Perhaps, your PMC needs a better lease or an addendum to cover issues like this.PMC should send a warning letter that clearly outlines repurcussions of what will happen if the tenant doens't comply.YOU must be prepared for the tenant not paying, requiring eviction and any potential retaliation damage to the property.

He lives a standard young professional life, so no damage or issues have come up in the past 3 years that could break any lease terms. 

The roof rafters are falling due to water damage.

The minimum is usually around 5.7 square feet.A heating and cooling element: A permanent source of heat is mandatory.

(biggerpockets.com)When assets are damaged: How a cost seg study helps if an asset gets damaged!

But option A seems dangerous to property as it seems shifts the ground damaging the foundation and building as mentioned like below>>Designed to prevent the ground from shifting.From the nearest wall of the building this retention wall is at about 15 feet away.At one point i thought of putting some gravel for better water passage but dropped that idea as it cost money and becomes more harder to maintain by tenant or me in futurePlease advise

Like once we found that a tenant moved a gutter downspout, eroded the soil under heat pump pad and caving in enough to shortly damage the heat pump.

I think the middle road of trying to do both gives you the worst outcome (tenants damaging your property, lower price because it’s no longer new construction).Best of luck whichever path you choose.

I have a tenant whose condo suffered a major roof leak, which caused internal dry wall and related damage.

Cleaning fees in my experience should not have a markup- ideally cleaning includes inspection, reporting damage, toiletry and linen service- its a lot to then try to skimp and mark up if you want quality service is tough.Hope this is helpful!