They need that independence and to learn how to communicate their feelings; squelching it will drive a wedge between parents and children. 

ThanksThere's nothing wrong with a tenant requesting assistance as long as they are communicating with you and making the effort to keep up on rent and responsibilities. 

If you're increasing the rent and communication goes dark that's an entirely different situation.

Timeliness and communication is critical when dealing with luxury markets and acquisitions, super jumbo focused lenders will often have dedicated processors and underwriters familiar with luxury real estate transactions. 

I know it's been asked & answered many times but since there seem to be so many new companies out there, hoping for an update...Looking for STR management software recommendations, and one of the features I'm part...

In your shoes, my goal would be to get to know folks and make connections - Open the door to have them communicate with you should there be any problems with the property and ensure they call you (not the cops).  

In the future, conduct more thorough screening and educate your tenants on proper communication practices.

If you’re facing a situation of non-payment or late payment, start by communicating clearly with your tenant about the situation.

Keep communication open and they may come around after they get over the fear.

What I've learned in the end is that these home inspectors are not skilled in communication and they treat a small issue equally with a crack in the foundation or faulty electric panel.