Is there value you can add to his life that makes him want to continue to educate and engage with you?

As the legality of it, I see the funds going to the social security system, but no on will be collecting on it at retirement.

They then sacrifice 6 months to 2 years of their social lives to get licensed as a CPA while working 60-90 hours per week during spring and fall "busy season". 

- how you ensure my proposed structure is accurate, flexible and relevant, so that aren’t any things that will come down the road and increase my taxation, or possibly hurt overall ability to further engage in business planning? 

While I wouldn't necessarily announce to the world (aka any social media including BP) how much (even remotely) I'm getting in the inheritance, here's what I would do.1) Listen to what @Greg H. said, and don't go into a partnership with your family unless ALL three of you have a background and experience investing in real estate.

This is a serious inquiry, as I'm acting on my 2019 resolution to engage with a mentor.

Then focus your lead generation withing this niche... calls, networking events, social events, drip marketing, etc. 

If you're not considering at least 2 - 5 each week, you need to either ramp up your own marketing (not recommended, BTW), or engage a deep bench of active wholesalers who can serve you deals on the regular.

With a (C) you cant have any Sophisticated but can solicit including on social media and hosting seminars.You will need to have a solid operating agreement, pass the bad actor check (SEC), be an entity and show your potential investors that you have the capability to be successful with their money.

James:It wasn't clear if this is one of your questions, but your gain should be net of all costs, including closing and repairs before closing.It may not be too late to engage a 1031 specialist.