That said, I live in Texas, and I have found that the property taxes and insurance are prohibitively high to make a short term rental work here.

About 90k that will be taxed at 40% if I take it now.

Wyoming has no state income tax.4.

@Mickael Castillo Are they current on the taxes?

This allows you to report the rental income and expenses directly on Schedule E of your joint tax return, simplifying your tax filing process.

The house has appraised for $335k, my hard money note is for $242k, and I'm looking at only about $15k out once closing costs, taxes, and insurance are accounted for.

I'm not a tax expert, but I work with them.

The contrasting growth patterns between Oregon and neighboring Washington suggest that factors such as taxes and public services are influencing these trends.portlandmetrochamber.comOverall, Portland's housing market in early 2025 reflects a balanced environment, with steady home prices and a healthy inventory, offering opportunities for both buyers and sellers.

But ya have to make some educated prognostications in life.Add this to the information your processing - What your talking about doing is eliminating around $4000 or interest expense (which is deductible anyway so really could be a real impact of eliminating $2800 or so) of debt in exchange for paying over $10K in capital gains tax (don't forget possible state gains tax as well).  

Is your DSCR ratio greater than 1-meaning are you cash flowing (according to the lender's criteria of mortgage, property taxes and insurance (and HOA) if applicable).