I want to build a buy-and-hold portfolio that generates a steady $10,000 per month in passive income for my family to live off.

My question is for anyone that is familiar with Huntsville market near UAH campus, is should I take the sell price and consider the other wealth generators(Appreciation, Tax Savings and Loan Paydown).

You would have freedom to invest and generate a higher return immediately with your portion while your bothers portions are invested by your parents generating income that would ultimately have to split with you as well.In other words the gift is win/win for you and lose/lose for every one else.

I have considered the savings (overtime) vs the  initial cost.

It automates all of the initial communication back and forth with web leads, but allows you to tweak and adjust everything about your campaign. 

My initial answer I got was "yes, I will have to pay taxes on all capital gains" - but then I found this - Like-Kind Exchange... 

Curious to know if anyone out there is using a virtual assistant to generate solid buyer leads? 

You would need many years of good rental income with low maintenance to recoup your initial investment.

our average age of our client was 70 to 75 had owned the timber for one to 3 generations. and would just sit there and live in the old home they had lived in for years and drive the beat up pick up.all the while sitting one 1 to 5 million worth of timber.. but one thing was certain once the kids got it.. the chain saws were fired up in short order as @Joe Splitrock indicated.. 

He can initiate a 1031 exchange by selling his property to you, having the exchange documented on the settlement statements and having a qualified intermediary involved to handle the process.