1) when is the best time to start shadowing doctors, should I wait until I get my AA first?
2) how hard is it to get into med school? I am a good student but I wonder sometimes if I am not "aggressive" enough for medical school...
It wouldn't hurt to start shadowing now, if you can. You may make some connections that way, you can get more information about the training involved in becoming a doctor, and most importantly, you can get a sense of the job and its lifestyle to see if it's really what you want. (Bear in mind, of course, that the exact job functions and lifestyle vary from region to region, hospital to hospital, and doctor to doctor.)
It is difficult to get into medical school. Your chances are better if you have high numbers (MCAT and GPA), but even those are not 100% guarantees. You will have two potential advantages going for you over the standard pre-med: you'll already have experience working in healthcare, and you'll be older (more mature, likely to handle interviews better). Those factors will also help you to stand out. You seem thoughtful, and as long as you can develop a drive and confidence (and get the high numbers) I'd predict that you would make it in.
I don't really consider myself Type A at all, I'm quiet and pensive and not competitive which is why sometimes I think that being a doctor wouldn't be for me
That and all the time I hear you spend away from your family, my wife means the world to me and if I do decide to start medical school we will only have a baby after I graduate of course but I want to be a good dad, present in their life... SOOOOOO MUCH TO THINK ABOUT. I have a tendency to over think things as I'm sure is quite obvious by now
Quiet, pensive, and not competitive - I sincerely hope that you get into medical school, because the medical field could use more people like you.
The family aspect (and the debt) is a challenge. It's easier on some relationships, and harder on others. You can expect to have much less time to spend with your wife during medical school and residency, and you can expect to be more stressed. If you have a low-stress personality to begin with, if you know what to expect, and if your wife also knows what to expect and is supportive, then things will be easier on you. People like to claim that relationships, whether dating or marriage, do not survive medical school. It seems to me that the reason these relationships fail is because one or both partners are not prepared for the difficulties that medical school (and medicine) impose, and they forget that the relationship needs time, effort, and work, as well. (For what it's worth, I'll be heading to medical school this autumn, and my wife is finishing up her third year as a medical student. There are real challenges, but they're far from impossible to overcome.)
Beyond medical school and residency, it's tricky to say how it may be. It will depend on your field and where you're working. My parents are both doctors, and they often came home from work late when I was young (they were completing residency). They were very rarely able to make it to my sports games. I never took it hard as a kid, but I know it was hard on them - they felt like their jobs were preventing them from being the parents that they wanted to be. I hope that my wife and I won't have a similar scenario when we're done with school and have children, but it's a possibility that I'm aware of and am knowingly going into. As long as you're aware and prepared for that potential sacrifice, I think you'll be OK.
The process is a long and hard one. Even people who loved the idea of medicine before medical school and who love being doctors now go through a period where they consider quitting, because parts of the school and training are so demanding. That self-doubt may be even harder for you, because you are a non-traditional student and will be walking your own path. Don't rush into anything: talk it over with your wife, talk to other doctors and shadow where you can (but don't be put off by the unhappy ones), and research as much as you can about the process. Knowing what you're getting into (and making sure that your wife knows and is on board) will make a big difference. Knowing that you really will love what you're doing, and that you'll feel fulfilled by it, will help to get you through those dark moments.
If it's what you decide to do, then know that I'm rooting for you.