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Assuming your transmission has one, it is possible the 2-3 shift solenoid or wiring associated with it is going bad. The low temps may be affecting the ability of it to fuction correctly.

A transmission professional would have to inspect and test it. It would be best to take it in on a sub-30deg day or leave it overnight at the shop when the next morning will be sub-30deg to ensure they can locate and replicate the problem.

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Q: The transmission on your 95 Grand Prix slips going from 2nd to 3rd gear when the temp outside goes below 30 degs It was rebuilt professionally 4 years ago?
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