Replica 250 tool roll?

I work with leather for fun, so I will tell you that making a roll from a local leather supplier (like Tandy leather) leather will probably be the best way, unless you can afford the vintage bag/roll or a custom-made one. You'll only need to study closely the design in photos, and figure out the dimensions from the pieces in the roll, such as a Riganti jack, and make allowances for bulky items like the oil filter wrench, and the spares bulb holder. Then make a list of the tools you'll want, authentic or practical, and adjust the design again.

The most difficult thing when actually making the roll will be to cut the many slots for the tool straps, and to sew the backer straps to the roll. Remember that this is an item that will suffer from much stress at certain [points, suc as where the tie-straps attach, and add reinforcements or extra stitching. If you wish to have a vintage-looking kit, give it to a mechanic friend and let him carry his tools in it for a week...

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Here are a few more photos for reference: