Im always left wondering why agents dont offer guidance in complicated situations.

If I knew then what I am learning now, I might be in a whole different situation at this point in my life.What books or tools have been successful to get the 'penny to drop' for your teenagers and which ones fell on deaf ears?

It depends on your tax situation, and here's a detailed explanation:  https://www.biggerpockets.com/forums/51-tax-legal-issues-con... 

A simple LLC should work fine for your purposes (based on your post, I'm not aware of your situation entirely)

Sure, you may come across a few that put in too many maintenance requests from time to time, haha, but most of that can be handled with a phone call and doesn't always require a tech (or you if you are self managing) to be dispatched.Software: I cannot stress this enough, make sure whatever software you choose is user friendly, for you and your tenants!

But there could always be situations where a hold of less than or more than a year is needed so you can demonstrate your intent.Once you feel that you can demonstrate that intent you can then 1031 that property and you can exchange it into any other type of investment real estate. 

I will listen and consider the story, but applicant is likely denied.Naturally, you have to apply judgement in gray area situations. 

It has nothing to do with your financing situation. 

Without knowing your full situation, if you invested in these high price point areas you can't go in this levered.

I will run this through my CPA, but any input from other investors in a similar situation will be greatly appreciated.