Any excuse you give (you SHOULDN'T) will be met with challenge, bargaining, threats and sob stories.These people are wasting your time and driving away other customers in your business, and making trouble for you with the municipality, to boot.You're also being too soft and they can smell it on you. 

Ideally they would arrange to meet the tenant when they moved out to get the keys and make sure it is secure. 

You picked the wrong kind of property to start in as a 3/3.1 townhouse is not ideal for room hacking and is more residential in nature which is why you should sell it and take the proceeds and deposit money and look for a two-family where you and your brother can live in one side and you can full rent the other side - maybe even as a mid-term rental to 2x the rent.

Not ideal having my down payment held for two years without any production but at this point I don’t want to back out. 

Airdna is not ideal for the kind of analysis you are looking for!

Customers book and manage everything online and we use a property manager for Q&A and handsfree management.

I believe this duration is ideal for attracting professionals on temporary assignments, traveling nurses, and individuals relocating or renovating their homes.

The Rent-to-Value Ratio, a critical metric where monthly rent divided by purchase price should ideally exceed 1% for sustainable cash flow post-expenses. 

HELOC better used for short term, ideally for under a year.

Ideally, I'd like to buy a more practical car for managing my rental (something with more storag space) later this year.