Unfortunately, property taxes and HOA fees have also risen, while rental rates for the property have not kept up.

Here is what I have learned-Microsoft has announced plans to put 6 data centers in East Wenatchee making them the single largest investor and tax payer in Douglas County.

So typically no problems with those guest, and those that are not repeat, if something happens I don't like, I put them on the do not rent list and move on.I have been doing this for about 6 years now, and we have had some issues with guests, but the reality is those big problems are few and far between, and the big problems are generally not all that big, but just seem so at the time because you are so ticked off about it.Direct booking does create additional work as now I have to collect and remit taxes, and handle payment processing.  

If split , the 1031 to the property would work in my name, business purchase could be with partner. 250k proceeds from duplex sale (pre-tax).

Most of the time it isn't.This time, not so much.I will say that there are a bunch of other moving parts here with the lien and IRS back taxes owed along with it being someone who had been in the daily news cycle.

However, if you later undertake a small project that qualifies for a safe harbor and meets the criteria for an immediate deduction, it might be possible to deduct that expense in the year it was incurred.Again, it's crucial to consult with a tax professional who can provide advice based on the specific details of your situation and the tax laws in your jurisdiction.

Make sure the current assessed value is w/in about 25% of actual market value or you will have to underwrite in a decent property tax bump w/in 1-3 yrs.   

Plus you can find a good 3/2 on 2-3 acres that will only run you $400-$500 a year in annual taxes!

Would break even/no cash flow.Current Holding Pro's of Keeping - 100k of mortgage left gets paid off eventually, resulting in pure cash flow (net of taxes/insurance/etc.).

I will want to continue to continue to defer the taxes but in an UPREIT.