I had to ditch my 2007 Burton Dominant after the board washed out from underneath me on a high speed toe edge turn resulting in me falling backwards slamming my lumbar spine into hard pack and most likely a cracked rib in the process.
Now I ride a 2013 Gnu Billy Goat 162 thats rated 7.5/10 on GNU's flex meter and omg did that make a world of difference. This is my first time riding a reverse camber deck and man I dont think I'll ever ride a traditional camber board. Edge to edge response is so quick, great edge hold in any condition especially ice, turn initiation on a dime, catch free floaty ride that is not punishing, stable at high speeds. I did also upgrade to a stiff boot the 32 Prime (stiffest boot they offer) they have and this also made a world of difference for me. Board feel, excellent heel hold, extra leverage of weight in turns. Binding wise I'm still using my 2007 cartels which is a med flex binding, they've treated me good so far and I like the response I get from them.
So to answer the OP's question, Yes for me it was worth it to upgrade to stiffer gear. The new stiffer equipment inspires confidence allowing me to advance my riding to the next level, whereas the softer setup limited my ability to ride and have fun.