Lastly, the price point is still very cheap here in the sense that you can still find investment deals that hit the 1% rule for 120-180k!

If numbers makes sense to you locally, I recommend you doing that.

Long-Term takes the least amount of time, Short-Term the most.Unless you have the time & discipline for this, SELL.4) If you sell, would it make sense for you to re-invest in other rental properties?

The deal can make sense even if it doesn't meet some arbitrary "rule" 

So it probably makes sense to send targeted letters to people who you're most interested in connecting with.Solid advice, thank you.

Self-Employment Opportunities: Would it make sense to start a side business related to my rental properties (such as property management) to access more deductions?

We get paid the same whether you take a higher rate or buy down, but there are absolutely times when it makes more sense to do it one way or another.

Then sale after 2 years or when it makes sense after 2 years.    4.  

If SF can be turned around, I think it could make a lot of sense if you understand the intricacies and can put up with the tenant/landlord law for the long term.  

Haha but this makes complete sense.