I do believe that you'll need to follow specific procedures to put tenant on notice of their default and then there may be a cure period by law according to these new executive orders, so you'll want to check with such orders in your city and county to make sure you follow these.

@Brian Ploszay How smooth is the procedure for getting S8 tenants?

If I need some dental work done and I'm new to town, I could call around and get 10 quotes.

My girlfriend is also in the process of an associate's for dental hygiene, which is another $50k+ a year salary. 

Sure, if you don't read the instruction manual, you can lose a finger, but if you use the tool with the proper procedures, you can create excellent results.

But the San Jose Tenant Protection Ordinance (https://www.sanjoseca.gov/your-government/departments-offices/housing/landlords-property-managers/eviction-procedures) says the relocation assistance is based on the size of the unit:1-Bedroom: $8,4002-Bedroom: $10,3533-Bedroom: $12,414So for duplexes in San Jose, which one is it?

Follow your standardized operating procedures.

However, I struggle with terminology, real estate procedure, and how to run the numbers.  

You'll want to be factually pushy with the case manager on the removal of the tenant and follow your state's court filing procedure for eviction if it comes to that (forms to fill out, a fee).Again, focus on the behavior, serve the notice, be factually pushy with the case manager - and be done with this chaos. 

Move out procedure 10.)