Also, be observant of what the area is doing.

Proverbs is a book of observations or descriptions, not necessarily prescriptions.  

Just the exposure to the REI environment --- you can learn a lot by observing and listening.  

@Mat Yuriditsky,We manage over 1,000 units in Jefferson County/the Birmingham metro area, and about 10% are occupied by tenants with Section 8 vouchers.We observe that the majority of our Section 8 units are clustered in one of two general areas.

I just want to say based on my unwarranted observation, the chance of running into a good deal in San Diego needs luck and patience.

Just my observation.....

What is the most feasible and cost effective way to add a rooftop deck on a property that currently has a pitched roof?

Make friends with a local realtor and get on there to see your comps and what's offered...I've found Zillow to be mehhhh....rentometer was too high in my observations.

I don't have much specific advice for you, but I do have a few observations based on my own experience as a landlord and a partner/wife.  

If my observation is correct and there is actually an algo bidding up below reserve auctions when 10 seconds left, I don't know if it's illegal but it's definitely unethical.