We use a 3rd party company that specializes in only property management trust accounting (nothing else), and they reconcile the bank account every single day.

Second position lienholder have done some shady stuff in order to delay a loss, including filing suit against all parties or trying to obtain a temporary restraining order.

I bought a quad this year and had my property management company do a similar thing, but the only wrinkle was 2 tenants moved out and a 3rd was about to, so instead we negotiated "two stepping" the rent increase with the third tenant.

Third, Even though that cant call your second building two townhomes, they can call out that you have two duplexes, which could still effect your evaluation.

Is it worth having tenants use a 3rd party service/app for collecting rent, doing maintenance requests, etc?

You want to make both parties happy.Most wholesalers fail because they are chasing the spread (their money) and not focused on helping the seller and providing a win-win for the buyer.

Third pack the board with your allies and vote it in.

I have learned from property management that boundaries/expectations are a must for both parties so that we can come to the common goal and avoid the burnout.

EspritI had a commercial building that I needed to add a third floor means of egress.

One to diagnose and one to fix after a part is ordered.