If you plan to house hack, I recommend you not to expect any cash flow.Living with friends can work, but it's important to approach it carefully.

If you have the time and want to take a more hands-on approach, I’d recommend looking into the BRRRR strategy or flipping properties.

It is important (and a huge advantage) to be able to anticipate interstate migration patterns before they happen :-)I am just opposed to the 'sky is falling' approach....not even saying you were going there.....but lots of people do just that.Other than that, interesting topic....

You definitely would have to streamline and systematize the busniess before its marketable.

Figure that out and approach your partner with the goal of education and discussion rather than argument.

We do 20 Flips/BRRRRs per year in Jacksonville FL and we use a hybrid approach.

Just a difference in opinion / approach.

A lot of our clients will. approach this exact way but not give up their search for bricks and mortar until much closer to day 45. 

I expect that I'll be reserving time in various resorts and farming those weeks out to perspective vacationers, does anyone know if VRBO, or AirBnB, or some other site would be most appropriate for this approach?

Hi Jhamari – Setting up ownership through an LLC could be one of the approach, though there are more variables to consider it.