Yes, the lease would stay in place regardless of who is managing the property. 

It is definitely an amazing way to reach financial independence especially if you stay consistent with it!

Should I stay with standard height … I think it’s 8 ft for garage or should I get it taller?  

$200/mo has been the long-standing average in Milwaukee, but with current rates you'll need to bring a bit more down payment.However, stay above at or above median price. 100k does buy you a lot of headaches and future capex.

Tenants typically stay that long because (a) the rents are way below market and they can't give up a good deal, or (b) they are bad tenants who enjoy the freedom of living under a weak landlord.

Then the rent money earned also stays local, helping offset their abatement.

Please let me know if you need anything during your stay, or if a detail has been missed.”

Pro: Being an active agent helps you keep learning, gaining experience, and also staying motivated.

Indeed, I'm not sure why you'd want to own a short-term rental home in Cancun to start with.People who land in Cancun (mostly tourists) generally either stay in a hotel / all-inclusive resort there or in the neighbouring Riviera Maya or they stay in a short-term rental in the Riviera Maya.

If you decide to stay a local investor.