I don't see any problems with this loan request. He has collateral in the form of assets in Havelock Investments. Unless I'm misinterpreting what Havelock is (and I very well may be), the greatest risk here is handing collateral over to a shady lender.
Thank you for the advice, I would only transfer shares or other property to extremely reputable lenders, otherwise I would use escrow.
I have contacted Havelock to find if it is possible to transfer shares between accounts, I have never done this before.