https://s1064.photobucket.com/user/sortaretired/library/
Here is a link to some photos of a mast raising system I have built. It uses over the counter items found just about anywhere, and cost maybe $15 to build.
Also are pictures of a mast support. I used the system today and it actually works. I was a bit leery, because I was using fairly light poly rope on the pulleys. Its the orange rope in the photos.
The two uprights are standard 2X4 studs.
It did take a bit to get the mast up. This due to not knowing for sure how to attach everything, but it took longer to take the sails down than the mast when I reversed the operation.
The orange rope is fed back to one of the winches and its just a matter of lowering it slowly and placing it in the support.
Enjoy, Russ