I've always traveled with a rollaboard and a backpack. I just assumed I needed those two items, the backpack for the laptop and tech and anything I might need at my seat and the rollaboard for clothing and anything heavy.

But I always put the backpack up in the overhead bin and then I need to pick out the things I *actually* want at my seat like water, headphones, etc. So I started putting those things in a little bag or two (I like using J amenity kits from various airlines for this, some of which I actually flew on ....

But the more I think about it the more dumb this seems. If I'm going to put the backpack above then why am I bringing it at all. I could just put everything in the rollaboard. The main blocker for this is the laptop which I don't think would be very safe just lying loose in a rollaboard.

So I'm trying to make a new plan. I want to bring a small bag that can hold my headphones, water, etc. Something just slightly larger than what the kids are calling a "sling". It would stay with me at my seat and I wouldn't need to take things out when I sit down. I actually already have two bags like this anyways that I don't get to use as often as I would like.

And then I want to put the laptop in the rollaboard along with everything else that normally goes in my backpack. So I either need a new rollaboard that has a protected place for a laptop, or something like a hard shell case to protect the laptop in the rollaboard. And I would like a rollaboard that still gives me convenient access to things like heavier chargers or other things that used to go in my backpack even though I didn't need them at my seat. So I think I need a rollaboard with a tad more organization that I have currently. My current bag is basically impossible to get things out of without completely opening it and then struggling to get it closed again.

I realize if my rollaboard was gate checked I would have to pull out my laptop and any batteries that were there. But that's literally only ever happened to me once in 16 years of flying so I'm not too worried. And my plan is to use the small bag for the laptop at the destination anyways where it doesn't need much padding and I won't have all the other stuff.

Is there *anything* that meets that kind of usage pattern? I'm only interested in two-wheeled rollaboards btw ....