I have a young family in my property renting it out currently. It’s a low income home so I don’t expect them to be perfect however I see now that collecting the rent is slowly becoming an issue each month. In the past she was paying it half on the 15th, the rest on the last day. Then I noticed she would send it all on the last day. Then she would send it in the 5 day grace period, and now she sent $900 out of $1,150 and said the rest will be late because things are tight. In our lease we have a $125 late fee if it’s late but I’m worried that imposing that fee will cause them to fall even further behind. How would you handle this? Do you come off as understanding and say this is your one free pass to be late, or put your foot down and slam them with the fee? This is the first time they are officially late on he rent, but we are only about 5 months into the lease.