[RPG] Is it better to make two separate contested rolls or one with advantage

anydicednd-5estatistics

I'm trying to model the benefit of enemies working together in contests with my PCs.

Assume I have a pair of enemies that are attempting to shove a PC. They are smart enough for one to use the Help action if it is better to do so. (Shoving is covered on pg 195-196 of the Player's Handbook and is a contest and the Help action is on pg 192)

Intuitively, it seems better for the enemies to gang up and roll a Strength check once (with advantage) against a single Strength (or Dexterity) check made by the PC. However, this surprising AnyDice result suggests it's actually better for each enemy to make their own contest against the PC, with the PC rolling separately against each (what I'm calling "double opposed" in the AnyDice result). The double opposed result appears to be correct since it is the square of the "single opposed" result as it should be for independent die rolls.

Can someone help me to understand why two independent rolls are better in this situation than two rolls taking the higher result (or point out where I've made a mistake)?

Best Answer

Assuming that all involved bonuses are equal:

If you have a single roll with advantage, the attackers roll 2 dice, the defender rolls one die, and the attackers win if the highest of those three die rolls is one of their two die rolls, so they win 2/3 of the time.

If you have two separate attempts, each individual contest is a 50/50 chance, so the attackers win if they win either of two coin flips, so a 3/4 chance.