I keep hearing how real estate is the greatest tax haven. 

I noted the year-over-year increase in STR permits, the decrease in average nightly revenue, and the sentiment that economically-incentivized sellers would flood the market after this winter season (effectively increasing housing supply and decreasing prices).

Quote from @Jennifer Fernéz: The best method is to make an offer and require the seller to remove the tenant so you don't have to deal with it after closing.If they won't do it, then you'll have to do it after you own the property.

Agreed with @Ashish Acharya point above.One thing to add, bonus depreciation is available for used property placed in service after 9/27/17, however it is does not apply to the portion where the taxpayer previously had a depreciable interest.

It should apply, as a veteran myself, I have a soft spot for other vets using their VA loan to get started in real estate (it is how I got started, and it is easily the greatest loan product available). 

New to RE investing , can I claim taxes fees on RE mentor/coaching, including Real-Estate software system package as RE start up Business cost? 

I'm a CT based real estate investor and own a property management company. 

They specialize in getting paid on the backend after a home is sold.

I hear of all these great profits that are being made investing in real estate that has a major “business” component, like small assisted living properties; rooming houses; sober living arrangements, etc.  

This will be my first property and the options I have to use are:- VA home loan, use as my primary and then after about a year turn it into a rental. - Investment 25% down, but this would probably cap me at about $250,000.Wife and I are both ok with living in the property first or even house hacking if needed.