Three quick things.
1. There is no such thing as job shadowing.
2.I would save the money 
and not apply this year.
3. I want to start out by saying that you should not go by strictly one person's advice from this forum because nobody can give you a guide to being accepted. It's such a complex process with many variables at play. Do research, and take into account various opinions and advice on this forum to formulate your own opinion on what you should do going forward. With that said I'll address your concerns. - 
@Ollivander
 I agree with your friend, I would look into a special masters program where you take upper level science courses. I'm pretty sure MBA won't cut it because this is a biomedical field, not business. Depending on the masters program it could be 1-2 years, but halfway through it you can apply to dental schools and complete it once you matriculate it. You can also raise your GPA to a 3.0 so you meet cutoffs for a lot of school at the very least, but if you have a lot of credits, your GPA won't change significantly. I don't know how many credits you have so figure out a plan of action to see how many credits you need to raise your GPA to at least a 3.0(Which still isn't good, but at least gives you the option to apply to schools with cutoffs)
The reason I say don't apply this year is because of this. You are probably feeling at the lowest point right now with your GPA and DAT combo, and if you apply and waste thousands of dollars and get rejected (most likely outcome), you will feel even lower and regret the decision. Also, everyone thinks they are special (why many people play the lottery), so you're probably thinking I might have a shot somewhere. There is a possibility of you having a shot somewhere, just as there is a possibility of you winning the lottery, however most likely you will get rejected. If I'm going to apply and spend money I would have the upmost confidence in my application.
So, your goal for the year should be to re-take the DAT and scoring above a 23+ would put you in a great place, and improve your GPA. How you do that depends on you and how much time you have. This isn't my area of expertise but based off of what I have learned on SDN I expressed my opinion. Again do your own research.
I realize hearing this sucks, but you need to hear it. If you take anything from this just don't apply this year, yeah you might have a shot but that shot is really low. Each dental school probably accepts less than I don't know maybe 8% of students from the applicants they get and your stats are the bottom of the bucket so you're even at a more disadvantage.
You can also get a 3.0 GPA and get a 25AA and then you could apply too. There are so many options, take the time to figure them out and don't give up. What's an extra year in the long run? Sorry for the disorganization of ideas, but you get the idea.Good luck and don't give up!
I leave you with this. A 30 year old applicant who applied 3 times and got in and had stats lower than yours. He did a master and retook the DAT. A glimpse of hope. 
3rd Time's the charm. Some hope for the 3.0 and under.