Well, I have the lottery ticket..........
No Leatherman - a Gerber instead.
No helmet, just a headset, homebuilt.
I do have a watch with both digital and analog display, so I don't have to do math to come up with an ETA, and can just read the numbers to write it down when I get there.
And a good flashlight, for preflighting hours before sunrise, and doing a postflight well after dark.