We have very Very short memories  Jay, I totally agree about sponsor's risk but this risk is largely reputational.

In your case I would charge the tenant the full replacement price for all the lowers that are damaged and justify the cost based on you having to replace all the doors to match.Alternately you could charge 60% on all the doors but that is a aesthetics decision the tenant could fight regarding paying to replace all doors.For the tenant in the end the cost will likely be less depending on how many are damaged if you charge full replacement only on the lowers.

I'm stuck with the roof which has got few tree damages, roof repair costing me 1500 whereas roof replacement costing me 4000.What to decide?

Much more damage than I expected and I should not have purchased this home at all....but I only paid $4,000 for it and will have about $40,000 into it.  

Just saw a episode of Judge Judy.. similar situation.. and yes,, the insulation needs to come out. you could get additional quotes,  remove brush, trash from exterior, any tree limbs that touch building, get exterminator in to bait and trap. next will be holes thru the ceiling from the rats.. any holes or vantage points on roof they are gaining access from, by A/C unit or vents that are damaged.. they are getting in some how and food source is active enough to keep them. 

Twice in the past 6 months, we have had someone (not the tenant) purposely damaging the AC unit. 

Unfortunately, yes it is slim pickins' these days in SoCal but I know people are scrapping up deals here and there by hustling for them and having a vast network sending them deals because of their reputation.

Congratulations @Steve Saxz on your retirement.The key thing is to find a reputable PM that you can trust.

That being said, I want to be present as I don't feel they are going be diligent enough when it comes to accounting for damage to the property, etc. 

Issue can include land locked vacant lots, condemned or demolished houses, other government liens popping up, flood damage, fire, etc.