I see the problem.  Intellicut is designed to always leave prints "cuttable" from the page, meaning it won't box you in so that you have to make partial cuts: you'd be able to cut all prints using full cuts across the page.  But in your case, I see that the first cut would have to be along the length of the page which won't fit in your cutter as your page length is >24 inches.  When "gang printing" various sizes like you are, I would recommend not using the auto roll length feature and set the length of the "page" via the driver to 24 inches so that either way Intellicut lays them out, it'll fit in your cutter.

I'll look into adding a future feature where Intellicut considers the length and not making that the first cut, especially when in auto roll length mode.

Regards,
Mike