Are you able to trade it in and get an older model with no monthly payment, This is something to consider.I have never heard of someones age hurting them in real estate in regards to obtaining a loan.I highly recommend house hacking and you have a great credit score so you could utilize a FHA loan (low down payment) on a duplex or a single family home and rent out the additional rooms.You need to do ample research before embarking on this however.

Essentially, that free rent is one of the most powerful things as you are getting the equivalent of income but with no tax consequences.

I like to ask about their tax consequences from the sale.

As lance mentioned you'll want to compare the option of being 1099- the trade off is you pay self employment tax, have to manage your own business per say, file a Sch C on your taxes...but you get to deduct all applicable expenses. 

Sure, free sucks, however, you're trading your basic skills for (I'm assuming) their experience.

They don't understand the basics of what they are getting into, and like other have posted here there are real legal and ethical consequences to doing it wrong.

Maybe, but there is a risk versus reward trade off and you’d be taking on the unknown risk when the alternative is a guaranteed reward.  

There are possibly hidden tax consequences to each option as well that you would be very wise to consult a CPA and an attorney about everything so that you do not unknowingly trigger some sort of major problem.

There are possibly hidden tax consequences to each option as well that you would be very wise to consult a CPA and an attorney about everything so that you do not unknowingly trigger some sort of major problem.

Sometimes their speakers have trade show booths where you can speak directly with them or they are available before or after their speaking session.