Actually I carry both bags separately into the cabin, the Metis holding documents, wallet etc. and the tote for all the other stuff (plus my airport buy [emoji41]).
I think this is not a regular medium size, it's a load broader at the bottom, more like a weekender. It also has a strap so you can put it on the shoulder, which I think is most convenient. Certainly you COULD put a smaller purse into it, if you desire so. Using it as a beach tote now, too.
Hth
Yes, helps very much! Thank you! And happy travels!