Knowing When to Leave a Workplace

Before diving in, a quick disclaimer: my basic needs are met, and on a good day, having a job makes finding the next one easier. The market is unstable, and I am fully aware of that.
In the past two years, I worked with about ten companies; some contract, some volunteer, some part-time, and others full-time. Moving through so many environments made it almost inevitable that some were not a good fit. Most roles were remote; only one was hybrid, and that was not a typical office setting.
Out of respect, I will refrain from mentioning company names or specific timelines. I simply want to share my experience in the hope that it gives someone the confidence to leave certain environments or helps them identify whether a workplace is right for them.
One thing I do not compromise on is my health, both physical and mental. At one of the companies I worked with, I often say there was no hour of the day I did not work. Remote workers usually struggle with balance, but this was far beyond that. There was a complete disregard for boundaries, and this continued despite communicating them several times.
I received calls outside working hours, which can sometimes be understandable, but these calls were not urgent and sometimes came at 2 AM. On top of that, harsh words were used by superiors in ways that would not be acceptable even in personal relationships. Eventually, my sleep cycle was ruined, my appetite disappeared, and I struggled to create personal time. I would wake up early to go to the gym just to avoid interruptions, yet I was still contacted most days. My trainer even joked when I was not on my work device. Loved ones pointed out that I was losing weight and losing my usual spark, all while working from home. It was a stressful period, and meetings frequently extended far beyond working hours and ran close to midnight.
I told myself to stay because I did not want to feel like I was giving up. I weighed the pros and cons, trying to remain optimistic even though the cons were clearly heavier. There was something specific in a certain role I was supposed to gain from staying, but when that did not happen, I realised that if it would not come in that small form, it certainly would not come in a larger one. That became my final straw. Combined with everything else, I made the decision to leave. I always try to leave on a good note. It has not always worked, especially since some employers have even tried to scam me (a story for another day), but I still try because recommendations matter and it feels right to close things properly.
There are many reasons that show when your time at a company has come to an end. If you have a feeling, supported by clear signs, that a workplace does not respect your boundaries, does not align with your long-term goals, or does not value your contributions even after you have communicated your concerns, that may be a sign to move on.
The best next step is to begin job-hunting while keeping your current role. If staying is truly harmful to your well-being and you are ready to take a chance on yourself, leaving and restructuring your goals may be the better choice.
I hope someone reading this, especially if they are in a similar situation, is able to navigate it with clarity and without burning bridges.
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Sorry you went through that.
I know this feeling well. Leaving feels like failure because it’s genuinely risky, especially when it’s not a planned career move. But sometimes it’s still necessary for self-preservation.
I’ve walked away from dysfunctional workplaces without another job lined up. It’s always scary, but it was easier when I was younger (could live off savings, no dependents), and taking a break actually helped me plan properly for my next move.
These days I have much more at stake, so I’ve learned to protect myself better by setting boundaries early and planning exits without having to leave first. Many people don’t have these options though. No savings, no leverage to push back, just trying to survive.
This part is really helpful. Even if you can’t leave immediately, recognising the pattern at least helps you plan your next step.
Thank you for sharing this Opemiposi Olusinde.