I'm so confused.If I am understanding your question and have all the information-if you're applying as an individual and you're on “title” but not the “mortgage loan”, we would not be able to go forward with a Heloc.

Set up individual Revocable trusts for each property, name them with the address: as in: The Flower Street Living Trust. 

FEMA 2.0 will use a replacement cost value to calculate premiums, but they will still limit you to $250,000 in coverage.6) FEMA 2.0 will give you credit for individual property mitigation. 

I also agree that individual stocks can be risky, but indexed funds/ETFs I don't think are that risky.

You could do a cashout Refi, and get a lump sum out right away, or you could looking into getting a HELOC on the investment properties which would give you a revolving line of credit that you could reuse for numerous purposes.

There are numerous outbuildings on the property with rental potential.

My friend has a fairly sizable network of high net worth individuals and wants to invest in commercial real estate.  

Because of this, we are wondering if there are any individuals or companies that provide property management service on a per visit / per hour basis instead of per month.

Hi @Christina Merlo, Yes, you can sell and exchange your "share" as long as you own it as an individual (e.g., tenants-in-common). 

If you look at each item individually VS all of them as a group it generally becomes clear what needs to be done.