Then roof contractor removed broken skylight in the roof.

I've had to keep parts of deposits a time or 2 for broken/ruined items. 

I have a long term tenant who I inherited when I purchased the property he has always called us whenever there was an issue (A/C not working, Broken window, toilet not working etc) Well last night around 8:30 pm we received a call from him that he called a plumber to remove roots from the sewer line and wants us to pay the bill. 

I occasionally get someone that says, "I know this one guy..." but they can't provide actual details and it's probably just a rumor.Almost all legal disputes are over security deposits and very small amounts.Large suits involve injuries, which are only a risk if the landlord is negligent (e.g. fails to repair a broken step and the tenant falls).Even if the landlord is guilty, the suit will most likely be settled out of court and covered by insurance.Even if it goes to court, insurance will cover the costs.The odds of a landlord losing a lawsuit for more money than the average insurance policy will pay are about the same as winning the lottery or being struck by lightning twice.

So here's what it looks like broken down.

I found myself missing out on more fun occasions than I'd like to admit because I needed to be at my properties handling some issue or showing it when vacant.I found that I had become conditioned by the sound of my phone (even though I helped alleviate it by having quiet hours on my phone from 7:30pm - 08:00am). 95% of the time when a tenant contacted me, it meant something was broken, there was an argument, or there was an excuse about late rent.My husband has been gently pushing me to get a PM for a while.

What lease provision has she broken?

I'll never forget the look on the dogs face after being fixed (he didn't think he was broken) 

They have broken your lease and will be nothng but trouble down the road.

I will say for myself, I'm fine paying $X to install a faucet (for example), but when it is broken down into $A for travel, $B for labour...it bugs me-stupid, I know, but I'm being honest.