If this is the biggest positive potential change for your life then I would do it.

Depending on your flavor, this could be good or bad.Connect with a great property manager early on, as many won't work just any property in any part of the City.Being an east coast city, our housing stock is fairly old and unless it's been properly rehabbed, will have typical "old house" maintenance.None of this is meant to discourage you from investing in multi units in Baltimore, but I'd try to set realistic expectations about the market here.TLDR; we have a wide variety of "multi-unit" structures in Baltimore.

This kind of answers your second question. 

This team consists of an Investor Focused Agent, Lender, Contractor, and PM.Read this article on the "core 4".

This way it is a non-issue.

@Cameron Moore thoughts on this?

This is part of being a landlord - if you can't handle it:1) Sell2) Hire a PMC

Despite this, they placed a tenant with a 530 credit score, who paid one month’s rent (FPM collected their 50% commission) and the tenant never paid again.

I love this and do a similar exercise with our properties.

Inland Marine (this is for tools and materials being transferred between sites.Also, always be sure to get the certificates of insurance with your LLC named as an Additional Insured.