I have to say, I absolutely love those Saddleback Leather bags, but I feel like I have never owned anything important enough to deserve being placed inside one, hahaha
Also R.I.P. ThinkGeek, the only webpage on the Internet where I got remotely as excited about shopping as I do at Gen-Con
At this point I almost exclusively bring previous years' Gen-Con messenger bags (mostly from Offworld Designs [also R.I.P.] though I am not sure who made last year's VIG bags) or other Exhibit Hall/swag bag bags; I was very excited when I realized I had finally accumulated enough of those that I technically would not need to bring any non-branded bags at all.
I have the one from uhh I think 2015? that looked like this but in a green, though I do have this one too:
https://www.facebook.com/offworlddesigns/posts/the-gen-con-laptop-bag-youve-all-been-waiting-for-gencon-gencon2018-were-just-so/10156238197889054/
Oh basically this color, though this is not that year's bag https://www.ebay.com/itm/383710732967
I think I have three Gen-Con messenger bags, the backpack from last year, and the like insulated lunchbox thing, in addition to the random things like the 2014 Ortus Regni Gen-Con bag or the one they gave out the next year. Basically I want everything I own to eventually be branded for Gen-Con