@Levi Cox Welcome to BiggerPockets. 

Then I ask if will sell me the property at a 10 cap after I deduct these other expenses.

Thank you.I did a quick calculation of what my annual net cash-flow would be for a 2-bed condo and it turns out that it is only +$100 after deducting all the expenses including property management costs.

Raise your deductible from $500 to $2,000 or more.  

It's a 2B1B and I will be living in one bedroom while renting out the other.To my knowledge, I can't deduct expenses related to my personal bedroom.

Also, are there any contingencies that you all are familiar with where I could arrange the lien settlements to be deducted from the seller's proceeds?

Hey guys, which category would I deduct under or would I depreciate when purchasing a  pressure washer to maintain the exteriors of my properties?

If it’s not arms length, some of the expenses will be personal non deductible expenses at the partnership level and will flow as such in the K-1s.Also, there are various ways to structure it. 

Generally, you can deduct interest on the cash-out you used to fund the LLC as business interest deduction. 3) Yes you can withdraw the capital contribution as distribution and re contribute to another entity, but why?

Think mortgage interest, real estate taxes, etc.Items directly towards the personal investment are either non-deductible or potentially an itemized deduction.Items directly towards the investment property are either non-deductible, capitalized or currently expensed.