This powerful approach allows investors to recycle their capital, enabling them to acquire multiple properties and generate long-term wealth.

Will be using leverage so that would mean $1m down would enable me to get a ~ $4m property(?).

I say it depends on whether you want to manage these and have an active role yourself or whether you are looking for a passive investment.If you want a passive investment, then you can look into investing via a syndication or a fund that will enable you to get the economies of scale and the location is less critical provided the sponsor has experience in that area and has a good team in place at the location. 

Get Turno to coordinate with cleaners, Pricelabs for dynamic pricing, a wifi enabled smart lock, and you're good.

That is, are there RE rental business structures that would enable this automation by outsourcing work (it's a stupid question, I know, but I just want to be sure)?

But I'm open to cost effective investment solution(s) enabling the summer/winter scenario. 

Proper screening, regular inspections, and solid policies that enable you to nip problems in the bud quickly. 

This helps take the emotions out of potential deals and enables you to see potential profit and compare deals side by side.

We are trying to determine how best to reach our retirement goals and enable ourselves to retire while we can still enjoy it. 

BP Investors and Gamers,I had an agent bring up an idea about hosting a online game lobby where you could invite serious real estate investors to discuss methods and share ideas.