Memphis has a pretty affordable housing market and tends to offer solid rental yields, which might align well with your goals.

The truth is, you don't have the intent to occupy this home year-round as a primary residence, but you do have the intent to occupy it for a portion of the year (during ski season).A primary residence is a place you plan to live for pretty much year-round.

Likely, the entrance barrier is not that high but the leaning curve is pretty steep. 

He is a pretty thorough investor.

Section 8 has been pretty good for me here.

These days, I’m all in on Google Ads.Since it seems you are pretty new, and I saw it on the replies - finding properties by doing Drive 4 Dollars can be a great start, and then skip tracing their details and calling them directly.

@Caleb L.I would say it is fine, so long as your job is not just to find a property for an investor by middle man communications between a broker and the investor for a small payment (pretty much what a broker does).

The photos of Cancun looked pretty flooded, but I don't know the geography there.

Pretty ingenious, actually, and certainly just.

However dependent upon taxable income you could get away with a pretty low tax bill due to favorable capital gains tax rates.Be sure to work with a qualified intermediary and a tax professional to ensure you comply with all 1031 exchange regulations and to be sure you keep basis correct as all a 1031 does is defer your gain.Happy to help run some numbers or do some basic analysis for you if you would like.