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IMHO I don't think it would be worth it to apply to the big stat ******. Also, it doesn't sound like you've done much if any work with underserved communities/health advocacy and such, so I'd take UChicago off.
 
Did you get any interviews at all from the Texas schools on your first 2 tries?
Check the policy of each TMDSAS school on re-applicants. Ordinarily I would say your stats put you in range for an early interview invitation from UTSW and Baylor, but if a school doesn't happen to consider 3rd time applicants it might cut you out of a chance.

I am puzzled why you did a post-bac because you already had a good GPA. You have continued to focus on academics and research despite the deficit in your first 2 cycles being in shadowing and clinical & nonclinical activities. I hope the activities you have added this year will be enough to overcome that past issue.
 
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You've already lost 2+ years of clinician's salary in this process. Have DO schools on your next list.

I recommend: Any DO program. Include OSUCOM. I can't recommend LMU, ARCOM, RVU, BCOM, ICOM SOMA and LUCOM, for different reasons. Avoid those new schools that haven't graduated a class yet, if at all possible.
 
I got one interview my first try - Baylor. No love this year. I do think I increased my clinical and volunteering this year, but I still focused on research just because I really do love research! I will say that if I knew more about the process I would have worked in a clinical position instead of the post-bac, but I fault myself for not doing enough internet searching back in those days. Is there a way to see if schools block 3rd time applicants? I've never seen that on an admissions site (except maybe Harvard, I think). Do I email them? The TX schools are my main goal.
If you have access to the MSAR, look in the school section about Admissions and Acceptance stats and policies.
I may be conflating this with some of the more competitive California schools which only give you two tries to apply.
 
I would just focus on these things:
1) more nonclinical community service, in-person. Text line is a good start but you need at least another 100 hours that gets you out in the community: food distribution, shelter work, job placement services, transportation services, or housing rehabilitation. Ditch the service-heavy programs such as all the Jesuits.

2) for that matter, focus in-state. You have given your money freely with no ROI. You gotta be smarter: TMDSAS and the DO schools. If this is it for you, you should think if you have the courage enough to attend a new DO school. Just avoid Caribbean.

3) don't be discouraged but check the schools if they won't look at you as a 3x applicant. (I appreciate that they won't money-grab.)

4) so why is medicine your calling? What tedious tasks do you enjoy seeing yourself doing 10 years from now? From what you disclosed, I really don't see what your purpose is or a mission fit with schools that serve their communities. You need a total revamp it seems... repeating everything from previous years including secondaries could really be a crucial mistake.
 
Volunteering and experience are critical components of the application. You need to really make this third time stand out from the other two, and personally I think the way to do it would be through community service and doing something that you really enjoy doing, for example I am a leathersmith and run a small business though my hobby and I was sure to include that in my app. I also talked a lot about the volunteer work that I've done while in undergrad and on my own (I've been a teacher for 5 years and have had A LOT of volunteering opportunities). Ask yourself this also -- what makes you YOU? What is your mission and what qualities do you bring to the table that align with the qualities of a great physician? You had great stats, but I have no idea who you are as a person from those stats. Just some food for thought.

Also, stay in state. Southwestern, Dell, and Baylor are schools that you may really like if you enjoy research. Maybe try applying to an MD/PhD program if you want to. But always remember why you're here in the first place and use that as motivation in becoming a great physician. Good luck this cycle!