In your example, the ARR calculation suggests a positive return of 12.5%, but in reality, the investment suffered a loss of $50 over the two years.

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?

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 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.

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

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.

So, my extended thinking in service of that goal is to double down on BTC for 24 months and see how we’re doing.

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.

Find another, or go it alone and suffer the price of arrogant ignorance. 

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