>If you have proficiency with a tool, add your Proficiency Bonus to any ability check you make that uses the tool. If you have proficiency in a skill that's used with that check, you have Advantage on the check too.
I assume if I wanted to use Calligrapher's Supplies and Painter's Supplies to the best of my ability, that would also mean I should have proficiency in Sleight of Hand as well? For permanent advantage on any checks related to using those supplies?