Tenant Move out without proper notice and Damage to property.

[Simon D.]

Hey everyone, 

I need some advice and see what your take is on my next plan of action. I rented my property out to a tenant 1 yr ago and throughout the yr it was just nothing about nagging about minor issues that he is the one that caused all the issues, 1st was a clogged toilet twice from them flushing down paper towel and wet wipes (my mistake for not making him pay for it upfront, he agreed to take it out of security) after clarifying to them no paper towel and wipes in toilet, we never had any issues since. After that throughout the year it was the dishwasher not working which i got fixed(which i had in the contract that any minor repairs he was responsible for however he withheld my rent until it was fixed), the rug for the stairs he stated became smoothed out and he wanted me to replace (which i did bc he claimed he, his wife and his baby sitter fell), other nonsense he Tried to get fixed were, light bulbs needing to be changed, lint finter, vent in bathroom "too loud" and fence had chipped.. Now its 1 yr in i told him 2 months ago i was going to raise the rent and NOT renew the lease to him, which he agree for the rental increase and to convert to month to month after. Feb 1st is the renewal date, i sent him an addendum for the contract to extend month to month and specify more clearly (a standard appliance form) that any minor repairs for appliances they are responsible for. Initially he only stated he wanted a wording on the contract to say "month to Month" and he will sign to extend which i changed. Yesterday he emailed back stating he found a place and is moving out in 2 days bc he doesn't agree with the appliance contract...

He never gave me any 1 month notice, and I only have his 1 month security from him, this does not include any damages yet that they did on the property, which i heard from my realtor that there's drawings all over all the rooms , a mounted TV with holes. This is without me inspecting it yet, I will be going in 2 days. (He expected his security back even when i told him he had to tell me 1 month in advance when he moved out, All this is documented in an email)

My question is at what point in amount of cumulative damages would you say is the cut off where I should pursue him for the damaged. My plan is not to give him back his security bc he violated the contract PLUS damaged. Is there anything else I should do? any comment is appreciated.

Thank you,

Simon