Ok here goes. I tried to use a variety of tools to do these but mostly stuck with pencil and paint spray.
The flag was all about filling. I just liked the colors.
For the offensive weapon I decided to go with a wizard’s staff complete with glowing crystal on the top as if in mid-spell.
For the defensive weapon (as a person who tends to play healers whenever possible) I decided to use a classic feeling healing potion sitting on a shop counter.
And I used the mask technique to make the shop counter.