I think @Sean Graham would be able to help you on specifics of if your intended replacement property will have enough 1245 assets.If you want we can hop on a call and go through all of the hurdles. requirements and timelines for a 1031.

I feel fortunate to find that one and the land its on is up zoned it will allow multi story mixed use commercial and resi and STR and is in the biggest city of the wine country in Oregon so upside along with it..

The biggest one is called the Gypsy Nurse, 130,000 members.

Would love to discuss and try to navigate it. 

My biggest pain point is rounding up help to move them in and out, as I'm a solo self manager.

It is typically your primary job.The 40 hr/week W-2 worker is going to have a hard time convincing an IRS agent they are meeting this threshold.STR loophole is a better path for my friends in this category.Once you finally cross the pro hurdle, you're not done!

The ADU hurdles are jurisdiction specific.  

I think your biggest concern would be the pre-payment penalty that comes with most DSCR loans.

What was your biggest take away on this project?

@shay The biggest question  - can the property cashflow after paying for the costs of holding the property?