I wish I'd put ALL of my focus on list-building at the beginning. Looking back, I could have (should have) done a separate freebie for each very specific subset of visitor. Then I could have set up Wordpress to display a different squeeze, based on the category of post.
Had I done this, I could have focused more on learning to sell to extremely targeted sublists rather than the much harder task of selling to less-specific broader traffic.
I'm doing that now on my big site, but I can only imagine the list(s) I'd have today had I started this from the beginning.