I would absolutely buy another Rubberneck and Aqua Puss. I might buy another Centura or Zendrive depending on which was more readily available at the moment.
I'd probably be open to trying different things; replace the basics like a Tube Screamer and RAT and take the opportunity to try different stuff other than things I had owned previously from such makers as Analog Man, Basic Audio, and Skreddy.
Distortron is such a good pedalZvex Distortron
Those are the two I would replace first and with exact replacements. I would probably experiment with the rest; FF, Treble Booster, MkII Bender, BB clone, some TS, Klone (maybe), Verb. Those are the important ones to me.
I would also definitely get a modeler to fill the gaps. Heck, I do that now.
I know you're joking, but in case anybody needs this info...Wait... musicians have insurance?!?