Essentially, the investor buys into the trust as a beneficiary, which qualifies as a purchase of investment real estate. 

This means you can get favorable financing from your bank when taking out a loan in your own name, then after the purchase transfer the property into the Land Trust and assigning it to a [series] LLC as beneficiary. 

I am thinking of going with a flipper who holds property in a land trust with an LLC as a beneficiary.

Instead of having a separate LLC (and cost) for each piece of property, put each property in a land trust and have your real estate LLC as the beneficiary of each land trust. 

The payee is paid directly by SSI into a trust account with the name of the beneficiary also on it, and then the payee pays the bills for the beneficiary and gives them spending money and saves money for them, etc. 

(We also have a clause requesting that the tenants carry renter's insurance and add the landlord as a beneficiary.. of course nobody ever does that.)

Take it out of the trust, leave it in the trust and change the beneficiary, etc are options and may have tax and liability consequences.

Even though the Trustee of your land trust is NOT the agent of the beneficiary...some title companies consider them as such and will extend coverage to them.

@Daniel Harnsberger  AHS will not cover theft of course.You may be able to prove an insurable interest  ... but on something this small the deductible and the fact that it was theft and vandalism on a rental unless you had that specific coverage your not covered anyway.changing of insurance beneficiaries is one of the red flags that alerts a lender that the property has alienated its title and in some instance will envoke the due on sale clause and so you could have much bigger problems..I would just grin and bear it... but I would get my own policy I would leave the owners policy that the bank has so you don't get yhour loan called.. but I would get a policy just for yourself to cover your GL and fire and or any equity you may have.For all these reasons I am not a fan of Sub to  for the Seller in these transactions. 

If not, there could be issues.Lesson learned: never sell property to your beneficiaries OR place them on title without first consulting a competent advisor.