IndependenceDay:
Thanks for sharing all of this information with us. You are no doubt presenting a somewhat tricky situation. There seem to be a ton of unique circumstances that need to be managed throughout the application process.
For someone with your background and GPA, I believe you need something like a 730+ to give yourself a shot at the top programs. A score between 700 and 730 would be solid, but may not be enough to get you over the hump for programs like Chicago Booth, MIT, etc. For the larger state schools, clearing the 700 bar will be very important and could end up mattering a lot more where the mean/median scores are generally lower.
I am not entirely clear on your explanation for your current status, GPA, etc. It sounds a bit convoluted.
I am glad you checked with UCLA about how they will count your work experience. Unfortunately, I think you are going to have to put in that leg work for the other programs on your list. It's not straightforward and you don't want to overestimate or underestimate your strengths going into the process.
As for your jumping around, that could to be an issue. If it can be explained in a clear and cohesive manner, it's not a huge deal. In other words, if you can articulate why you went from job A to job B to job C, etc. in a convincing fashion and what you've learned from all those roles, you should be okay.
In total honesty, I think you will have a very hard time with the top-top programs (Harvard, Stanford, etc.) and even the top programs (Booth, MIT, etc.) as candidates tend to have very little room for error. If Chicago is your dream program, you should throw in an application - you never know; however, I would make sure you focus more on the lower ranked schools on your list. You can also stretch this out over two rounds such that you make sure you are accepted to at least one of your choices in round one and then shoot for the moon in round two since you have that "safety net."
We are happy to discuss further and walk you through how our consulting services can help you manage many of these matters in your upcoming application. Also, good luck on your GMAT!
Please reach out when appropriate:
https://admissionado.com/free-consultation/