Now your housing costs are $4700, but you are getting $2900 in rent.

Any recommendations or insights on how to find the right fit would be incredibly helpful.Tenant Screening: Lastly, I'm curious about effective strategies for finding high-quality tenants, especially when renting out rooms individually.

The biggest risks to me are: Capex costs: these can often be understood before you buy a property, but anything missed tends to be a major factor.  

The hiring process costs the employer a lot of money and if you don't think you will be a good fit, it is going to be an uphill battle for both you and your employer.

➡️ What are the estimated costs of upgrades for the semi-upgraded and fully upgraded units?

You have to weigh the cost payments of each and see, which is better or lower for you!

They may be easy and relatively inexpensive to add sub-meters for the secondary unit, or they may be significantly intertwined, making it much more costly to separate.

Is it just time and experience, knowing what costs what or is there a better way? 

It's harder to finance good properties right now for obvious reasons, and if you go NNN or DST then you need to be very clear about the costs (upfront and ongoing) that might eat at your returns. 

CPAs seem to be very expensive costing thousands of dollars!