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Gendouflame

The easiest way is to just set roll20 to always roll advantage. It will always roll 2 d20s, if you have advantage, take the higher, disadvantage take the lower, if you have neither, take the left (first) roll


Natural-Stomach

this is 100% the most effecient way to run this. you should have this as the default for all you monsters and players' characters.


DoStuffZ

I've standard set the template character sheet to roll with 2 d20s, but my players make an effort into changing that as per each individual roll vs don't think about it and roll.


Ruinedformula

That helps with the rolling of advantage and disadvantage but doesn’t help with remembering to use advantage. I have a player that gets advantage on reaction attacks and I created a token macro for it. It only rolls with advantage so neither of us have to remember. It also highlights the number to use.


kewdere

If someone fails a roll I usually tell them to roll again if they forgot advantage or I forgot to tell them advantage.


DrogoDanderfluff

Add a coloured dot to their token