We implemented a similar program and called it an 'Owners Benefits Package,' but it didn’t go over well, so we eventually phased it out.

These investors are accelerating their depreciation to get the tax benefits.

You should consider whether the potential property value increase or other benefits outweigh this loss. 

However, the more I learn, the more I think on how to capitalize on the benefits from the deal

I'm glad to connect and see if I could be of benefit to you in regards to advice on your investment and any other potential questions you might have.

Try to see the big picture when getting started - maybe seeking private / hard money to get in to the deals where there is more profit potential could benefit you.

@Joseph Henry Renting could net you $2800/month and offer tax benefits like depreciation, but you'll face future maintenance costs for the furnace, A/C, and roof.

In some states there may be some benefit, but personally I have not seen a reason why a land trust was ever needed. 

I had let my guard down and given a tenant the benefit of the doubt (a tenant who is (now was) a CEO and raised millions of dollars for a newsworthy venture).

Here are things that would not transfer with a sale:-2.5% interest- prop 13 property tax benefit is saving ~$40/monththese are awesome advantages that are tough to match   In addition you have achieve outstanding return from the appreciation since purchase.On the other hand, you have $300k of equity which places the LTV at ~65%.