diff --git a/app/javascript/dashboard/components/buttons/ResolveAction.vue b/app/javascript/dashboard/components/buttons/ResolveAction.vue
index b436bf27b..810172ae5 100644
--- a/app/javascript/dashboard/components/buttons/ResolveAction.vue
+++ b/app/javascript/dashboard/components/buttons/ResolveAction.vue
@@ -52,12 +52,16 @@
         <woot-dropdown-item v-if="!isPending">
           <woot-button
             variant="clear"
+            color-scheme="secondary"
+            size="small"
+            icon="book-clock"
             @click="() => toggleStatus(STATUS_TYPE.PENDING)"
           >
             {{ this.$t('CONVERSATION.RESOLVE_DROPDOWN.MARK_PENDING') }}
           </woot-button>
         </woot-dropdown-item>
 
+        <woot-dropdown-divider v-if="isOpen" />
         <woot-dropdown-sub-menu
           v-if="isOpen"
           :title="this.$t('CONVERSATION.RESOLVE_DROPDOWN.SNOOZE.TITLE')"
@@ -65,6 +69,9 @@
           <woot-dropdown-item>
             <woot-button
               variant="clear"
+              color-scheme="secondary"
+              size="small"
+              icon="send-clock"
               @click="() => toggleStatus(STATUS_TYPE.SNOOZED, null)"
             >
               {{ this.$t('CONVERSATION.RESOLVE_DROPDOWN.SNOOZE.NEXT_REPLY') }}
@@ -73,6 +80,9 @@
           <woot-dropdown-item>
             <woot-button
               variant="clear"
+              color-scheme="secondary"
+              size="small"
+              icon="dual-screen-clock"
               @click="
                 () => toggleStatus(STATUS_TYPE.SNOOZED, snoozeTimes.tomorrow)
               "
@@ -83,6 +93,9 @@
           <woot-dropdown-item>
             <woot-button
               variant="clear"
+              color-scheme="secondary"
+              size="small"
+              icon="calendar-clock"
               @click="
                 () => toggleStatus(STATUS_TYPE.SNOOZED, snoozeTimes.nextWeek)
               "
@@ -110,6 +123,8 @@ import {
 import WootDropdownItem from 'shared/components/ui/dropdown/DropdownItem.vue';
 import WootDropdownSubMenu from 'shared/components/ui/dropdown/DropdownSubMenu.vue';
 import WootDropdownMenu from 'shared/components/ui/dropdown/DropdownMenu.vue';
+import WootDropdownDivider from 'shared/components/ui/dropdown/DropdownDivider';
+
 import wootConstants from '../../constants';
 import {
