Depends on what you mean by "winning". It's possible to survive, which should count as a win.
But do yourself a favour. Go to the editor and change just one thing: let the Axis start first. This makes for a completely different game.
It allows you to withdraw your armies in Russia to a defensive line from Konigsberg to the Rumanian mountains. Defend in the west (give up Brest however). Go in the offensive in Italy. Once the Russian onslaught has been blunted, counterattack.
Because of the time limit you won't get a major victory, however. If you want to go for that, use the editor to change the starting year to 1941 or something. That's not really cheating, I think.
"Overlord" is actually my favourite campaign. It allows for a challenging game while, for once, using the Axis in a defensive role.