PLace Diverter first and foremost. possibly a droop
I would go with that........except I would first spend some time in the boat on a few outings to first see where its at and if any mods/upgrades are even necessary......

Then over the winter do what I thought necessary.
I had BIG plans for my Pickle boat, but after spending a LOT of seat time in it last year, just didn't seem necessary or prudent. Yeah I put a Diverter on it, figure $650 and change, a new dizzy and ignition when the HEI just would NOT cooperate, shopped right so figure 2 hundo, rebuilt an 850 that I think I had a buck or so in, replaced a bilge pump (Donated one, didn't fail, but still needed it), plugs, wires, newer OT pipes when mine broke (Twice). Also purchased yet to be installed new carpet, replaced the filler neck hoses, oil changes.........and I'm well over $2500 into it above what I paid for a good, solid turn key boat.
My advice? Keep the grand around for maintenance. That grand and more will be spent just keeping it in the water this summer..........

Ray