This is a common problem for trailers in cold climates. The synthetic
seals in the gas springs (lift struts) are more likely to be damaged
when operated in cold temps.

There is not much you can do about it besides understand the
limitations of the equipment.

The grease on the square tube guides may be a bit of a factor
especially if loaded with dirt.
I suspect that the issue is the performance of the gas spring in the
cold.

Regards,
Rex