Should I Stay Or Should I Go

Does this job align with my purpose for work and/or life?

Tim was the kind of leader every company dreams of. A high-powered executive, he had a proven track record of growing businesses—boosting revenue, driving profit, and delivering results year after year. Leadership praised him, rewarded him, and held him up as a key driver of corporate success.

But what set Tim apart wasn’t just his results—it was his people. His teams loved working for him. Under his leadership, they felt safe, empowered, and aligned with the company’s mission. Every day, they showed up knowing their work mattered and their contributions had value.

Unsurprisingly, Tim’s reputation grew beyond his own company. He was invited to speak on leadership, to teach in the company’s leadership development programs, and even write blogs on the company’s website on what it means to
lead well.

But behind the accolades, Tim wrestled with a private struggle:
“Do I stay, or do I go?”

Integrity and transparency were at the core of who he was. Yet increasingly, Tim was asked to tell leadership what they wanted to hear, rather than what they needed to hear. He was instructed to withhold information from his team, chipping away at the trust he had built.

Then came the final blow:
a new directive from the top required all expenses—down to a simple business lunch—to be approved by the CFO. For Tim, it wasn’t about the money. It was about control, about trust, about a culture that was shifting from empowerment to micromanagement.

That was the moment he knew: the corporate brine had grown too toxic. Staying would mean compromising the very values that made him an exceptional leader. Despite repeated conversations with leaderships and attempts to affect positive change, Tim realized that his efforts were futile.

So, Tim walked away. And when he did, the company lost more than an executive—it lost a leader who embodied the kind of culture every organization longs for but so few manage to sustain.

Successful Team Leader

While Tim’s decision to go was clear, many of you might be wrestling with the same type of decision. It can be hard to process the myriad of considerations and evaluate the fundamental question, “Am I better off here, or will I be better off elsewhere?”

To assist with that decision, we are sharing a commonly used decision matrix. While this decision is always rooted in both fact and emotion, this matrix aims to help identify, prioritize, and organize key influencing factors.  While the job aid will help, we also encourage you to contact us and take advantage of a free 30-minute consulting session where we will discuss your situation and options.

Should I Stay or Should I Go
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A few of the clients we have had the privilege to partner with: