I’ve spent the last year searching for (and buying) various Sears coveralls and at the end of it all, all I can say is they are SO inconsistent…
I’ve seen Tradewears and Work n Leisure with both the round or square pockets, hammer loops (yes, a guy on Reddit had Tradewears with a hammer loop: https://www.reddit.com/r/Halloweenmovies/comments/141zgnu/heres_my_vintage_pairs_of_screen_accurate/), Roebucks with a square pocket, the Sears red tag “Coveralls” with the square pocket… the list goes on.
No matter what the specific line of Sears is (or brand), having the right details is more important- mostly the button collar, square pockets, and the lower middle snap that is below the pocket tops (it moved higher on Roebucks).
As for the colors, did black tag Work N Leisures come in Tex-green or charcoal? In the '81 Sears catalog it’s called dark green, not spruce green. The spruce green blue tag Work n Leisures I have are a noticeably lighter green than all the pictures I’ve seen of the screen used H2 coveralls.
My closest pairs so far are dark green Roebucks for H2- they look better than the green blue tag Work n Leisures which makes me think the black tag Work n Leisures was a darker green (although Roebucks have a higher front chest snap and double stitching). I also have navy Roebucks and navy blue tag Work n Leisures because they look more navy blue on screen in H2 than H1!
As for H1, I have a navy pair of Tradewears but with the snap button and rounded pockets, but I couldn’t pass them up. I also have a pair of NOS Sears Perma Prests with round pockets, snap collar, rear middle seam, and in a dark grey/green color that I think must be Tex, but it could also just be that the “greens” varied year to year. Either way, that green looks really close to the schoolyard scene
I spent more time that I would like to admit going through the catalogs at https://christmas.musetechnical.com/ and never do they show a tag (black, blue, or otherwise) nor specifically call out “Work n Leisure” or “Tradewear” as far as I could find. Unless I’m not looking at the right catalogs.
I think it’s actually fun to find the differences and go on the hunt. No matter which ones I use, they’re way better than my first pair of blue Dickies with the zipper chest pockets!