How would you deal with boss and manager who want an easy life?

[Liht]

I work in a small organisation, about 12 of us altogether. I have a manager and a manager above him. Both men are very laid back and don't sweat the small stuff. I feel that their decision-making is whatever makes their next half hour easiest.

I am very conscientious and care about doing things properly and not letting people down. I also have more experience and industry knowledge in the role I've been employed. We keep walking in to problems that I feel were entirely predictable and avoidable. I feel frustrated that my managers' lack of care leads to urgent problems landing on my desk. What they shrug their shoulders at, I find really stressful.

I need a new way of not taking this all so personally - any tips?

basically try to run the company by proxy so to speak, you many not have the titles but can you run the company via what you produce etc ?

So you are proactive, have ideas and energy but might need to work on your soft skills...it's a big challenge to work with people who are satisfied with good enough - learning how to get stuff done in an environment like that would speak volumes for you.
The multiple-project problem - you ask them which they need you to deliver on and you prioritise that one - if both you need to ask for more help or delay the deadline of one or both, or descope the project - you need to look for solutions rather than getting wound up - you need to work on your ability to depersonalise work situations, even if you worked with a company who matched your energy - everything can't be done at once, there are always resource or knowledge constraints, focus on how you solve these without upsetting people unnecessarily.
I think you should use this situation to work on your skills, deal with your frustrations because this will hold you back and if you see the situation through a career development perspective it should help you take it less personally.
And then get another job in a company that suits who you are.

Change takes time in organisations especially established small close knit ones. You need to dial down the corporate mindset and build from the ground up, sharing your experience and knowledge to help others improve the skills needed to then move forward and evolve.

A quick update from me. Everything started to go a bit awry at work in the last couple of weeks and unfortunately it's getting worse this week. Not so much as bad decision-making as last minute decision-making.

I have been approached by another organisation about a similar role and we have an informal discussion planned for Tuesday when I will WFH. It's a bit of a drive (which I wanted to avoid) but all things considered it looks like it's a good idea that I consider this.

Good for you.

Interesting to see all the deletions were a PBP. Not a surprise