Obviously I would like to assume everything would go smooth throughout the lease agreement, but I'd like to be prepared for anything.My main concern would be some type of rider or legalese where the tenant could potentially push my LLC out of ownership.

This will be my first purchase but I've done a lot of research and believe I'm moderately well prepared as a newbie. 

I would start evictionBUT be prepared for them to fight it based upon bringing a complaint against you for not making needed repairs. 

Take a look at some photos below to see some of the things you should be prepared for if you engage in investing in these blighted areas.

Over the past couple of years I've done a lot of research in preparation for when I moved up here after college (I graduated this past May) and have determined buying a house hack on a duplex or triplex in the next year when our apartment lease expires (October 2019) seems to be the best bet. 

I am a single, 24-year-old, creative individual with previous handyman experience.

On a similar note, any ideas for creatively financing the house with different means?

He mentioned being open to creative financing, but he owes 200k on his mortgage.

As far as your other options; creative financing.

So, you should be prepared to fix up whatever you saw.