I just upgraded to their premium plan, and I still have to go through and manually fill out shipping information for each order, despite filling out custom package sizes for each service tier, associating dimensions and weights with products and filling out product specific shipping profiles.
It's ridiculous that you all are taking this information, using it to quote, and then cannot apply the service you all quoted with the weights and dimensions.
I've said it before, and I'll say it again - I REGRET signing up for squarespace. Do not recommend for commerce, and I dissuade everyone I speak to.