Whatever floats your boat.
Boxes take up more room in the can.
Loose takes up less.
If you dump it out of the boxes, put it in zip-lock bags with the end-flaps off the boxes they came out of. The end flap usually contains the ammo lot#.
The lot# is your only recourse with the manufacture if you have a serious problem with the ammo when it comes shoot'n time.
I store mine in Zip-Loc freezer (for strength) bags with a paper listing load specs and put them into GI ammo cans after removing the excess air within. Some have been stored this way for 20+ years with no ill effects to date. I am willing to bet they will be OK to shoot in another 75 years at least. Now I DO store my assorted factory ammo (what I have of it) in the original boxes in a couple 40MM ammo cans.
I have found specific lots of 7.62x25 and 7.62x39 with different POI (different power levels, bullet style, whatever). Mixing them up would give me poor grouping over all, with no idea which lot shot high and which lot shot low.
I usually use original box, or repacked in 50 round plastic boxes with info part clipped from original box and taped to plastic box, or repacked in freezer grade ziplock bags (50 or 100 rounds) with info part clipped from original box and dropped in bag. Reloads go in boxes with labels with data about the reload. Then they go into the GI ammo can for storage or transport.
I store 45acp in freezer bags, 100 to a bag. .223 are on stripped clips with a few spoons tossed in. I was hesitant to use strippers but when I found new ones I was impressed.
When i do bulk reloading of pistol ammo in the winter in preparation for the upcoming competition season, i end up filling several .50 cal ammo cans with my reloads. I don't bother metering out ammo in small bags or trays, rather, i buy the giant 10-gallon Ziploc XL bags since they fit inside a .50 cal can perfectly as an aritight "can liner". Anything lesser in size and the bag tends to stretch at the sides whereas the XL bags fit the interior dimensions perfectly. They are a little tall, but that's fine, you just roll up the top and tuck it under the lid. I can get about 2000 rounds of 9mm in one can filled to the brim.
Before I started reloading, I bought bulk ammo provided loose it ammo cans. The first thing I did with them was count out 4-mag quantities into freezer bags, duplicate labels for each bag, and put them back into the cans, with desiccant. Something about having them just rattling around in there loose bothers me, though I can't nail down rationally what that something is.
They've been joined there by reloads, each new lot labeled accordingly.
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