling stuck, drained, or out of sync with your role? You’re not alone. Explore how to recognize the subtle (and not-so-subtle) signs that it might be time to move on — and how to take your next step.
One of the most common questions I hear from leaders I coach is, “Should I move on?” followed closely by, “How do I know when it’s time?” These are rarely simple decisions. Often, the role still looks good on paper, but something deeper signals it may no longer be the right fit.
Many of us join an association because the mission inspires us, the team energizes us, and the work challenges us. But over time, things shift. The organization changes. Your priorities evolve. What once felt fulfilling may begin to feel off.
So how do you know when it’s time to move on?
This isn’t about chasing titles or walking away at the first sign of frustration. It is about recognizing when your energy, values, and contributions no longer match your current role. It is also about being open to what’s possible if you explore something new.
Sometimes, the earliest clues come from people who know you well. A family member, mentor, or friend may notice patterns before you fully acknowledge them.
Rhea Steele, FASAE, CAE, chief of staff & vice president, governance & strategy at the School Nutrition Association, encourages professionals to listen to those trusted voices. “The people who know you best notice recurring patterns,” she says. “If you have been ruminating on the same issues for a while, they may be the first to notice that it’s time to explore something new.”
When your default response becomes complaining or frustration, it may be a sign that you no longer feel able to drive change and are instead feeling stuck or stalled.
Support from others may also come as a gentle push, even if you’re still on the fence.
Tori Miller Liu, MBA, FASAE, CAE, president and CEO of the Association for Intelligent Information Management, says, “People in your corner will often nudge you toward that next big step. They see your potential even when you may not be quite ready to claim it."
These conversations might take the form of a thoughtful question or a powerful show of belief. Do not dismiss them. They often carry the momentum needed to rethink your direction.
Sometimes a career shift follows an unexpected life event or a deliberate pause. For Leakhena Swett, president of the International Liquid Terminals Association, a family move became a turning point.
“I took a career break because my husband served in the Army, and we were stationed in Belgium for three years,” she recalls. “When it was time for me to return, I started part-time in a support role, worked hard to prove myself, and eventually earned my way back up within the association.”
What first felt like a disruption became a path toward renewed purpose.
Swett sees transitions as meaningful growth opportunities. “Every transition or break is a chance to reset, refocus my goals — and it helps us grow,” she says. “In our journey, there are seasons where one of us holds steady at home so the other can chase their career goals. It balances give and take, grounded in trust and teamwork. Take the step. It might lead to an opportunity you never saw coming.”
If you’ve been feeling uncertain or stuck, consider whether any of these apply:
Even if you’re unsure about leaving, you may sense that your presence could be limiting progress. That is not a failure. It’s self-awareness.
Steele offers this reminder: “Sometimes we need to leave so that the organization can continue to grow with new perspectives and insights,” she says. “Sometimes you have to move on to create space for others.”
Leadership is not just about holding on. It is about knowing when to let go. That step might feel uncomfortable, but it is often the most courageous thing you can do.
If several of these signs resonate, that does not mean you need to make a major move tomorrow. But it may be time to pause and reflect.
Consider these questions:
You do not need all the answers right now. Even asking these questions can bring clarity. Then take one small step. Reach out to a mentor. Try something new. Explore a learning opportunity. These small actions build momentum.
If you are feeling stuck, know you are not alone. Many professionals reach this point not because they have failed, but because they have grown.
Sometimes the next step is reshaping your current role. Other times, it is stepping into something that better reflects who you are now.
Recognizing the signs is the first step. Trusting yourself to act is the next.
You may be closer than you think to your next big opportunity.
Burnout can sometimes be a result of the factors described above, but it is not always a clear signal that you need to move on. If you’re experiencing burnout, it’s important to step back and assess what’s really driving it. Take a close look at your workload, your own expectations and standards, and the systems around you.
Most importantly, protect your mental health. Rest, support, and reflection are essential. From that place of clarity, you’ll be better equipped to decide whether the solution lies in shifting your role, adjusting your boundaries, or exploring something new entirely.