I think it also depends on your own size because I am only 5 feet tall and I love the Jumbo and I always always want that classic bag!!!
But when I try it on I find it way too big for me. Trust me I try that on number of times not only once!!
So i bought the m/l flap, it looks better with my size.. and it could be a day/night bags.
I wish there is another size between m/l and jumbo ....
You can try the reissue 226, although they call it a medium now. I really love this size, wish it came in a bronze or taupe.