The age topic is a non-issue, but be aware that twenty-somethings are the main age demographic for regional airline newbies and you had better enjoy life around that group if you plan to go there. With your savings you may be able to insulated yourself from the poverty wages of airline flying, so that will help, but it will make a huge dent in your savings most likely.

Sounds like the alcohol one might be expungeable, so look into that. It may still turn up on an FBI search even if it is expunged (probably), but I am not sure. It is a tough thing to overcome a misdemeanor in the hiring process, they raise flags even when they are pretty minor. At best you will have some explaining to do if you get a call. Not a hopeless situation though from what I understand, and honesty is the best policy even if you mange to get it expunged.

The psychological ones are within the realm of getting a first class medical. If you can get a first class medical then the airline won't care how you got it, the question is can you get one, so I would do that early on to see what happens. Part 135 only requires a second class.