It's like the old Clint Eastwood script-line about "A man's gotta know his limitations."
All of us here at these forums are bitten by what CorkyG called "Techno-Lust." It's just so early still in the Skylake life-cycle, and the jump to Kaby Lake is a half-generation and only buys you the nominal benchmark overclock to 5.0 Ghz. Maybe.
I can say that I've been tempted to "plan" and do it, but it really doesn't seem to make sense. Now . . . if you planned to sell it and replace with the Kaby, it's still extra trouble. And . . . for what, really?
And just an afterthought, considering that I bought my chip from Silicon Lottery and paid extra for the binning and re-lidding. Assume that the OP didn't go through all that. Where did his Skylake fall in the chip lottery, and how lucky might he get with a new Kaby? Risk is also a cost-factor.