@Zara MassoudAdding your property manager as "additional insured" is standard practice and beneficial for you.

Additionally, I would like to attempt to do the process Owner/Builder with subcontracting work out as well as doing some of the work I'm comfortable with (I have some experience with bathroom & kitchen remodeling an am not new to the construction industry).

The landlord should be named on the tenant's insurance policy for additional protection and to assist with tracking compliance.

I am considering building up on my fourplex. 2 additional units.

If you sell a property, and do a 1031 exchange with the proceeds, but don't need all the proceeds for the down payment of the next property, are you taxed on the additional profit that isn't part of the exchange?

My goal is to leverage that equity for additional income.

I wouldn't bet my life on 50%, but I would bet they are more problematic than the typical long-term renter.

I was once told jokingly that we bet on the jockey, not the horse.Next comes the property.

It's a stalemate due to affordability and either wages or prices give, I would bet the latter. 

What would be my best route to take if we need additional finances?