So far I have raised and lowered the mast on my brand new to me Prindle 18-2 once. Enough to convince me a gin pole may be a good idea. I came across a place called West Coast Sailing that is sorta Hobie oriented with some options that may only fit on a Hobie. This seems to be a more generic one]seems to be a more generic one; not really a gin pole but it does seem like it would provide an easier raising and lowering of the mast.
https://westcoastsailing.net/hobie-mast-stepper/
This one seems to be specific to a Hobie, but I am not sure how the fitting to put the gin pole is attached to the base of the mast.
I am also open to other ideas. Truth be told I am sure the more times I do it the easier it will be to lower and raise the mast. Another option may be to simply use an upright 4X4 with a roller at the top to constrain the line/strap attached to the fore stay and a couple of 2X4s at the bottom to stabilize the contraption.
Any advice welcome.