If you do 1031 exchange multiple times, do you pay taxes on the profit of only the last sold property or do you have to pay taxes on the total potential profits of all properties.

; or-- you wait until that income from your midterm rentals show up on your tax returns as simply "rental income" for at least a year.

IF (big IF) your not in love with your current house you could sell it, taking equity gain tax free (if 2+ years living there already) and then use that money to house hack a bigger or multi property.

Maybe tax or perhaps hoa lien?? 

Between risk, tenant hassles, vacancies, mortgage payments, property taxes, insurance payments, replacing a roof, water heater and so, it takes a lot of appreciation to actually get ahead on that.

This way, I can take bookings for greater than 30 days and still qualify for the tax incentive.For reference: https://wcginc.com/blog/short-term-rental-tax-loophole/#:~:t....https://www.irs.gov/instructions/i8582Thank you 🙏 

If you made a profit ask them to release a portion to you to cover your income taxes.  

While Schedule E is indeed where you report losses on rental real estate, your tax situation is at the level where a professional doing it would greatly benefit you.

The first and probably least popular for the servers I know is it is a cash business and historically tips are underreported to save on taxes but that also makes qualifying for loans tricky so you need to make sure you are claiming tips. 

The great thing about your timing is that a lot of people are getting ready to get a decent tax return that they could utilize as their option payment.