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You clearly enjoyed the challenge of your Headshock otherwise no way would you be considering more ancient, proprietary Cannondale tech...
I would say go for it. It might work out a little expensive if its fucked but properly overhauling one of the most complicated bike parts ever must be very satisfying
I know of one: A fork leg is missing :p
Having to source old elastomer and tools for my f1000 headshock fork was "interesting" (burnt out a few Google servers with that...) and that stuff just won't last.
Any problems such as "oh that fork model always leaks after X years and you need part y which costs z..." can help.
That it is a niche technology for fans / very keen hobbyists / £££ for shop services can't be denied.