Josh,Typically when you set up your LLC you need to establish your EIN Tax ID and open up a Business checking account. 

What documents are needed for me to claim this on my taxes? 

That GRI does include income for cleaning, taxes etc. though normally, which is really pass through expenses for the most part.

A cost segregation study is one of the most beneficial tax benefits for commercial real estate properties.

Are there conflicting tax issues because the real estate agent is a member of the LLC? 

“Am I happy enough with what I can make off of this property between cash flow and appreciation and tax benefits that it is worth my while?”

You can take the allocation for the unit you lived in tax free. 

We used tax returns, work bonus payments, any extra money for down payments and for renovation. 

Conventional mortgages require higher FICO, reserves (money set aside to pay the loan), tax returns...just on that note, they typically won't count any income from the property rents until that money hits your tax returns for 2 years. 

if I could find a deal at $300/month profit after principle, interest, taxes, insurance, and a $100 maintenance reserve I would say it’s worth doing now (ie.