Mad Mage campaign, last night’s goal: walk from Skullport through Undermountain’s caves to River Sargauth’s gondola “service”.

Enter Azrok’s Hold, show papers.

Security is high, a patrol intercepts them, show papers.

Exit the Hold, ask for directions to the River, show papers.

Get ambushed by Azrok’s bugbears, show papers.

There’s a hobgoblin squad ahead with clear signs of a recent skirmish with drows, show papers. Yes, the River is that way, be careful of the drows.

After a bend in the caverns, they have clear line of sight to the River and proceed. Drow ambush.

All very good excuses to ingest maple syrup

He has no experiance in ever fighting anyone or anything.

Don’t forget your character should have a reason to be with the group and fit with them and go adventuring. Not knowing how to fight is commoner-levels of skills and will force rapid character progression from the start.