I would say: don't rely on Wine if you're dependent on the programs it runs somehow. If you don't want to spend hours troubleshooting programs, then accept your losses.
After days of messing about getting music VSTs to work, I decided to stop troubleshooting any error I have within Wine. If a program works with Wine straight away: lucky me! If something doesn't work: I count my loss and accept I won't be able to use that program on Linux for now.
And obviously, don't install and run andom programs that you wouldn't install on Windows either. But that's just common sense.