In this scenario I'd recommend approaching your lender first and getting a bank appraisal on the property to figure out how much $ you technically have to maneuver with. 

Did you work with any real estate professionals (agents, lenders, etc.) that you'd recommend to others?

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Here are a few areas we like to recommend to investors: Cheviot/Westwood“Stable” sales market with predictable rental income and stable tenants.

What are some strategies you recommend to avoid Saturday check-in or check-outs splitting the weekend? 

Can anyone recommend any agents in the Bronx/Westchester area?

Section 8 can be very profitable if you know what you're doing.I strongly recommend getting some training on section 8 policy in your area - like @Deb S. says, contact your local housing authority for workshops & training on how to work with them.

If you have not managed property before, I recommend working for a property management firm first to gain some experience.  

but - i would recommend not starting with a fire damaged property for your first one. 

I would recommend consulting a real estate attorney before you start whipping up leases that have terms like that.