My only advice is, no matter how many people you have, make sure you have at least two people trained to do one chore! One older who has near mastered the skill, and one younger who is at least a trainee in it. That way, when the older one dies, the younger one can start to master it. Then, when a villager has mastered a skill, make sure to put them on a different skill, and replace them with someone who hasn't mastered that skill, yet. You never know when a plague will come about and wipe out a few, most, or (SADLY) even all your village! If that happens and you only have a few people left, it won't be quite so hard to keep it going! GOOD LUCK!
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"Is she dancing with that cactus?!"