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Message: <blockquote data-quote="Sadras" data-source="post: 7645082" data-attributes="member: 6688277">I have posted the below before, but I'm not sure why it is not accepted as a solution:ContestsNon-Proficient: 1d20 + AbilityProficient: Greater of 1d20 + Ability or 8* + ProficiencyExpertise: Greater of 1d20 + Ability or 13* + Proficiency The 8 and 13 (Moderate) can be substituted for10 and 15  (Easy) or 5 and 10 (Hardcore)Size is another factor that can impose Advantage or Disadvantage or contested checks - this is something I use regularly. Exactly like your example up-thread. In fact our table has a Battlemaster PC who regularly buys Potions of Enlargement in order to easier grapple larger opponents.Normal ChecksWith normal checks (not contests) you might just give the character with expertise Advantage on the roll.</blockquote>