Some of the deal structures on these are overly complicated and involve way too many people, more like a house of cards than an investment strategy.  

They can get complicated pretty fast.

The interface is like a parody of overly complicated design.

From that point, some sort of banking engine would need to be involved that was sophisticated enough to handle and understand trivial to highly complicated financial transactions.In any case, it would be fascinating to a small niche of people (myself included) so not too likely to become a commercial success.

Dont over complicate it. 

The weakness of these strategies is that the system is complicated, and it costs money.But what you are doing is setting bait, a lure, and anyone that falls under the right prerequisites (wanting to sell their house fast for cash hopefully at a discount) will find that bait irresistible and they bite!

I'm considering assuming this mortgage, either "subject to" or by transferring the property into a trust, where I would then buy a majority share and cover the remaining balance in cash.The complication arises from the fact that this existing mortgage is a VA loan.

Transitioning to a new GC can also complicate the process as whomever takes over will likley not provide any warranties if applicable and you should expect to be charged a signficiant mark up.

My journey was fraught with failed contracts totaling over $180 million, each one a heartbreaking setback due to negotiations gone awry, inspection issues, financing troubles, or unforeseen complications.

It seems like this scenario is somewhat complicated but the property is also not high enough value to warrant a full-up normal cost seg.