However, I have heard a few times on the podcast and in books that banks prefer to loan to individuals rather than LLC's in the beginning because the LLC has not yet established cashflow.

There are some legal issues with this and it is not a good term strategy to grow (it will negatively effect your individual and company reputation). 

Many patients travel alone and try to find locations with like individuals to spend time with so not alone and dr mentioned he heard renting rooms out may yield more profit.I am still getting my feet wet so sorry for questions but that’s how I grow.

But if you have lived in the rental for 2 of the last 5 years, you should be clear up to $250k/individual or $500k/couple before you're hit with cap gains. 

It's important to do thorough research and lean on those who are more knowledgeable in the field.  2.Strong Stomach: Many individuals who jump into investing end up sinking before they can learn to swim.

That policy rides on top of your individual policy limits.As far as what company is the cheapest, nobody can answer that because no national carrier is the cheapest in every market.

Should I price each individual piece as a stand-alone investment and then combine them for a final offer price or are there either hidden challenges or advantages to a sale like this that would either make it harder or easier to manage?

In fact, I've heard numerous house hack stories of individuals doing exactly what you have mentioned.

What if one individual leaves and a new individual joins in their place (I've never had that happen)?

We don’t know anyone in the area, but you might want to read our series about “How to Screen a PMC Better than a Tenant”, since selecting the wrong PMC is usually more harmful than selecting a bad tenant: https://www.biggerpockets.com/member-blogs/3094/91877-how-to-screen-a-pmc-better-than-a-tenant-part-1-services-and-processesAdditionally, don't treat property management like a commodity and just focus on the lowest price!