First invested a solid chunk of money into a flipping mentorship, listened to every BP Rookie episode ever made, more podcasts, more books, more phone calls, and finally landed a really cool position working for an investor in my area.

Lucky for you, I am knowledgable on military & investor related topics and its cool that this is a hybrid question.

I believe that the shower in the second floor bathroom is causing water damage and creating the mold in the first floor bathroom ceiling, which may require removing the first floor bathroom ceiling. 

You can lead a horse to water but you can't make him drink.Just my 2 cents.

They do look cool, don't they?

In that same 6 years I have had to replace the stove and water heater, have the dryer and oven fixed, and had a tree trimmed and an eve repaired.

Consider putting in a separate electrical meter, a separate water meter, and separate gas meter.

Are there signs of water intrusion on the inside of the structure? 

Also study costs of roof replacements, furnaces and water heaters.

She didn't think the case holds much water but it could be very time consuming resulting in high fees.