An agent can't survive on a flat fee because the time, effort, and skill required will change from buyer to buyer.

But the effort and cost to maintain 40 LLC’s would outweigh the benefit of a low probability risk. 

So I would think they can pull it off in 5 years without too much effort.

Its global, the big dogs overseas are going to cook you in your own kitchen.

Is the time and effort worth the marginal savings (if any)?

Investors find mid-term rentals an attractive proposition due to their balanced approach to occupancy rates, operational costs, and return on investment.A Market Driven by Change:The increase in remote work and the global mobility of the workforce are significant drivers behind the rising demand for mid-term rentals.

It's a location where appreciation has been consistent for the past 60 years (even during the global financial crisis 2008-2010 when many markets crashed by 50%, this market continued going up).

If he has a buyer willing to accept the price the listing is at, it is an easy win, minimal effort for you. 

Im a very vanilla investor, and not well versed in different finance options but it seems like an acceptable, but not ideal, option for getting your foot in the door with low initial funds/experience and very little effort.

Regardless, I am committed to doing this and am willing to put in whatever effort is required.