Lower priced properties or asset classes typically have more mgmt. issues and possible tenant issues.

Understanding the asset type and class you want to pursue and then knowing the steps you have take to get there can be a great way to build out a road map. 

Should I take a class?

When you're looking at homes built in 1970+ you're mostly going to be restricted to newer neighborhoods which are most likely suburban sprawls that are B class or better which is harder to cash flow.

This sounds like a Class C property with Class C tenants.

Maybe this person wants to get somewhere better, maybe you know of a better spot for them to go, a shelter, more suitable environment, etc. 3.

Unless Denver is different that most places that have source of income as a protected class, you have to accept S8 vouchers if the tenant has one, but you do not have to comply with the S8 program.Where I am, I'm forced to accept a tenant that has a S8 voucher, but because I can refuse to fill out the S8 paperwork, refuse to allow S8 to inspect the unit, and refuse to fix any issues any S8 inspection found, they will never actually issue a voucher for that unit. 

Good Afternoon (sorry this is long but want to give a full picture)I bought my first house here in Denver Feb 2020, my budget wasn't huge so I have a 640sqft (2br1bath) single family with a large yard in a C class (assumed) but improving neighborhood.

Alternately, I could just get a newly developed house and pay full price = market value and not have to deal with a house in this competitive environment.

@Jamal King certainly agree with narrowing the focus to one asset class or investment strategy.