(So a $50K mortgage on each property for a total of $100K borrowed.) 

But if you’re keeping your home long term, you will get cashflow right away if you look at the borrowing costs for building the ADU vs the rent you’ll receive. 

I purchased a multifamily unit in DC and looking for a tax expert to assist with filing taxes for last year.

I have access to private money but prior to tapping it I want to fully understand how to go about this in a way that is respectful to my friends,  simple and organized.1)  The house I'm looking at is $560,000 ;   With my credit score being a mess, should I just borrow the 20% down payment ($112,000) ?

Generally speaking, the more you borrow the better terms you will get.You don't want to get your only survey's done.

That $18.5 thus would represent tapping into the equity that has been added. 5) The major benefit would be being able to reduce one's HELOC balance greatly almost immediately, and to also soon thereafter take advantage of borrowing on the equity that has been created. 

See Link - I'm not affiliated with Petrie&Pettit other than being a happy customer.What are your thoughts on this?Personally I don't like dealing with the government and the difficulties it imposes and do not acce...

They should be able to assist you.

The concrete is leaning towards the house and the garage drain that the washer drains into may be putting water under the garage floor (4 inch drop along a crack by drain), so will probably have to borrow for that work anyway.  

I started mine in 92 with my banker and talked him into a 100k line of credit to by timber.. that morphed to multi millions and now I will borrow 7 to 10 million a year from them for new construction and on buy and hold if I ever chose to do that which I don't..