I personally feel like there is a lot of demand for real estate, and that interest rates may simply curb demand enough to keep things flat instead of triggering some kind of fire sale (although that could be cool!). 

He's looking to move in the spring (unless he's motivated otherwise) and I'm sure he'd be interested in a less complicated exchange, with less effort and outlay of cash for him to "prep for sale".Help and suggestions would be appreciated. 

We estimated the value of the home based on similar sales so that estimate minus what we paid is where this amount comes from. - When did you purchase the home?

I just bought a house at a sheriff's sale, but the owner has a history of foreclosures and coming up with the money during the redemption period.

B is likely referring to who between H/W would be entitled to most or all of the sales proceeds.

I still think the VA loan is something to take advantage of but signs do show that the SD market is slowing down and SD is a cyclical market historically, meaning what goes up will come down. ultimately, if you are buying for the long run and plan to keep this place for 20+ years then don't worry about cycles, just buy smart. 

I don't like sales pressure. 

It’s appreciated in value considerably while I’ve owned it.I know there is the 250k exemption on profits from the sale of your primary residence but that has to have been your primary residence 2 of the last 5 years.

The idea that you can build wealth without putting any money into it is a recipe for disaster and the sales pitch of gurus trying to steal your money.

During that time I’d also have the line of credit to pull on for repairs/vacancy/maintenance, and I’d have that line already established for my next investment.The second option is to put traditional mortgages on them in 6 months once the sale seasons.