Why can't you upload insight?
Station, May, Momo, and even Pintsize have all demonstrated insight, on several occasions. Pintsize has a penchant for creative mayhem.
There's no particular reason to assume QC AI are sub-human in any dimension. It's instructive, however, to not that they've demonstrated no instances of superhuman cognitive function.
That is to say, it's more likely that the reason they don't upload skills is because it doesn't save any time. Since time is not saved, it is economically viable to simply hire someone who does have that skill.
One [TECH] reason (not the reason, but just to demonstrate plausibility) would be that an AI neural net can't simply bolt on a different neural net and take off. Each network is self-organized and has a unique map of itself and its chassis. While it is relatively easy to remap the chassis map to something that is essentially the same shape (Momo's new body) becoming a fighter plane, or a dog, or a skilled welder, requires translating existing maps to the different hardware, and that requires training the neural net on how this works. That is, practice. In such a scheme, Momo would have had to practice being several times her previous size, and be comparatively clumsy, if not noticeably so.
Momo can't just upload "Micheal.Jacksons.Dance.Skill.xml" and dance like the king of pop because she's not in the king of pop's body. She'd have to take the schema, translate it to her frame, and then practice until her neural mapping matched that move set.
It is (entirely) possible that all of the robots at the robot thunderdome just want to focus on bettering their maps of the skills they have, and none wants to weld. Remember, this is dark economy stuff. Welders, AI or not, who will do that work may be in short supply. I understand welding is a good gig, if you have the skills and permits. Faye might be the only person with the skills who doesn't have the documentation, and isn't put off by the shady nature. While I can totally see May enjoying it (or at least not objecting on principle), I can also see Momo disapproving, rather sternly. Indeed, this may elevate the "day-in-life" Momo week from filler to set up.