My CPA had no clue what I was talking about when I tried to explain the stategy to him, which does not instill confidence.

Think about the incredible advantage that you are giving her, and compare that to the millions of children that go through the public school system who don't have parents that instill the concepts in their children that you instill in your daughter.I think that your daughter has an immense advantage, and frankly, that this is totally unfair (definitely not a slight on you - you are doing something I think is great obviously!).  

Then, if she stays employed, the money will start to trickle in.

I can't speak for all offices, but I know from the offices I've managed and the core principles that are instilled to all offices, that profit is generated from a set price, down.  

I like to think that my college degree instilled a level of grit in me that led me to real estate investing.

Between the passion and lessons it instilled in me.Wouldn't say it was a homerun, but a decent deal.

People have a mindset, often instilled in them through family, friends, media, and politicians, that says they're incapable of achieving more.

And, it instills so much more confidence knowing they recognize the mistakes, because there learning from them, improvement is impossible from arrogance. 

I seem to have 1-2 people a week now reaching out to ask for PM advice in Milwaukee and thinking we need an additional market due to 1) pricing and 2) diversification.Fort Wayne IN still works for us but is getting pricy and with lower rents maintenance and eat into profits - Would like to start converting this properties to seller financed deals over the next few years.

I tell you this to instill confidence and urge you to not give up.