   getUnixTime,
@@ -129,6 +144,7 @@ export default {
     WootDropdownItem,
     WootDropdownMenu,
     WootDropdownSubMenu,
+    WootDropdownDivider,
   },
   mixins: [clickaway, alertMixin, eventListenerMixins],
   props: { conversationId: { type: [String, Number], required: true } },
@@ -269,5 +285,6 @@ export default {
   margin-top: var(--space-micro);
   right: 0;
   max-width: 20rem;
+  min-width: 15.6rem;
 }
 </style>
diff --git a/app/javascript/dashboard/components/layout/sidebarComponents/OptionsMenu.vue b/app/javascript/dashboard/components/layout/sidebarComponents/OptionsMenu.vue
index 7edde95a8..87861b6ad 100644
--- a/app/javascript/dashboard/components/layout/sidebarComponents/OptionsMenu.vue
+++ b/app/javascript/dashboard/components/layout/sidebarComponents/OptionsMenu.vue
@@ -54,7 +54,7 @@
               :class="{ 'is-active': isActive }"
               @click="e => handleProfileSettingClick(e, navigate)"
             >
-              <fluent-icon icon="person" class="icon icon--font" />
+              <fluent-icon icon="person" size="14" class="icon icon--font" />
               <span class="button__content">
                 {{ $t('SIDEBAR_ITEMS.PROFILE_SETTINGS') }}
               </span>
diff --git a/app/javascript/shared/components/FluentIcon/dashboard-icons.json b/app/javascript/shared/components/FluentIcon/dashboard-icons.json
index 0ec2548ea..5f8a72633 100644
--- a/app/javascript/shared/components/FluentIcon/dashboard-icons.json
+++ b/app/javascript/shared/components/FluentIcon/dashboard-icons.json
@@ -15,7 +15,9 @@
   "attach-outline": "M11.772 3.743a6 6 0 0 1 8.66 8.302l-.19.197-8.8 8.798-.036.03a3.723 3.723 0 0 1-5.489-4.973.764.764 0 0 1 .085-.13l.054-.06.086-.088.142-.148.002.003 7.436-7.454a.75.75 0 0 1 .977-.074l.084.073a.75.75 0 0 1 .074.976l-.073.084-7.594 7.613a2.23 2.23 0 0 0 3.174 3.106l8.832-8.83A4.502 4.502 0 0 0 13 4.644l-.168.16-.013.014-9.536 9.536a.75.75 0 0 1-1.133-.977l.072-.084 9.549-9.55h.002Z",
   "autocorrect-outline": "M13.461 4.934c.293.184.548.42.752.698l.117.171 2.945 4.696H21.5a.75.75 0 0 1 .743.649l.007.102a.75.75 0 0 1-.75.75l-3.284-.001.006.009-.009-.01a4.75 4.75 0 1 1-3.463-1.5h.756L13.059 6.6a1.25 1.25 0 0 0-2.04-.112l-.078.112-7.556 12.048a.75.75 0 0 1-1.322-.699l.052-.098L9.67 5.803a2.75 2.75 0 0 1 3.791-.869ZM14.751 12a3.25 3.25 0 1 0 0 6.5 3.25 3.25 0 0 0 0-6.5Z",
