diff --git a/module/data/action/baseAction.mjs b/module/data/action/baseAction.mjs
index 4edf951e..f6ffe75f 100644
--- a/module/data/action/baseAction.mjs
+++ b/module/data/action/baseAction.mjs
@@ -241,11 +241,12 @@ export default class DHBaseAction extends ActionMixin(foundry.abstract.DataModel
      */
     prepareBaseConfig(event) {
         const isActor = this.item instanceof CONFIG.Actor.documentClass;
-        const isItem = this.item instanceof CONFIG.Item.documentClass;
+        const actionTitle = game.i18n.localize(this.name);
+        const itemTitle = isActor || this.item.name === actionTitle ? '' : `${this.item.name} - `;
 
         const config = {
             event,
-            title: `${isActor || isItem ? '' : `${this.item.name}: `}${game.i18n.localize(this.name)}`,
+            title: `${itemTitle}${actionTitle}`,
             source: {
                 item: this.item._id,
                 originItem: this.originItem,
diff --git a/module/data/settings/Appearance.mjs b/module/data/settings/Appearance.mjs
index d7a638d7..cd98d6f9 100644
--- a/module/data/settings/Appearance.mjs
+++ b/module/data/settings/Appearance.mjs
@@ -37,7 +37,7 @@ export default class DhAppearance extends foundry.abstract.DataModel {
             extendEnvironmentDescriptions: new BooleanField(),
             extendItemDescriptions: new BooleanField(),
             expandRollMessage: new SchemaField({
-                desc: new BooleanField(),
+                desc: new BooleanField({ initial: true }),
                 roll: new BooleanField(),
                 damage: new BooleanField(),
                 target: new BooleanField()
diff --git a/styles/less/ui/chat/chat.less b/styles/less/ui/chat/chat.less
index 1a6c9427..8728fbda 100644
--- a/styles/less/ui/chat/chat.less
+++ b/styles/less/ui/chat/chat.less
@@ -228,6 +228,15 @@
             font-size: var(--font-size-12);
             padding: 0 20px;
 
+            .roll-part-title {
+                text-align: center;
+                font-family: @font-subtitle;
+                font-size: var(--font-size-18);
+                font-weight: bold;
+                color: var(--text-color);
+                margin-bottom: -2px;
+            }
+
             > .roll-part-header {
                 font-size: var(--font-size-14);
             }
@@ -574,6 +583,30 @@
             }
         }
 
+        .chat-roll .description-section {
+            .roll-part-content {
+                .dice-tooltip {
+                    .wrapper {
+                        i {
+                            margin: 0;
+
+                            :first-child {
+                                margin-top: 0;
+                            }
+
+                            :last-child {
+                                margin-bottom: 0;
+                            }
+                        }
+
+                        > :first-child:not(.target-selector) {
+                            margin: 0;
+                        }
+                    }
+                }
+            }
+        }
+
         .roll-buttons {
             display: flex;
             gap: 5px;
diff --git a/templates/ui/chat/roll.hbs b/templates/ui/chat/roll.hbs
index 5ab55552..c7b17b21 100644
--- a/templates/ui/chat/roll.hbs
+++ b/templates/ui/chat/roll.hbs
@@ -1,7 +1,10 @@
 <div class="chat-roll">
+    <div class="roll-part-title"><span>{{title}}</span></div>
     {{#if actionDescription}}{{> 'systems/daggerheart/templates/ui/chat/parts/description-part.hbs'}}{{/if}}
-    <div class="roll-part-header"><span>{{title}}</span></div>
-    {{#if hasRoll}}{{> 'systems/daggerheart/templates/ui/chat/parts/roll-part.hbs'}}{{/if}}
+    {{#if hasRoll}}
+        <div class="roll-part-header"><span>{{localize "Result"}}</span></div>
+        {{> 'systems/daggerheart/templates/ui/chat/parts/roll-part.hbs'}}
+    {{/if}}
     {{#if (or hasDamage hasHealing)}}{{> 'systems/daggerheart/templates/ui/chat/parts/damage-part.hbs'}}{{/if}}
     {{#if hasTarget}}{{> 'systems/daggerheart/templates/ui/chat/parts/target-part.hbs'}}{{/if}}
     <div class="roll-part-header"><div></div></div>