What do you want to say to others with your attire, specifically your bag?
The bag in the original post is sending this message: "I'm competent, trustworthy, and I care about myself." Why? It's slim, made of good-quality materials, and has no more than it needs to have. It fits like a fitted pair of pants. When you look good, you are perceived as "good".
I looked at the Jansport Geminate bag, and it gave me this message: "I'm behind the times, and I don't really care that much about myself." Why? Those front pockets make it look like a baggy pair of pants two sizes too large. It looks fat and bulky, and if I wore it I would look like I just "threw something on" this morning.
How much change will you see in the opportunities you get just depending on the bag you wear? How much better will you feel with a good-looking bag? And is $219 worth those changes?