Yeah, I think a lot of it might be to target the areas you're uncomfortable with first to make sure you can get them right, and then end with what you're comfortable with and what you're good at.

I think doing the reverse might sometimes end up being a subtle form of procrastination where you might be afraid of doing the part you're not as familiar with.

Ugh, yes. Hitting a problem with my code, I would ignore the site for days until I realized that I was just procrastinating away from the uncomfortable. It sucks when you feel completely out of your element (me, learning design, others, perhaps working on design), especially when I was stuck on a problem and had no idea how to go further.