I also put door stoppers on all of the doors to prevent the walls from getting damaged.

What are my legal obligations in terms of sending him notice on not getting his deposit back either as place was not cleaned, major carpet damage done, damage done to trim, trash left etc....?

If you have a tough occupant, I am less worried about the time it takes to get them out than the damage they may do while they are in the pending getting kicked out.Best practices: find an agent who works the foreclosure circuit and knows how to assess the property in terms of it's renovated value versus upset value and potential first bid price.

for selling/flipping I'd leave the trees,  But for buy and hold trees on the property can be future maintenance, like gutter cleaning, or damage like trees falling on house.

How much should I charge for deterioration of the appliances and the damage to my pool deck?  

Is he saying the charges are unreasonable, that the damage doesn't exist, that he should be responsible for the damage?

Make sure to pay it back / set aside the $$ for the security deposits asap, since you will owe the full security deposit - any home damages to the tenant within 14-30 days of move-out, whatever your lease says.Good luck and let us know how it goes.

I imagine that's a strategy to collect more rent, apply that to the missing deposit then after you have their deposit covered, you can pocket the rest and if they do no damage then you only have to legally return $300.

He is threatening to sue me for mold that damaging his health but at the same time he will not leave!

If damage was caused by the tenant, you can start assessing for damages as soon as you find them.Ignoring tenant repair requests is not a sound business practice, it could also backfire on you and cause a delay in the eviction process.