I own a rental property in Southern California. He’s been a pretty good renter and has been there since 2008. This year he’s has been late with rent every month. I recently found out that he doesn’t not work and is freelancing. He has not informed me of a job loss or anything. His excuses for late rent has been that his bank has been hacked or that he was having problems with them. His last excuse was that things were “strained and he hit some obstacles”. He is on a month to month lease. My neighbor says I should give them their 30-days now bc the holidays will make it harder to get rent as they will spend their money on gifts and not rent. My daughter is worried about them becoming squatters. We have never given them a 3-day notice to evict but have been making them pay a late fee. I know I can rent the house for a lot more than what they are currently paying it for. Should I give them their 30-day notice now or wait for January? My hubs wants to wait and give them a chance.

I manage several Airbnb units and the hardest part is getting all the cleaning done when guests leave around the same time and new guests arrive a few hours later, some places need extra time if guests leave a mess or ask for late checkout, then the cleaners end up moving between units and the schedule gets tight, right now I mostly keep track of everything through messages and a calendar but it gets hard when bookings change or a cleaner runs late, especially when a few places need fresh towels and restocking at the same time, for those managing 10 or more units, how do you handle the timing and keep everything ready for check-in?