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Numbers work well for the condo, located in a nice touristic area with lake views, but lacks the privacy that a home provides.

@Grant Thompson, what's your approach to researching the types of loans described in option 4?

when they pay late, the court will view that as their new payment date since you set a pattern of accepting it after the 1st.

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Hi Taylor,Free work in return for lowered rent might not be such a good idea.It would be Smart to go in person and see examples of the person's previous work (of the same kind you want done).I've seen (for example) gypsum board punched holes replaced that were  -->99.999% Invisible<-- and on the other hand, tub work by the same individual that was "childish" at best.I've had other instances of Handymen describing their work in various glowing terms, and according themselves with various (made up) glowing titles (master this, and certain grade experts)--claiming unbelievable past projects--who were no-shows or no-finishers.It's best to understand what the repair needs yourself, such as "Blue Board" or "Purple Board" and sealant XYZ vs just relying on statements such as I have done these for years--yes that may be true, but at what quality (if quality counts to you--it may not).You also may want to spec that you want the area left Broom Clean when the work is done, and make sure to provide a dumpster if there will be large demo taking place.Good Luck!

@Isaiah FranklinIt would depend on your goals and views on what is a "short-term rental" but I noticed you're from Cincinnati which has a strong healthcare presence/industry. 

I'd call them using the number they provide for people to set up viewings.

My view is counting the rental income is not going to help much. 

And the reason why is simple:"Where imposture, ignorance, and brutal cupidity, are the stock in trade of a small body of men, and one is described by these characteristics, all his fellows will recognise something belonging to themselves, and each will have a misgiving that the portrait is his own."