He has a ton of equity in the home (owes $275K, home is worth $500K+), but he is not interested in selling, and was somewhat confrontational (verbally) when I knocked on his door.  

In 2018 or 2019, will landlords be knocking on more doors in May to collect rents?

Get out and knock on a lot of doors.

@Alex Olson Hi Alex, it's an 875 SF Single Family Home that needs new paint, flooring, a wall knocked down, and some cosmetic updates.

Get off your couch and knock on doors, or drive around writing down addresses and start sending mailers.

Opportunities knock every day.. most of us fail to hear it or fear to grab it (and yes, I have been one of those for many years).

But I guess when opportunity knocks, you won't say no to commission = ) Feel free to PM me to chat more Chris. 

Some people might not like my advice and call me too conservative but dreamers always knock on the conservatives door when they need their *** bailed out.

Also, I also did not have a degree related to real estate but decided to go to "the school of hard knocks" meaning I worked part time for my landlord (odd jobs around his properties) - he would add up my hours at the EOM and subtract from what I owed him in rent - obviously not a conventional employment opportunity, but it allowed me to learn my way around rentals, spend time with an investor .. and lower my rent! 

I plan on knocking out my student loan debt as soon as possible.