kadet wrote:Still waiting to hear why it's important to fly a Main? .... I'm sure Highlander would know all about flying 2 or 3 headsails

Already told you

was designed to sail under main alone and stay balanced and unlike the

it has no back stay.

How does 'no backstay' have anything to do with sail balance? (Honest question). All no backstay does is allow for a larger roach mainsail which would arguable move your CE higher (slightly) and more aft (slightly)...
You can sail with any configuration of sails you like, and I've sailed under head-sail alone and had a lot of fun, as you point out. That's what it is all about and how you derive fun is your decision
Sailing with main allows for a balanced sail plan, improved sailing performance (much most likely in many points of sail).
The point is raising the main should not be nearly as hard as you are describing. I'm half believing you are just still egging me on...
If we are to be sailors wouldn't raising the main, adding a reef, controlling sail shape... these are all pretty much a part of the sport aren't they?
Again, sail how you want, and have a ton of fun, but raising the main should be second nature. When I first joined here and tried to step my own mast and nearly killed myself (again, coming from a traditional keel boat) this forum helped me a ton. So, I'll try to do the same. If you are having a hard time raising the main, you could lub up the slugs, but it sounds more like you have a foul somewhere from how you are descirbing it. Have you inspected the block at the mast head? But if your main halyard is led aft, and it runs smooth, raising the main should not be any thing of an issue. Tack, Head, Release Mainsheet, Release Vang, Raise, tighten clew, apply main sheet, remove topping lift, apply vang, sail... (from memory... I may be missing something...)