Again, not trying to be too forceful and wind up misrepresenting what I'm trying to accomplish, however, I also don't want to let any opportunity slip past me. 

Currently in the process of meeting with experienced investors and getting their take on my goals and what they have accomplished and how they've accomplished it.

I don't think either strategy is better than the other as they set out to accomplish different things, but here are a few questions/thoughts to consider....Regarding getting a better deal in bulk - this isn't always true. 

I'm hopeful that careful, consistent messaging will prevent parishioners from misunderstanding what we're working to accomplish.  

Contract is pretty simple to accomplish - it's the vetting that might trip you up.

Good Umbrella Insurance policies should accomplish much the same as an LLC.

If you aren't able to accomplish this on your own and would prefer a single point of contact, that's where loan brokers come in.When we arrange commercial loans for our clients, we don't tell them they "have" the loan until the commitment letter is issued, and we set expectations and have contingency plans in the case where a loan falls through.

We are focused on our goal but flexible with the means of accomplishing it.

I have already started a list of goals I want to achieve and things I want to get accomplished.

To give you my thoughts I will need to know what you hope to accomplish.