Wow, that's a lot of wasted space.
I would lunp everything in 3 slender boxes.
1/4, 3/8, and 1/2 - one slender box for each diameter size.
Attach the short extensions to the longer ones while you are at it.
Doing this WILL open up serious space for socket rail sets, etc.
Good luck.
I don't need the drawer for anything other than extensions and I do like the idea of being able to see each extension with the drawer open. Thats what led me to this particular layout.
Although I will consider the box idea.
One thing that helped me is duplicates - remove them and store them elsewhere. You don't need 3 different extensions of the same length. I'm sure all of us have plenty of 3", 6", or 12" clogging things up. Pick the ones you use and organize for those limited items. Extra "options" which are otherwise identical take up space and are visually distracting.
My extension drawer would make you cry.
My extension drawer would make you cry.


In standard extensions…
Let’s see it!My extension drawer would make you cry.
Let’s see it!
Oops! You already did. Nice collection! I’m trying to find accessories that give each extension a dedicated “spot” so to speak. With magnets, they roll around some. Bins or boxes pile them up, which I’m trying to avoid.
My bad! I'll just leave my 30" 3/8 Cornwell out of this discussion then.In standard extensions…
3/8 = 24”
1/4 = 24”
1/2 = 15”
Hmmm, time to get a 24” in 1/2!!!
You are to blame for this purchase by the way for making me think about this. But….I did need one the other day. I ended up stacking extensions, something I don’t like doing as it gets a little wonky doing it that way.
In wobble, locking and universal, the line up is much more limited.

The drawer is about 3 inches deep. The most shallow drawer I have. The plier racks fit the drawer perfectly. I’ll really want to play with them more and see if I can get a good outcome. I’ll go to bins if that can’t work.I have a whole drawer, ~12x28, full of misfit extensions. Old and partial sets, weird lengths, etc. I cut the cart down to the "essentials" which just means no duplicates for me. It's not a loss to remove the duplicates, you'll work faster and find things faster. Extra options, even the cognition between two identical 12" straight chrome extensions, cost time. There's ~50 extensions on my cart at work, but they're all unique in some way.
Your other option is just deeper boxes/bins to store them in, that's a 3" drawer? Separate by drive, then wobble or regular. The bins can be deep enough with that depth drawer the extras collect on the bottom out of the way. You'll find the same 12" extension over and over rather than digging to the bottom.
Better pick up 15” extensions in 3/8 and 1/4 too while your at itIn standard extensions…
3/8 = 24”
1/4 = 24”
1/2 = 15”
Hmmm, time to get a 24” in 1/2!!!

I keep looking at that picture.Mine never move. Maybe the solution is to get more.
Seems like much of what you have is just laying there (wrenches, pliers etc.). As opposed to using organizers.here is my toolbox organization video:
If you call that full, you would hate my boxes..lolI thought that I had too many extensions. I have them spread across two drawers.
I also have a few really long extensions in my wrench drawer.
I have some more not in the box. I'm about out of room in this box already.
