If I were to purchase a rental property that my daughter would live in, could I "charge" rent and pay myself (or LLC) with tax free money from the 529 plan?  

I've personally worked with him and his daughter which is my real estate agent!

He has assured me that she will leave and has agreed to move with her daughter.

I have an 8-to-5, but will need to supplement my income when I retire a decade or more down the road -- not to mention the need to put my daughter through college in a few years!  

I met the daughter of the seller there with the seller in a hospital bed with tubes all over the place; most likely on her death bed.

Oh cool, I went to school with their (late) daughter, Katie and they were at one point my friend's landlord.

I hear their daughter Blue Ivy is one hell of a strict property manager though, hope she accepts my rent in the form of IOUs.As I am just starting out, I have put a moratorium on purchasing books until I finish the group that I have recently compiled. 

From what the daughter is telling me parents owe probably in the mid 200's, they are really old now and if anything they are willing to let this house go to foreclosure.

I want the freedom that real estate has the potential to give, and I want something that I can share with my daughters when they get older.

I truly believe that this partnership will work , he's an incredible person (lol if he weren't- he wouldn't be marrying my daughter-lol)I do understand what you mean about partnering- there are inherent risks.