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Message: <blockquote data-quote="Matthan" data-source="post: 7042823" data-attributes="member: 20005">[MENTION=8058]Queenie[/MENTION] The rules aren't that hard.  You just need more experience with them.  Advantage only happens when either the DM grants it or if something like a spell or specific situation warrants it (like if you were hidden with stealth and attack before being seen).  Most of the time, the DM will tell you if you have advantage or a player will say if they have used an ability that grants you advantage.  So, don't stress about it.I was going to walk you through Cunning Action as well, but I think I may have found a problem with your character.  Kat is a Rogue 3/Fighter 1.  At Rogue 3, you should have chosen an Archetype that would give you some additional abilities (and some tweak your Cunning Action which is why I checked), but I can't find anywhere on your sheet where you did.  The three options in the PHB are Thief, Assassin, and Arcane Trickster.  The SCAG has two additional archetypes, the Mastermind and Swashbuckler.  [MENTION=20323]Quickleaf[/MENTION] also has a Swashbuckler archetype he designed for this game.  Personally, if I were you, I would use QL's Swashbuckler archetype.  It would give your AC a bump and you would get to pick two nifty Seafarer Tricks (and you should definitely pick up Issue Commands at 7th level).</blockquote>