My sons resemble that comment! Still, procrastination isn't all that hard. So, just because it takes you years, doesn't make it a challenge.
I've generally found whenever a boy needs to overcome some head-game, there's the challenge, that mind-over-matter is different for every boy:
That first lean into the cliff face -- trusting your rope for the first time!
Holding that mask on your face.
That first quarter-mile swim.
Searching the bottom of the cold, murky lake.
Shooting sports was rough for me ... except for archery. The staff was a great guy who gave me the hints I needed. Even so, I had to go home and shoot all year before I could steady my arm enough to qualify. Decades later, his wife was in my wood badge patrol. Finally got to thank him for it. Took into adulthood for me to figure out firearms.
That 20 miler? Hardest step is the first. But, I've never heard a scout who took the badge complain about it. A day with your buddy having lunch someplace cool -- who could ask for more?
The book-work. Filling that first sheet of paper can be soul-crushing.
Astronomy if you live where cloudy nights outnumber clear!
Socking away funds to earn that MB in a "big ticket" way.