As per the PHB, a character who uses Wild Shape can benefit from your class features (e.g. multi-classing into Rogue too) as long as "the new form is physically capable of doing so". In the answers below, I have only included features available to a Rogue up to level 18.
I think most of the core Rogue advancement features would work as usual:
The exceptions would be:
From the Roguish Archetypes in the Player's Handbook and Xanathar's Guide to Everything, this is what I gather:
THIEF:
ASSASSIN:
ARCANE TRICKSTER:
INQUISITIVE:
MASTERMIND:
SCOUT:
SWASHBUCKLER:
Although I have done most of the footwork on this answer, I would like to acknowledge Nautarch and Sarcastic Villain for their helpful suggestions and for contributing to the overall understanding of how Wild Shape features in this multi-class build.
Absolutely. A Bear Totem Barbarian Circle of the Moon Druid multiclass is a very strong choice.