Every woman needs one good tote - I've found that in the Madewell Transport bag.
Yes, the leather felt a bit heavy at first. I often bring my DSLR along which makes the bag heavier but that's when I hold it by the hand straps to save my shoulders. Other than that, it's a classic that I'm sure will get better once the leather wears out more.
Paired with my other go-to favorite this Spring, the Harlan + Holden leather flats.