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If you're comfortable with it, don't upgrade. The chase for Audio high never ends. Once you got your TOTL model, there will be another TOTL model coming up and then you'll want to step up your game.
If you still want to however, you can consider selling off some of your equipment and then use the accrued money to invest on the new one.
Lastly, if you're coming from HE400i and HD600, don't get the Sage. While it's pretty, it's not really worth the money as they're gonna sound duller and more compressed. I'd recommend you to check out on Campfire Audio's lineup instead since they always sound fuller.