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Is the stem original? If not, then you may have a 7/8" stem in a 1" fork where there would be too much extra space to tighten into. I think those were the most common sizes on the Schwinns. That'd be my first thought. Or maybe somebody put an expander nut on a wedge stem.. something weird like that.
Surfaces that are too smooth will cause it also. If that's the case, tape off just the portion of the bars that's covered by the stem and use some type of abrasive, sandpaper, etc to rough up the surface a bit. Do the same to the inside of the stem clamp also. Doesn't need much, it'll work.
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