I always like the spirit 23... it always seemed to be a lot of boat for the size. I bet it sails quite well too.
No question if you create an extendable/raisable mast support, it'll make it all easy as pie. I used to use 2 different mast supports on my Capri 25... I used a "mast upper" for my Capri 22 (which might work on the Spirit, but the angled transom might preclude it)... the Mast upper was neat (and you can easily make your own, no need to buy), becuase it was tubular steel... and had a simple pin system to extend/retract it.
Mast Upper in down position.
Mast upper in UP position
I made my own mast upper for my S2 7.9... used (3) 2x4s... then setup make-shift gudgeons using eye-bolts (the S2 is backward, in that the pintles are on the transome, and gudgeons on the rudder)... but anyway, I installed 3 eye-bolts, to slide over the pintles to create 2 separate height positions for my home made mast upper... a down/travel position, and an UP/Mast Raising position... hopefully you can figure it out by looking at this...
here is a side shot of it, sitting on one of the pintles...
I can't take FULL credit for that design, the prior owner had something similar, except the mast on the S2 7.9 (26 footer) is pretty heavy (probably 90+ lbs)... and he used a single 2x4 to support the mast, turned sideways, and 2x4s are notoriously weak in that direction... which is why I put all the heavy work on my 2x4s fore/aft... and gave width to them by bolting them together with a 2x4 spacer. NOPE it's not light, bu then it's strong enough to stand on the mast if you need to now. Because of this rig, I can raise and lower the mast myself, using my A-frame. I prefer an A-frame (and some will chastise me for this).... because it doesnt' require much balance to raise the mast then. With the A-frame, fixed and vertical, I put the mainsheet between the apex of the a-frame and the spinnaker ring (tied around the mast about at the spreaders would work too)... and I can then just sheet in with 1 hand, and steer with the other as the mast comes up... it's a pretty relaxed mast raising (or lowering) then.
here's a better shot of how I did on my Capri 25... Boy I turn some heads when I showed up solo with THAT boat and rigged it... I actually had about 5 people watching how I did it the last time I rigged.