I have found a lot of older car's transmissions act weird during the winter until warmed up.
One member that was having shifting problems and wondered whether a trans job was in his future, found that one of the rubber vacuum tube connectors was hard and brittle going to the vacuum modulator.
Not a bad idea to check the tubes and connections out.
The 190e (1987 w/ 220k miles) shifts very firmly cold, but warm is nice and smooth.
'03 E320 Wagon-Sold
'95 E320 Wagon-Went to Ex
'93 190E 2.6-Wrecked
'91 300E-Went to Ex
'65 911 Coupe (#302580)