I've met people who sold and made up the taxes in the stock market and said they don't miss being a landlord.

In fact, proposal #2 will require the home seller to go buy another home to live in (no tax credit for that, since it’s not their “first home.”)

Are you referring to property tax classification, as in it moves you from residential to commercial, or are there income tax remifications?

We wanted more property for our family and extended family and I knew I could use it as an STR to offset costs and pretty much give us a place that pays for itself while getting some tax benefits, equity, and possible refinance in the future.

I bet your insurance and taxes went up more than 3%. 

We have one this coming Saturday so hopefully you can make it out, here is a link:  https://www.biggerpockets.com/forums/521/topics/1177645-tax-...What brought you to Chicago from Dallas? 

Hopefully I didn't misquote them.LLC: Liability protection and potential tax benefits.

Determined to find some way to pay off debt quicker and become financially free I decided to read some books and get into multiple forms of investing.

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).

You’ll still owe taxes on rental income.