Not saying you didn't (or did) miss red flags but you asked for advice from those that have been doing this a long time and sometimes a bad tenant who knows how to play the game gets in. 

There's something missing to make that connection between you-AirBnB-Muni. 

As for the lockbox you will find people who say it is great, others say you miss the importance of meeting people and other that will talk about how unsafe it is. 

They leave you with a ton of questions and make you feel like you're missing something.

What am I missing?

Maybe I am missing something...

@Heidi M.This is a non-tax related thing to consider as you lose 10%-15% in value when you sell a home and acquire another home.What is missing in the current home that you are looking to get a new home?

Am I missing something.

But I see how this can be potentially life changing and don’t want to miss out on the opportunity.

But honestly, I protect myself even more by taking that package and emailing them to my attorney to look over those documents for me and make sure that they are not missing anything because it seems like things change all the time in the landlord space.