That is fairly common in small town mid-state areas where COVID shot up prices and then fell flat when rates skyrocketed over the last 12-18 months.Mid-Term rentals are always +/- depending on time of year and how the property is marketed.

Were very hesitant to rent it out to such a large party because we did such a great job updating the home and we feel that all that work may get damaged in a short period of time.

The time it takes to get through the court system I find it may be less expensive. 

My goal is to have enough properties to where I can make 150k a year and have more free time. 

Time and time again, these free ones becomes "we have too many users now and our server can't handle it so we are charging for these features that you used to use" example is Stessa.

By the time most people come to see a CPA many tax savings opportunities have been missed.

Quote from @Michael Smythe: @Logan M. keep pushing your limits:) One home at a time!

Many small-institutional investors here and has been for a long time....Some price drops happening as well....

In 2009 when i started my first investment co flipping homes everyone, and I do mean EVERYONE said "your nuts".

They just came back into Florida so got a quote from them for a second time (for a second property).