When a real problem comes along like an accusation of discrimination or a tenant that doesn’t pay and won’t leave while you’re paying the utilities and they’re damaging the property it’s going to cost you more than the PM.Ps. 

But we didn't have confidence in our cleaners being able to adequately assess the highchairs for damage between turns.

If not, penalty in favor of former tenant in a civil action for three times the damages plus the tenant's attorney fees and costs.Alternative Grounds for Eviction Based on MisconductFor the conduct/breach of lease claims consider: N.J.S.A. 2A:18-61.1(b): A tenant who has continued to be, after written notice to cease, so disorderly as to destroy the peace and quiet of other occupants or neighbors.

HOA issues, future assessments in regards to Hurricane damages Did you work with any real estate professionals (agents, lenders, etc.) that you'd recommend to others?

Let's list the telltale signs from what you posted:1) Tenants either leave or don't pay rent on time2) There's a decent amount of damage when they leave3) Takes time to find new tenants4) Lots of maintenanceIf true, your first challenge is aligning your expectations with the property you bought!

We never had one cause water damage, as there is never more water in it than can fit in the tub.

Quote from @Jemini Leckie: You can take it out as wear and tear for the property since it was still on the property and the tenants caused the damage. 

Nothing's worse than finding out about a small leak that turned into major damage because a tenant "didn't want to bother you" or couldn't reach you easily.I've seen many investors successfully manage remotely, but it does require more systems and preparation than managing properties in your backyard.Good luck! 

A significant late fee could potentially damage your relationship with them, especially if they are already facing financial challenges.To help maintain a positive balance, it's a good idea to make sure your tenants are fully aware of the late fee policy right from the start.

Look for any floor separation, unfinished details, or missing elements.