Hey! Thank you for the reports. These two should absolutely be fixed and I'll push the changes right now!
The raffle works similarly to the one from Twitch, although it doesn't currently allow for a re-roll. It does send a DM to the raffle starter with all IDs of the participants to allow for a manual re-roll though if the winner is inactive, for example.
The bot was inspired by @buckydurddle who wants to have raffles on his radio shows!