If the market shifts or similar properties are selling for less, bring this up as it might make your offer more appealing.However, if after several attempts there's still no movement and you feel the deal isn’t going anywhere beneficial, it might be wise to focus your attention on other opportunities.

I feel like letters are more personable 

Feel free to reach out, I'd love to connect!

Or could you demonstrate that it was always a short-term rental from the beginning simply based on your listings + the several guest stays in the following year(s) during auditWithout specific guidance, I would take a risk-based approach, and call it an STR if the intent and preponderance of the subsequent actions suggests it from the service date.Is there a tax court case that establishes this?

I don't want to discourage you, but just make sure you aren't putting yourself in a situation where your feeling things pulling apart at the seams.

also am i able to assign this contract to another buyer if i feel that is the best way to go?

Feel free to reach out I enjoy helping and talking REI!

@Evan Loader, I am guessing you have already explored the guests on podcast routes, as particularly within the BP "sphere of influence" that is the preferred marketing route, particularly for 506(b) operators.  

I feel like I spend a lot of time just weeding through bad tenant apps and fake docs. 

Hi,Listening to some of the podcasts and reading the blog, I keep feeling this inner red flag that keeps popping up in me.