   "book-contacts-outline": "M15.5 12.25a.75.75 0 0 0-.75-.75h-5a.75.75 0 0 0-.75.75v.5c0 1 1.383 1.75 3.25 1.75s3.25-.75 3.25-1.75v-.5ZM14 8.745C14 7.78 13.217 7 12.25 7s-1.75.779-1.75 1.745a1.75 1.75 0 1 0 3.5 0ZM4 4.5A2.5 2.5 0 0 1 6.5 2H18a2.5 2.5 0 0 1 2.5 2.5v14.25a.75.75 0 0 1-.75.75H5.5a1 1 0 0 0 1 1h13.25a.75.75 0 0 1 0 1.5H6.5A2.5 2.5 0 0 1 4 19.5v-15Zm1.5 0V18H19V4.5a1 1 0 0 0-1-1H6.5a1 1 0 0 0-1 1Z",
+  "book-clock-outline": ["M13 9.125v1.625h.75a.625.625 0 1 1 0 1.25H12.5a.615.615 0 0 1-.063-.003.625.625 0 0 1-.688-.622v-2.25a.625.625 0 1 1 1.251 0Z", "M12.375 6.005a4.75 4.75 0 1 0 0 9.5 4.75 4.75 0 0 0 0-9.5Zm-3.5 4.75a3.5 3.5 0 1 1 7 0 3.5 3.5 0 0 1-7 0Z", "M6.5 2A2.5 2.5 0 0 0 4 4.5v15A2.5 2.5 0 0 0 6.5 22h13.25a.75.75 0 0 0 0-1.5H6.5a1 1 0 0 1-1-1h14.25a.75.75 0 0 0 .75-.75V4.5A2.5 2.5 0 0 0 18 2H6.5ZM19 18H5.5V4.5a1 1 0 0 1 1-1H18a1 1 0 0 1 1 1V18Z"],
   "building-bank-outline": "M13.032 2.325a1.75 1.75 0 0 0-2.064 0L3.547 7.74c-.978.713-.473 2.26.736 2.26H4.5v5.8A2.75 2.75 0 0 0 3 18.25v1.5c0 .413.336.75.75.75h16.5a.75.75 0 0 0 .75-.75v-1.5a2.75 2.75 0 0 0-1.5-2.45V10h.217c1.21 0 1.713-1.547.736-2.26l-7.421-5.416Zm-1.18 1.211a.25.25 0 0 1 .295 0L18.95 8.5H5.05l6.803-4.964ZM18 10v5.5h-2V10h2Zm-3.5 0v5.5h-1.75V10h1.75Zm-3.25 0v5.5H9.5V10h1.75Zm-5.5 7h12.5c.69 0 1.25.56 1.25 1.25V19h-15v-.75c0-.69.56-1.25 1.25-1.25ZM6 15.5V10h2v5.5H6Z",
+  "calendar-clock-outline": ["M21 6.25A3.25 3.25 0 0 0 17.75 3H6.25A3.25 3.25 0 0 0 3 6.25v11.5A3.25 3.25 0 0 0 6.25 21h5.772a6.471 6.471 0 0 1-.709-1.5H6.25a1.75 1.75 0 0 1-1.75-1.75V8.5h15v2.813a6.471 6.471 0 0 1 1.5.709V6.25ZM6.25 4.5h11.5c.966 0 1.75.784 1.75 1.75V7h-15v-.75c0-.966.784-1.75 1.75-1.75Z", "M23 17.5a5.5 5.5 0 1 0-11 0 5.5 5.5 0 0 0 11 0Zm-5.5 0h2a.5.5 0 0 1 0 1H17a.5.5 0 0 1-.5-.491v-3.01a.5.5 0 0 1 1 0V17.5Z"],
   "call-outline": "m7.056 2.418 1.167-.351a2.75 2.75 0 0 1 3.302 1.505l.902 2.006a2.75 2.75 0 0 1-.633 3.139L10.3 10.11a.25.25 0 0 0-.078.155c-.044.397.225 1.17.845 2.245.451.781.86 1.33 1.207 1.637.242.215.375.261.432.245l2.01-.615a2.75 2.75 0 0 1 3.034 1.02l1.281 1.776a2.75 2.75 0 0 1-.339 3.605l-.886.84a3.75 3.75 0 0 1-3.587.889c-2.754-.769-5.223-3.093-7.435-6.924-2.215-3.836-2.992-7.14-2.276-9.913a3.75 3.75 0 0 1 2.548-2.652Zm.433 1.437a2.25 2.25 0 0 0-1.529 1.59c-.602 2.332.087 5.261 2.123 8.788 2.033 3.522 4.222 5.582 6.54 6.23a2.25 2.25 0 0 0 2.151-.534l.887-.84a1.25 1.25 0 0 0 .154-1.639l-1.28-1.775a1.25 1.25 0 0 0-1.38-.464l-2.015.617c-1.17.348-2.232-.593-3.372-2.568C9 11.93 8.642 10.9 8.731 10.099c.047-.416.24-.8.546-1.086l1.494-1.393a1.25 1.25 0 0 0 .288-1.427l-.902-2.006a1.25 1.25 0 0 0-1.5-.684l-1.168.352Z",
