#2) over time it goes up, but in the short duration it can go down.  

The area and price range you mention  should go  very  quickly regardless of the time you list the property... when you sell - you can also ask the buyer to provide you with an extended closing date or lease back ( if you need some extra time before needing to move ) . 

We needed an upgraded 200amp electrical panel ($5-8k), extended water and sewer for the garage ($5k), built out interior ($7k?)

There are no restrictions on duration of rental from the HOA other than the unit cannot be rented as a STR/Airbnb.

Can I offset my W2 income by using the Short Term Rental Tax loophole and reclassify the rental income as non-passive by having average duration of stays to be 7 days or less? 

I came across this company that gives out loans of all duration and amounts.

Anyone have insight on these being better markets for traditional long term rentals vs. 30 day minimum extended stays / MTRs?

I’m considering hiring a lawyer to try and recover the cost of the repairs and potentially my extended holding costs.

I had to extend the loan once and completed the entire thing in just under 2 years while working full time.

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