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I had, and am currently having, similar problems.
In the first case many years ago on another truck the e-brake cables were covered with ice and grit so even though the brake lever was released completely, the actual cable was not. It release only partially, enough to disengage the brakes but not enough to trip the switch.
Currently, my brake light comes on for a while and then goes out after a while all on its own... but only when temperatures are below freezing. I'm guessing (but haven't done anything about it yet) that I have some moisture in the brake line and really need to bleed them.
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