I feel like going after them is going to prolong the already delayed process.

Personally, I wouldn't trust a 3rd party to completely run my STR business if you were dependent upon earning 5-star reviews for future bookings.

Do you think it's worth $2000 to have a company handle the full tenant onboarding process?

However in the past I've done the majority of the physical labor and have grown weary of this part of the process. 

the central park has a lake that me and my family loves to go and feed the birds. lol @Josh Domingo Now the reason why the prices of the properties on Walpole doesn't make since is because Walpole is a  bad area the Mayor is in the process of making allot of tenants move because of the crime and as you know if you cant control your tenants nor property the city has rights to seize it.

Comparing the live-in flip approach to refinancing, the former offers the potential for higher profits through sweat equity but demands significant time and effort for renovations and alternative living arrangements during the process.

I have thought of offering them cash for keys, just unsure how that process would work.

I currently own small multifamily which have been BRRRRs, so I am already very familiar with the BRRRR process.  

Ive recently started the process of looking for multi properties home in my area but soon come to realize that I would be losing and going into debt if I was to buy.

However, this means forfeiting the potential future appreciation of your current property and could entail a time-consuming process of finding suitable replacement properties.