Ok, there's a couple of options. The damage 2 section isn't much good, as it's a bit early in the macro order and if we cram any tricks in there they get overwritten. So there's a few options, really - I'd say the first one will probably be best. 1) Upside Down - we want to stuff a {{desc=[img]( <a href="http://www.image.com/1.png" rel="nofollow">www.image.com/1.png</a> )}} description property in the damage 2 section, inside a Query. The problem here is that the way the sheet outputs the macro the {{desc}} field (pulled from the "DESCRIPTION:" box in the attack's settings) comes after the {{dmg2}} field, so the sheet's version will overwrite anything we try to do in the {{dmg2}} section. So we do it upside down - disable the DAMAGE2: section on the sheet, and add the damage 2 data to the description area so we overwrite the sheet's {{dmg2}} property from within the Query. It boils down to putting this into the DESCRIPTION field in the attack settings (example just uses the Roll20 logo): ?{Sneak Attack?|No,&rcub;&rcub;{{|Yes,[&nbsp;](#"><img src="<a href="https://app.roll20.net/v2/images/roll20-logo.png?v=2" rel="nofollow">https://app.roll20.net/v2/images/roll20-logo.png?v=2</a>" style="display:block; margin:auto;)&rcub;&rcub; {{dmg2flag=1&rcub;&rcub; {{dmg2type=Sneak&rcub;&rcub;{{dmg2=[[1d6]]} I'd say this is your best bet. edit - if you already have content in the DESCRIPTION box, just paste this after it. 2) Global Modifier - use a global modifier instead of the DAMAGE2 field. Global damage mods are annoying because you need to enable & disable them all the time. But they're great because they come right at the end of the macro, so you can overwrite any other property you like. In this case, we only need to insert the {{desc}} property with the image link - you can keep using the DAMAGE2 section on the sheet. So this goes in the damage section on a global damage modifier: ?{Sneak Attack?|No,0|Yes,1d6]]&rcub;&rcub;{{desc=[&nbsp;](#"><img src="<a href="https://app.roll20.net/v2/images/roll20-logo.png?v=2" rel="nofollow">https://app.roll20.net/v2/images/roll20-logo.png?v=2</a>" style="display:block; margin:auto;)&rcub;&rcub; {{[[0 This is a little cleaner, but potentially involves making your main attack more of a pain to use due to the clicking on and off of the global. Not ideal. 3) Custom Macro - This gives you full control over the output - with this method you can output the image as its own post, or in its own template - whatever you like. You can't run this from the sheet, and you said you didn't want to go in this direction, but it does give the most flexibility. edit - I've used an extra trick to get the image centered in the template. If you don't care about that, you can just use a normal image link, so: [img](<a href="https://app.roll20.net/v2/images/roll20-logo.png?v=2" rel="nofollow">https://app.roll20.net/v2/images/roll20-logo.png?v=2</a>) - instead of - [&nbsp;](#"><img src="<a href="https://app.roll20.net/v2/images/roll20-logo.png?v=2" rel="nofollow">https://app.roll20.net/v2/images/roll20-logo.png?v=2</a>" style="display:block; margin:auto;) There's also a lot of characters in the above tricks that stop the rest of the template from breaking - all the trailing [ { characters are needed, so make sure you paste the whole lot in