My current run is a Nord and I'm going to side with the Stormcloaks (first run no spoilers!) but my next idea is a Dunmer that hates Nords and Imperials and I was curious if it's necessary to choose a side or if there is an option to sabotage both sides?
If not I'll just modify his backstory a bit to have an Imperial guard ease his trauma instead of add to it

Thanks in advance guys!