   "chat-help-outline": "M12 2c5.523 0 10 4.477 10 10s-4.477 10-10 10a9.96 9.96 0 0 1-4.587-1.112l-3.826 1.067a1.25 1.25 0 0 1-1.54-1.54l1.068-3.823A9.96 9.96 0 0 1 2 12C2 6.477 6.477 2 12 2Zm0 1.5A8.5 8.5 0 0 0 3.5 12c0 1.47.373 2.883 1.073 4.137l.15.27-1.112 3.984 3.987-1.112.27.15A8.5 8.5 0 1 0 12 3.5Zm0 12a1 1 0 1 1 0 2 1 1 0 0 1 0-2Zm0-8.75a2.75 2.75 0 0 1 2.75 2.75c0 1.01-.297 1.574-1.051 2.359l-.169.171c-.622.622-.78.886-.78 1.47a.75.75 0 0 1-1.5 0c0-1.01.297-1.574 1.051-2.359l.169-.171c.622-.622.78-.886.78-1.47a1.25 1.25 0 0 0-2.493-.128l-.007.128a.75.75 0 0 1-1.5 0A2.75 2.75 0 0 1 12 6.75Z",
   "chat-multiple-outline": "M9.562 3a7.5 7.5 0 0 0-6.798 10.673l-.724 2.842a1.25 1.25 0 0 0 1.504 1.524c.75-.18 1.903-.457 2.93-.702A7.5 7.5 0 1 0 9.561 3Zm-6 7.5a6 6 0 1 1 3.33 5.375l-.244-.121-.264.063c-.923.22-1.99.475-2.788.667l.69-2.708.07-.276-.13-.253a5.971 5.971 0 0 1-.664-2.747Zm11 10.5c-1.97 0-3.762-.759-5.1-2h.1c.718 0 1.415-.089 2.08-.257.865.482 1.86.757 2.92.757.96 0 1.866-.225 2.67-.625l.243-.121.264.063c.922.22 1.966.445 2.74.61-.175-.751-.414-1.756-.642-2.651l-.07-.276.13-.253a5.971 5.971 0 0 0 .665-2.747 5.995 5.995 0 0 0-2.747-5.042 8.44 8.44 0 0 0-.8-2.047 7.503 7.503 0 0 1 4.344 10.263c.253 1.008.509 2.1.671 2.803a1.244 1.244 0 0 1-1.467 1.5 132.62 132.62 0 0 1-2.913-.64 7.476 7.476 0 0 1-3.088.663Z",
@@ -36,6 +38,7 @@
   "dismiss-circle-outline": "M12 2c5.523 0 10 4.477 10 10s-4.477 10-10 10S2 17.523 2 12 6.477 2 12 2Zm0 1.5a8.5 8.5 0 1 0 0 17 8.5 8.5 0 0 0 0-17Zm3.446 4.897.084.073a.75.75 0 0 1 .073.976l-.073.084L13.061 12l2.47 2.47a.75.75 0 0 1 .072.976l-.073.084a.75.75 0 0 1-.976.073l-.084-.073L12 13.061l-2.47 2.47a.75.75 0 0 1-.976.072l-.084-.073a.75.75 0 0 1-.073-.976l.073-.084L10.939 12l-2.47-2.47a.75.75 0 0 1-.072-.976l.073-.084a.75.75 0 0 1 .976-.073l.084.073L12 10.939l2.47-2.47a.75.75 0 0 1 .976-.072Z",
   "dismiss-outline": "m4.397 4.554.073-.084a.75.75 0 0 1 .976-.073l.084.073L12 10.939l6.47-6.47a.75.75 0 1 1 1.06 1.061L13.061 12l6.47 6.47a.75.75 0 0 1 .072.976l-.073.084a.75.75 0 0 1-.976.073l-.084-.073L12 13.061l-6.47 6.47a.75.75 0 0 1-1.06-1.061L10.939 12l-6.47-6.47a.75.75 0 0 1-.072-.976l.073-.084-.073.084Z",
