Well, for the click to roll damage, that's a setting you can change on the settings tab of a given PC or NPC , or you can change the behavior for all characters on your games settings page . You could set up a custom Ability to roll a given attack twice in a row, but that's a bit involved. If you have one or two attacks (it sounds like from your description you are a player?) then you can create a macro bar button for each of those attacks. Open your character sheet (it cannot be popped out into its own window for this), find the attack you want to have quick access to, and instead of clicking on it, click and drag it down to your macro bar. (If the macro bar is not displayed, you can turn that on on the settings tab of your game while you are logged in). It will probably have a very long name. Right click on it and it will allow you to type in a name of your choice (ex. "Great Axe"). Now to do two attacks, just click that button twice. If you have auto roll damage turned on, you won't even need extra clicks to roll damage.