For instance, you could face major legal issues if you accidentally (ignorance is poor defense, especially in the Peoples Republic of Illinois) charge a tenant more than what you were charged plus the state allowed fee.  

Sorry to be so blunt, but it's the truth, and there are instances in my past I wish someone had told me the truth like that.

If you can find a private lender who has a self directed IRA ,for instance, they may be very excited to have a long term loan.

Another box had things like Hustler magazines, cigars, toilet paper, candy, beef jerky. 

On some of the podcasts, Brandon has suggested it may in some instances be a hindrance.

Whether it's done this tax year or in future tax years, doesn't matter to me.I remember years ago Money Magazine would do a yearly tax preparer comparison. 

There are many instances where it may make sense and after 2018 reform, we have more reasons to second guess whether it makes sense. 

Some info from Realtors magazine, Jacksonville not one of the best places for flipping.

In my instances if I want the property (almost never) I bid full payoff.

So if you for instance decided to go for residential multifamily (2 to 4 units) then stick to it.