So I got the boat launched on 6 April (earliest in many years) and motored down to Annapolis to get the newly refurbished mast stepped again on 17 April. I ended up replacing or upgrading pretty much everything:
completely replace standing rigging
all new wiring
masthead anchor light
combo steaming/deck light mid-way up the mast
VHF antenna
Raymarine anemometer (I supplied)
topping lift
in-boom outhaul
refurbish Furlex roller furler
roller furling line
Tides Marine SailTrack (formerly strong track)
For those who are curious about price (I would be), here's the toll, MD state tax included:
$6075 standing rigging, incl. labor
$3686 SailTrack, all other rope/wiring/lights, incl. labor
$591 crane + 1-day dockage (to marina: November)
$608 crane + 1-day dockage (to marina: April)
$629 Raymarine wind transducer (I purchased online)
$11589 total
Just to note, this includes a couple of upgrades: the SailTrack and the deck light. I also had to pay a sailmaker to change out the sail slides that came with the new SailTrack. I decided to hold off on new sails, since I wanted the mast to be up in its final configuration before ordering them. I'll probably get new sails in a year or two
I was happy with the work, and with the decision to pay someone else to do it. The only glitch came when they thought we were all done and the VHF didn't work. It took them about 2 more hours to figure out the problem, which was apparently the soldered coax fitting inside the cabin at the base of the mast. They had a young guy up in a bosun's chair for well over an hour, doing conductivity tests and resoldering. But in the end, it worked out, and I got a transmission from down in VA (which is quite a ways away).