(Obviously, positioning it as a "room for rent" will come with a lower price tag since folks would be expecting a private room, not a private unit.)Eventually we will pursue full conversion of the rec room into its own unit through SB9, but that will take quite a bit more time and money.

Also, long-term I think your plan to eventually rent it out makes a lot of sense.

The higher rent growth market will always eventually have the better cash flow.  

New wholesalers believe if they just send out enough deals, someone will eventually bite, even if the numbers are garbage.

I will eventually sell it.

Increased income and holding onto existing brokerage accounts shall allow for $665,000 mortgage to eventually be paid off placing finances into a better overall position long term.Marriage is about accepting each other with the shared goal of winning together!

(There's a continuum, I get it - but hopefully the sentiment lands.)Of your "questions" at the end of your post, I think your first outcome (1.) is probably the most likely and I would begin preparing for that eventuality (i.e. engage a L/T attorney, procuring cash reserves for non-payment during eviction, funds for extensive renovation). 

While they do eventually pay with a late fee, we would appreciate some insight into the best practice for monitoring such situations.

My thought is to keep the manager for a couple of months while I join as a co-host, then eventually remove her and run it fully under my account, if it’s even possible.

Additional fees and not being upfront with their messaging was eventually what pushed me to look elsewhere and I landed with Hostfully.I am going live with Hostfully within the next few days so I cant give you full insight on one is better than the other for certain things, but the onboarding has been amazing and I remember how laboring the onboarding was with Hostaway.Last mention will be service.