So you have a roof leak, the underlayment is rotted, they say they won't pay for it.

Not that things don't go sideways when agents are involved, they certainly do, but at least agents for the most part are educated on how to detect scammers, how to protect their clients, which title companies and lenders to trust, how to vet buyers, what to watch out for and how to avoid bad situations.

No holding cost, no tenants, no insurance, no leaking toilets.

Hey @Devin Bost, I would highly recommend a few things to help with this. 1) Have systems and processes lined out for any emergency you can think of.2) A spreadsheet of subcontractors/ vendors that could handle the situation that arises (plumbing leak, electric out somewhere, etc.)3) Your cleaning team and handy person should be utilized for some things.4) Something like Breezeway can give you 24/7 support around your property with a dedicated phone number line.

It is not your responsibility to be a detective and determine why.

The first sign that a roof is failing is when it leaks.

After a thorough review of systems, we had plumbers troubleshoot and repair/replace a couple of small chronic bathroom leak issues, and electricians installed a number of end-runs back to the panels so that rooms could each have window A/Cs running without tripping circuits and other such issue.

I had a client buy an REO property and there was a water leak.

I am debating whether i should just fix the shower pan. or, rebuild shower as well just in case water leak is coming from shower walls. what do you think? 

HVAC, Plumbing, Sewer, Roof leaks, etc.