I just started trying the Gin Pole. I did not get a chance to raise it as I had to go to work, but I think the Tiger is maybe different than your boat because it is turned 90 degrees (sideways) when resting, so the gin pole is actually sitting on one side at the start of the raising. Seems to me it would slide off when the mast started to rotate as it came up. Will continue trying again when I get back tomorrow.

Am not confident of the strength of the balcony that the spi rope goes through and the wimpy little block it goes through at top.