I don't see the value there....paying a plumber to come re-iterate common sense. 

Should I try to make the deck on the second floor a common space or as part of a large bedroom?

A property management company cannot operate using the logic that it hasn't been that cold yet.

Winter's are cold and summers are hot in northern Cali. 

In Milwaukee the weather can get pretty cold and we want to protect the tenant, but also the pipes in the property from freezing.For that reason we do have a stockpile of emergency equipment which includes electric space heaters.

Experienced investor looking for new (quality) direct skip and cold calling companies

Cold calling IMO is the easiest way to get into the space.

Also use a infrared thermometer to find the cold walls and insulate accordingly. 

I have a team of two who do texting campaigns and one who does cold calls.

I realize people are trying to make a living, but anyone who cold calls me is the last person I'd use for any transaction (plus I have people for that!).