For an investor with a strong W2 income who can repeatedly take advantage of low money down low interest rate conventional loans, house hacking (and then keeping them as rentals) makes a lot of sense.

The board is in charge of the parking spots but that task was delegated to the property manager (we are self managed).

@Amul S.Sure thing - Lenders go by the appraised value of the property, and lend you 70-75% of it's value.In order to do a successful BRRRR and cash out on all your initial capital, you need to make sure you can renovate and increase the value enough so that it meets this "rule", and you can get most if not all your money back and to pay back the HELOC.If your property appraises for 100k, most lenders will lend up to 70k-75k.I put the word rule in quotes because different lenders have different guidelines, but if you are looking for a conventional bank product like a 30-year fixed rate loan, Fannie Mae has their guidelines on how much they can lend up to.

With the new laws in place there are fewer STRs in town, but the same demand = able to charge more. 

Should I go full HELOC or commercial refi (Prop. is in LLC) or 20%HELOC/80% personal conventional loan

I use quickbooks online (I bet all the quickbooks softwarewill do it) You send them An invoice in there email , they can pay by check online, totally free for the check online but if  you forget to uncheck the box to allow credit card charges, then they will have the option of paying by credit card (3%fee deducted for you)Thier check paid online through quickbooks takes over a week to fund , that’s the only downside 

@Stephen Haynes if you were to buy house B with a conventional loan you wouldn't have to collateralize house A.

After a $150 re-inspection fee, we will be bringing $9,500 to the table for a down payment and closing costs instead of closer to $18,000 for the 15% down payment and closing costs our lender would need for a conventional duplex loan.Upper unit will rent for $550 (2 bed, but one is very small) and lower will rent for $700 when we decide we aren’t interested in living there anymore.

I have even seen investors choose commercial loans on properties that qualify for conventional loans (@Lee Ripma?). 

I’m ready to take action but there is one small problem, I don’t want to go through conventional lending services.