Hey guys.
First time post. Long time lurker.
I have purchased many a product recently based on the recommendations of this forum and great group of people. So, thanks. Now, be gentle with me as this is my first post/question.

I am frankly in love with the idea of the Air Boss and how much space I can gain in it as well as the associated packing method(s).
Here is my hang-up. I cannot, due to physical limitations (bad neck), carry that bag around. As most of you, I hop from plane to plane. Recently, I am making many more international trips and the though of lugging that bag with the weight in it on my shoulder, AND my two laptops (yes, I have two due to client needs), just makes me woozy thinking about it.

So, all that being said. I am truly looking for something like the Air Boss with it's size and internal cubic inch dimensions, but in a rolling bag.
OR, a rolling laptop bag that I could then piggy-back an Air Boss on or the TLS Weekender. I called Red Oxx today and they said that they have no recommendations on how to trolley or piggyback an Air Boss on a rolling laptop bag. This is why I am reaching out to you guys.

Here is the reality check. How can I have a laptop bag (mine is currently the ebags TLS backpack) and carry an Air Boss-like bag? Either one of those should be a rolling bag that I can then piggy-back or strap to it and roll.

What do you guys think? Any options available or am I stuck with my Travelpro carry-on forever and ever?

Thanks!!