I bought in this area of Chicago because of knowledge of the market and the increasing home values.

Even if you decide developing it is not something you want to do the value will only increase as housing damnd increases because of the new jobs.2) - Do not go to a contract and start talking to them.

Your ROI increases the less of your own money you use.

On some policies this is an optional coverage, on others the standard policy starts at $10,000, but can be increased. 

Anecdotally, I've heard that local Facebook marketplace groups are an increasingly successful channel.

Should I get more cash flow from day 1 but have a lower CoC return (~$200/month NOI with about 20k left in the deal)ORShould I BRRRR and try to get all my money back out of the deal so I can increase that CoC return, at the cost of the monthly cash flow (~$10/month NOI with zero left in the deal)?

If she is complaining also of headaches, has red rosy skin (mostly in face), or increase in fatigue you might want to mitigate a potential law suit. 

When interest rates increase demand eventually declines, but we're still in the fear of missing out stage.

In that time, we moved, kept it as a cash flowing rental and the property has increased in value from 85k to 200k.

Would you ask for a non-refundable pet deposit and increase rent or just one or the other?