When I was a kid I drove this 75ish datsun pickup that the throw out was going out on. You had enough clutch disengagement to get it into gear right before you took off at a stop sign. Anyway, you had to shift up and down without a clutch. If you get the rpms matched up and don't force it if it is not ready to go, I don't think you are doing much damage to your tranny. We drove that truck like that for years.
Shifting up without using the clutch is infinitely easier than down shifting...
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