Welcome to BP, sounds like you have a great track record and future!

Just a heads up for future reference.

Your questions are fine, but I would be more worried about the asset and the future cap ex than the renters in general.

Your zoning should be ok, but you want to do everything by the book (which can be costly) to percent future insurance claims or injury claims in an unpermitted basement living space. 

I’d love to connect with other newbies or seasoned pros—maybe we can even do a JV in the future!

Most people are trying to help you.You should take all advice with a grain of salt here and see if it's backed up in future responses.

It's the guy  cleaning gutters that might do this to make his job easier in the future.

Speaking with a knowledgeable local lender can help you set goals and work towards building future wealth.

If building wealth quickly is the priority, starting with an investment property or house hacking could be a smart move since it generates income and helps you qualify for future investments.

I have a couple more quotes and will post with my decision for future readers.