Seems like a liability as long as you continue to own this property.  

If a tenant is constantly paying late and there seems to be a clear sign of struggle in finances, wouldn't I be doing a dis-service by offering the tenant to renew their lease and continue the vicious cycle?

To address this, I’ve taken out a personal loan, which I plan to repay over the next two years.

My suggestion is to continue being active on BP, get out to some networking events and seminars and also educate yourself through books and podcasts. 

with the current market micro & macro trends, our market is poised to continue to go up for the foreseeable future.

I’m continuing to invest in real estate while also helping others achieve their real estate goals.

I’m excited to learn and connect with others here as I continue my wholesaling journey.

Assuming the Oakland rental market continues to remain stagnant/competitive with newer buildings going up, is property appreciation the only way to increasing wealth with my building?

As far as I know the prices have continued to be stable or go up.

This is because VA loans are tied to the borrower’s personal ability to repay and require a creditworthiness review.VA Entitlement Consideration: If you’re assuming a VA loan, the original borrower’s VA entitlement may remain tied to the loan unless you’re a veteran eligible to substitute your own entitlement.2.