Now the buyer on my property is extending for another 3 months, and might extend even more.

I've seen a property manager put his own extended family members into a (very nice) property like this and not tell the owner.Good Luck!

Also, again making your property stand out to be more appealing to those who have to stay for an extended period, how will you make them most comfortable with the possibilities of a fixer-upper?

If you have a partnership structure or some other facts and circumstances around the loan that indicate you are extending it in the capacity of a trade or business, it will be considered ordinary income.Keep in mind that the tax rates will not differ between ordinary and passive income unless you sell the loan for a gain/loss.

You'll also want to look into the opportunity zone, as of now they expire December 31st 2026 meaning any deferral of tax comes due at that time unless Congress extends it.

The key factor is physical presence, which, as you mentioned, requires being in the U.S. for at least 183 days during the calendar year.However, it’s essential to note that the substantial presence rule can apply to foreign property owners who spend extended time in the U.S.

If you plan to make frequent and extended use of the money, the a cashout refi probably makes the most sense.

One of Pace's core teachings lies in the spirit of giving more than you take—a principle embraced by countless students, who readily extend a helping hand to those still seeking their first breakthrough.

I posted the listing on December 12, and my first tenant moved in on December 26th.As I’m filing my (extended) 2023 taxes, I’d appreciate any advice on what expenses I can deduct and what I should capitalize, especially since the property was mostly vacant.

They aren't throwing it within my fenced area but my property line extends to outside the fence as well.