He is a little pushy on his sales but he has taught me very much mainly because he has so many videos on YouTube. 

If the latter, how would you approach an increase like that to someone you know on more than just a professional level?

I dont know your intention, so talk to professional. 

, you can reduce your risk of getting a "professional tenant" who knows how to abuse the system. 

It is ordinary and necessary for real estate investors to notice wear and tear from year to year and claim "depreciation" on their properties.The rule that your accountant is referencing to is the "real estate professional status" which allows you net losses from your rental activities with your other income if your adjusted gross income is above $150,000.

Another factor that comes into play is that I represent the target market that I intend to serve (traveling business professionals).

Hello, just recently found this site and saw a few videos etc.

Looking to network with real estate professionals in my area including but not limited to real estate agents, wholesalers, private lenders, tax professionals, and contractors.

Professional management is an option.How worried should I be?

I tended to assume that most people wouldn’t reply so negatively and would be respectful in their answers as well (feel free to see the rest of the professional, helpful replies on this thread, for reference). 5.