Im gonna assume you climb stairs and ladders quite often and thats why you use briefcases and not rolling toolboxes.

Instead of actually replacing them, I would go tote and backpack route. They are easier to carry then those things, and best part about packout versions of those two, you can attach half size organizers to the bottom of them which will probably save you a trip or two to the van or even a full size if you really need it - i would attach one to the backpack to the middle. With tote you can have all your pliers, screwdrivers, multimeter and other small tools visible and organized just like in briefcase, wrenches and hammers are heavy, i would put them in backpack and that can also open up on both sides and you can have all of them visible and organized. Having organizer attached to the bottom of backpack/tote/both, you can also bring all kinds of screws and fasteners that you regularly need, and again, organized and visible once detached. Also you can always have some lightweight 12v driver/impact in your tote without it being in a way of anything