JustGyn's journey

I'm currently working as an estimator/project manager for a construction company where I'm making very good money, but I’m feeling increasingly miserable. On paper, it seems like a great job, but in reality, I find myself constantly fighting preventable fires due to micromanagement, poor planning, and questionable project decisions. I often raise issues early on, only to be ignored, and then I end up being responsible for fixing the problems that arise. This situation is draining my energy and preventing me from focusing on the work I'm actually skilled at. I've reached a point where I don't see myself retiring from this company, which is important to me. I'm at a stage in my career where I want to find a long-term position where I can contribute and eventually transition into part-time work when I'm ready to retire. Before taking my current job, I had discussions with the owner of a smaller construction company who recently reached out again, expressing his desire for me to join his team. The new position would pay about $10k–$15k less per year, but it would offer mostly work-from-home flexibility, jobsite travel as needed, and significantly more autonomy. I believe this change could greatly improve my quality of life, and I genuinely think I could make a positive impact at this smaller company. However, I have concerns about financial stability since it's a smaller operation, and I'm not entirely convinced the owner can support my salary long-term. I don't want to leave a stable but frustrating job just to find myself job hunting again in six months if the smaller company struggles. I feel like I have three choices: 1) Stay in my current role, collect the higher salary, and keep looking for a better opportunity; 2) Take the pay cut and leave for my peace of mind, risking the stability of the smaller company; or 3) Negotiate protections with the smaller company regarding salary, severance, and clearer responsibilities before making the move. Financially, I can manage the pay cut, but I need to weigh whether the benefits of autonomy and a better fit are worth the additional risk. I'm curious to hear from others who have made similar moves from a higher-paying but dysfunctional construction company to a smaller operation. Did you regret it? What should I know about their finances before accepting a senior-level position?