Depends on how savvy you think (yeah, self evaluation can be dangerous) you’ve become, or what/who can you fall back onto for help when you have problems.

NeighborhoodScout publishes a list of the 100 most dangerous cities in the US. 

Had you already been doing some basics and building your ranking, the sudden change in the marketing that is working would not have been such a big effect. 

Perhaps theres an issue with us getting financing, or something to that effect, then she's interested. 

I have seen it done but its not an easy thing and its also not likely you are in the correct zoning and that your structure will pass all the code laws in effect.  

Since the eviction moratorium went into effect, we could only shrug and say, "Sorry, nothing we can do yet."

I utilized a listing agent to see how effective they are.

Use VA loan and do this process even more effectively!

In your ad, put........No dangerous breed animals or petsNo smokers of any kind,No evictions, everNo felonies, everThere is a $50.00 Non-refundable background check that you (The prospective tenant) will payYour gross income must be at least 3x the monthly rent.Then when they call......dont pickup the phone.........let them leave a voice mail...........If they sound like they have sense......then TEXT them back and ask them to verify the above.Once they verify then arrange a showing

As far as comps go, it would effectively be the same as analyzing all the properties in the town plus the scale effect of controlling all those pieces (i.e. how would that benefit or hurt the owner to own everything in a small market?)