It's interesting to see the before and after gear reviews; especially when you watch the actual hikers struggle in the intervening videos. Frankly I'm not sure there is ever going to be a right or wrong time to do a gear review. Either the piece of gear functions or it does not. Either you can function without it or you can find a workaround.
One tricky question is what exactly can you get on a plane? Stakes? The tiny swiss army knife? It's not a good idea to check Batteries or electronics. And if you checked your pack it really needs to be in a bag to prevent damage from the handlers.Hike your hike.