So when I get multiple bids and one is significantly lower, I don't think of them as a deal.

I should have driven this hood at multiple hours of the day before I bought.

He is a busy guy but he is very knowledgeable and could probably help you out with multiple if not all of these things. 

It is also quite possible that the Buildium system does not support multiple accounts payable or that they would have to create additional accounts payable for you.

I even offered to let the seller out of the deal, multiple times, but he wanted to press on and just get it done.

Assuming that's true, I would recommend looking for a replacement property (or properties - you can purchase multiple in the exchange) with value of at least $725K (selling price).  

Hopefully those that stayed on the sideline until the 'time is right' will start underwriting specific deals and recognizing path of progress opportunities that offer multiple operational and exit strategies.  

If so, self-managing properties might not be the best use of your time - In any case, I'd encourage you to talk to multiple local property management companies, keep the above in mind, and understand how they approach management.In my experience, property management isn’t just about finding the right tenant or collecting rent—especially in a tenant-friendly state like Rhode Island.

Comparing workload, a multi-unit property will still require showings, maintenance etc for multiple units.

This might give a one-time (non-scalable) boost to cash flow, offer multiple value-add options, and allow the house-hacker peace of mind, via the assumed mortgage, in long-term breakeven or positive cash flow in the event that the value-add plans end up not being executed, and/or the person has to move out, and rent by the room or STR become unavailable for some reason at a future date.