I ended up going with a Gaeco silicone roof which cost $90,000 (that included all new soffit and fascia). 

Here's my thesis why you should sell San Jose and move to surrounding more beautiful/more affordable homes.San Jose homeownership is very unique because, in the whole bay area/silicon valley, we are the only homeowner that's very close to the center of silicon valley, so we're safe from any economic turbulence, although, the san Jose area itself I think is pretty ugly and not beautiful.

I've done well in tech in Silicon Valley, so I have enough liquid funds for a decent sized rehab.

I bought property in california before I even had a visa, but I just knew i would live in Silicon Valley before long.

Of course it is related to JOBS thats what makes silicon valley such high priced real estate.. if you have thousands of jobs say in the auto industry in the deep south .. your still going to have homes valued at about what those jobs will afford.. 

@Philip HyYou asked a very valid question, and I think the answer depends on location....From where I live, Silicon Valley, I don't make much profit from the rents, the bulk of the profits come from appreciation...

I also resonate with what you said about the philanthropy around, I come from 3 years of non-profit work working with immigrant youth and realized how much money is around for different efforts, I’ve heard friends calling Pittsburgh the Silicon Valley of Non-profits (it might be an exaggeration) Compared to a lot of places in the country you can have a decent lifestyle here with lower overhead and more control of your time. 

We have made assessments of specific sites in a number of Bay Area/Silicon Valley cities, and find the economics work in older low income neighborhoods.There is opportunity everywhere.Take care.Scott

It's located in a relatively remote spot between Silicon Valley and Seattle.

Tenant will not obstruct hallways, stairways, and other common passageways or use those areas to store personal property, including plants and footwear.