These are professionals with additional training and a stricter code of ethics.

I have hired a lot of people over the years to manage my properties and I have never paid them an additional fee to re-rent the property.

Note that conventional loans allow 5% down for multi-families now...It sounds like even with your father's help, you still don't have sufficient funds, much less also having additional reserves...What, may I ask, is your job? 

Additionally, investing out of state diversifies your portfolio and spreads risk.Ultimately, the decision between house hacking in Oakland and investing out of state depends on your financial goals, risk tolerance, and ability to manage properties remotely.

Google Search came back with, "When does capital gains tax not apply?

The Beltline does add some promise to the area and is currently under construction, but without additional supportive infrastructure, those markets aren't going to change drastically in the short term.

You also get an additional benefit of depreciating the improvement/house over 27.5 years.

Participation in actively managing the property, in addition to other factors, changes whether or not losses from a rental (losses that may include bonus depreciation) can be used to offset non-passive income (W-2, 1099, etc). ...

In the US, he'd have to stay for at least 2 years to get the capital gains tax exclusion. 

I am refinancing a property to free up money for additional investments.