Neither of us make over $150K per year as individuals members. 

Additionally, add in the ambiguity/risk of the due on sale clause or ramifications on the conventional loan of transferring the property from your individual name to an LLC - the economics don't make sense, and the headache isn't worth it even if it did, in my opinion!

This is a fine needle to thread because at this size, you very quickly start competing with high net worth individuals who are seeking summer homes. 

Try reaching out to this person and tell them you’ll gladly go through this process when your renewal date comes up, but you should be allowed to continue operating. riley boesiger at sanantonio.gov

Its a step by step process you have to work your way through.  

Is there anything specific I should focus on during the due diligence process, particularly regarding title and document inspection, compared to a traditional sale?

Here is a comprehensive guide to help out-of-town parents navigate the process effectively.1.

I am in the process of vetting property managers and they are int he running.

Quote from @Michael Overall: Good day, If an investor has 10 rentals and wanted to over time sell them and put the money tax free from a 1031 toward a large purchase is there a process to do that? 

The more you can systemize the process, the more time you'll have to work on the next deal or venture.