Benjamin Olson
Hero
The closest I've ever done to multiple characters is throwing in a party NPC that the group played collectively. I would totally be down for it in principle, but I've never had a consistently small group of players who weren't newbies.
If I ever end up actually DMing Waterdeep Dragon Heist, I'll probably have everyone roll a sidekick and take turns bringing theirs along when everyone is actually at the session. The campaign involves basically never leaving the city and having a home base which is also a business, so until the climax at least it makes sense that one or more people would be back at home holding down the fort.
If I ever end up actually DMing Waterdeep Dragon Heist, I'll probably have everyone roll a sidekick and take turns bringing theirs along when everyone is actually at the session. The campaign involves basically never leaving the city and having a home base which is also a business, so until the climax at least it makes sense that one or more people would be back at home holding down the fort.