hi jeremy. i would agree with bill. i would bet the downspout was draining right next to the foundation which is completely against the whole point of a downspout. you want to devert water away from the house, not dump huge amounts of water right next to the house......lol. i would have to say, from a home inspectors point of view, the water has probably eroded the soil beneath the footing and caused the footing to collapse, allowing the foundation to crack and collapse with it. you could get away with just tuck pointing it, but it will come back. the repairs could be extensive and expensive and jacking the house could be involved. it could also involve a small area of the footing/ foundation and allow you to rebuild just that area too. hard to say without actually being there. check with a local structural engineer and weigh the costs verses the value of the house. after all, thats what real estate investing gets down to. good luck to you

Did the comps reduce over the rehab time, causing the 170k sale price?

In addition to summary process (eviction) cases, the courts’ jurisdiction includes small claims cases, consumer protection cases, and civil actions involving the health, safety, or welfare of the occupants or owners of residential housing, including cases with personal injury, property damage, breach of contract, and discrimination claims."

But I'm always caulking them, and they lead to water and mold damage behind the shower surround. 

First of all you must accept that this is a business of evictions, damages, fires, tenants not paying rent, and more.

But you are in San Fran and perhaps dealing with different tenants.Perhaps start with explaining WHY the damage occurred (their failure to clean), specify that they must clean in the future, and tell them they are responsible for the bill.

Of course, I'll have to balance the extra time it takes me to do things myself with lost rent it causes by delaying getting tenants in there. 

I can replace a damage laminate countertop for under $200 myself, while damaged granite would cost $1,000+ and need professional repair/installation.

They have also removed all of the areas that sustained water damage on the second floor as well.

We did that in the back of some units and it looks good, does not attract bugs and does not cause splinters.