Why don't you just use USPS flat rate shipping? They offer a range of package sizes (certainly big enough for any calendar I've ever seen), they're cheap, and customers are well aware of the service's existence.
As a consumer I'm interested in predictability, I don't care if shipping charges get averaged out a little unless it's absurdly high. As someone who ships stuff fairly frequently I'm conversant with the variety of shipping options available; I want shipping charges to be in a reasonable ballpark (eg I hate competitive-seeming prices that are then brought back up with jacked-up S&H 'fees'), but I don't really care about having it calculated down to the cent. In fact, it slows down my shopping decision having to put in my zipcode - I'd far rather see a flat shipping rate. As a matter of fact if the price differential is small enough I avoid sellers that want my to put in information for them to calculate shipping - on small sums, it's not worth my time to enter that information.
I agree it'd be a good thing for Square to add that information, but in the meantime you might be better off selecting a flat rate and making your pricing as simple as possible. I honestly don't give two hoots whether a package ships from the next zipcode over or across the country, and perfectly OK with a vendor building that variance into the handling charge. Indeed, on some items I don't care at all - I buy used books from 10 cents on Amazon and pay a flat $3.99 S&H charge which I know includes the actual profit for the seller, whereas the 10 cents 'rpice' of the book reflects the amount of labor to stick it inside a jiffy bag and stick on a label. Quite OK.
As a consumer I'm interested in predictability, I don't care if shipping charges get averaged out a little unless it's absurdly high. As someone who ships stuff fairly frequently I'm conversant with the variety of shipping options available; I want shipping charges to be in a reasonable ballpark (eg I hate competitive-seeming prices that are then brought back up with jacked-up S&H 'fees'), but I don't really care about having it calculated down to the cent. In fact, it slows down my shopping decision having to put in my zipcode - I'd far rather see a flat shipping rate. As a matter of fact if the price differential is small enough I avoid sellers that want my to put in information for them to calculate shipping - on small sums, it's not worth my time to enter that information.
I agree it'd be a good thing for Square to add that information, but in the meantime you might be better off selecting a flat rate and making your pricing as simple as possible. I honestly don't give two hoots whether a package ships from the next zipcode over or across the country, and perfectly OK with a vendor building that variance into the handling charge. Indeed, on some items I don't care at all - I buy used books from 10 cents on Amazon and pay a flat $3.99 S&H charge which I know includes the actual profit for the seller, whereas the 10 cents 'rpice' of the book reflects the amount of labor to stick it inside a jiffy bag and stick on a label. Quite OK.