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I'm gonna be honest here, sounds like you need to be more selective in who you trust for your various services.
The way you describe these people, it sounds like you're going with your "uncles friend" type of people or the trashy companies that are ran by someone pushing their staff to do quick/slop jobs for high profit.
Get that exterior worker to small claims before their business mysteriously dissolves into oblivion.
You can can give me a million dollars to paint your ceiling, but that's not going to make me Michelangelo.
You need to find the people that take actual pride in their work, which is incredibly hard to do. Failing that, the established businesses that stand behind their work. If that autobody tech doesn't warranty the paint job, they aren't worth your business. If the guy re-fixing the drains is covering it on their own dime and making it right without a fuss, then that's something to remember next time. Everyone makes mistakes, its how they handle them after the fact that's important.
Having taste of what is a good work is already a challenge, taking pride in your work is a lifetime pursuit. Insanely hard to find people that love what they do and apply themselves constantly against it!