How did you choose them?

Alternatively you can invest in better neighborhoods, perhaps be forced to leave some of your cash in the real estate but experience meaningful appreciation or if you choose to sell, be able to turn the forced appreciation into cash in your bank account.

Having said that you can make money here, but choosing the right neighborhood (resort) is key.

The internet and video calls make the world pretty small! 

I suggest creating content (blogs, short videos, etc.) around financial literacy, credit-building, and real estate investing aimed at first-time buyers.

I'll also go back and tag records as the homeowners respond to my marketing so that I can see what lists are performing and what lists aren't.It does pretty much what you're describing in your post if you choose to use it in that way.

Hire a property manager.If you choose to self-manage, be prepared to handle tenant comms, maintenance requests, and rent collection.

Does anyone have any recommendations for board games, apps or video games that “accidentally on purpose” teach these things as well?

A lot of investors based in markets like New Jersey are choosing to purchase their investments OOS in the Midwest because of the affordability and numbers making more sense.

When choosing an investment city, don't rely solely on simple return calculations; consider all major recurring costs.