LOL myself!
There are two things that seem wrong here.
1a. A week of business travel with a 26" suitcase that holds up to 20kg and must be checked is certainly not the most common nor the most reasonable way of addressing the task, at least not for those who've heard about light packing. Notwithstanding the poor souls who have to bring their own 18" laptop for playing games and a projector, printer and scanner as well as 1000 brochures.
1b. If I am not mistaken Jake, the OP, was talking about a carry-on rollaboard not a 26" suitcase which makes Jim's concerns even less of a concern.
2. Even a 26" clamshell will fit onto the luggage rack easily if there is enough space around it. Most of them are outfitted with two dividers. If it doesn't have two dividers then it is easy enough to remember which side the divider is on. Open that side first and nothing will fall out.
Plus, there are people who unpack even if it's only for one night. I don't but many do. I unpack if it's for two nights. At least the main stuff goes on hangers. Shirts that aren't worn stay in the shirt folder which goes in a drawer. Having a shirt folder, a suit, a cube with underwear, a toiletry pack and a pair of shoes to unpack takes roughly 45 seconds. Even in a hurried trip I find that time.
Till