Lots of online training and is well worth the minimal cost. 

House Hacking is a great way to minimize expenses, obtain property for very low money down, and learn the ins and outs of property management.

Both of these loans will normally require 20% down.If you are concerned about your primary rates, you could use an FHA loan to purchase with minimal down, live in the new property for 12 months, then refinance it or rent it out. 

If I’m buying properties for long term buy and hold, and am buying quality properties with minimal/no rehab, and with little/no cashflow (buying for long term loan pay down, equity, and tax benefits), is it hard to get multiple mortgages?

ADUs where there are minimal comps and obviously an ADU are sometimes far below the hands of cost.  

The fact there are separate parcel numbers/tax id numbers indicates to me that Ownership is valid.  

There may be parking constraints.If you have a duplex and add an ADU, Fannie/Freddie rules indicate it is ineligible for F/F financing.  

Starting out, you're going to want to minimize those detracting factors.

I called the wholesaler and asked him what he was looking to get for the contract, he indicated 100K so I ran some numbers and called him back 20min later to lock it up.

I saw this as a simple value add with minimal work and in a market as hot as east Tennessee I knew this would likely become a great equity by appreciation move as well.