What should we be looking for in a CPA to ensure that we are getting the most out of having the LLC?

You should conduct a rental survey to ensure the rents are not too high or too low (Yes, too high can be a problem). 

This requires him to keep track of hours and expenses but would ensure he's paid more for properties that take more work and paid less for properties that are easy.The first option is my preference because it requires less effort on everyone's part.

@Lien Vuong nailed it...I would reevaluate the numbers at the new HOA (and maybe get the scoop on what happened there) to ensure your deal isn't impacted.

I think I know what you mean but just want to ensure I'm understanding 100%.

How do I run numbers to ensure this is worthwhile compared to doing something else?

Whenever you are buying a property out of state you should do a few things to ensure it's as smooth as possible.Don't buy in the roughest neighborhood in the urban core.

I believe San Diego is home to some of the most efficient flippers anywhere, but the remoteness of the RE would make it challenging to make a good profit on a flip (I know I could not have made a profit at that selling price but I also know I am a longs ways from some of the flippers). 

To ensure success you will definitely want to associate with like minded people, people with experience and who are already doing what it is you want to do, and people who inspire you… not naysayers, negative people, nor critics.

it's ensuring PM fixes what is alleged by tenant to not have been repaired properly ..