   "document-outline": "M18.5 20a.5.5 0 0 1-.5.5H6a.5.5 0 0 1-.5-.5V4a.5.5 0 0 1 .5-.5h6V8a2 2 0 0 0 2 2h4.5v10Zm-5-15.379L17.378 8.5H14a.5.5 0 0 1-.5-.5V4.621Zm5.914 3.793-5.829-5.828c-.026-.026-.058-.046-.085-.07a2.072 2.072 0 0 0-.219-.18c-.04-.027-.086-.045-.128-.068-.071-.04-.141-.084-.216-.116a1.977 1.977 0 0 0-.624-.138C12.266 2.011 12.22 2 12.172 2H6a2 2 0 0 0-2 2v16a2 2 0 0 0 2 2h12a2 2 0 0 0 2-2V9.828a2 2 0 0 0-.586-1.414Z",
+  "dual-screen-clock-outline": "M10.019 6.002a6.632 6.632 0 0 0 .058 1.5H3.75a.25.25 0 0 0-.25.25v12.494c0 .138.112.25.25.25h7.498l-.001-10.167c.416.57.924 1.07 1.5 1.479v8.69h7.498a.25.25 0 0 0 .25-.25v-8.62a6.535 6.535 0 0 0 1.501-1.656V20.25a1.75 1.75 0 0 1-1.75 1.75h-8.998l-.001-.003H3.75A1.75 1.75 0 0 1 2 20.246V7.751c0-.966.784-1.75 1.75-1.75h6.269Zm6.22 11.498a.75.75 0 0 1 .101 1.493L16.24 19h-1.5a.75.75 0 0 1-.102-1.493l.102-.007h1.5Zm-6.996 0a.75.75 0 0 1 .102 1.493L9.243 19H7.74a.75.75 0 0 1-.102-1.493l.102-.007h1.502ZM16.498 1a5.5 5.5 0 1 1 0 11 5.5 5.5 0 0 1 0-11Zm-1 2a.5.5 0 0 0-.5.5v4a.5.5 0 0 0 .5.5h3.001a.5.5 0 0 0 0-1h-2.501V3.5a.5.5 0 0 0-.5-.5Z",
   "edit-outline": "M21.03 2.97a3.578 3.578 0 0 1 0 5.06L9.062 20a2.25 2.25 0 0 1-.999.58l-5.116 1.395a.75.75 0 0 1-.92-.921l1.395-5.116a2.25 2.25 0 0 1 .58-.999L15.97 2.97a3.578 3.578 0 0 1 5.06 0ZM15 6.06 5.062 16a.75.75 0 0 0-.193.333l-1.05 3.85 3.85-1.05A.75.75 0 0 0 8 18.938L17.94 9 15 6.06Zm2.03-2.03-.97.97L19 7.94l.97-.97a2.079 2.079 0 0 0-2.94-2.94Z",
   "emoji-outline": "M12 1.999c5.524 0 10.002 4.478 10.002 10.002 0 5.523-4.478 10.001-10.002 10.001-5.524 0-10.002-4.478-10.002-10.001C1.998 6.477 6.476 1.999 12 1.999Zm0 1.5a8.502 8.502 0 1 0 0 17.003A8.502 8.502 0 0 0 12 3.5ZM8.462 14.784A4.491 4.491 0 0 0 12 16.502a4.492 4.492 0 0 0 3.535-1.714.75.75 0 1 1 1.177.93A5.991 5.991 0 0 1 12 18.002a5.991 5.991 0 0 1-4.716-2.29.75.75 0 0 1 1.178-.928ZM9 8.75a1.25 1.25 0 1 1 0 2.499A1.25 1.25 0 0 1 9 8.75Zm6 0a1.25 1.25 0 1 1 0 2.499 1.25 1.25 0 0 1 0-2.499Z",
   "error-circle-outline": "M12 2c5.523 0 10 4.478 10 10s-4.477 10-10 10S2 17.522 2 12 6.477 2 12 2Zm0 1.667c-4.595 0-8.333 3.738-8.333 8.333 0 4.595 3.738 8.333 8.333 8.333 4.595 0 8.333-3.738 8.333-8.333 0-4.595-3.738-8.333-8.333-8.333Zm-.001 10.835a.999.999 0 1 1 0 1.998.999.999 0 0 1 0-1.998ZM11.994 7a.75.75 0 0 1 .744.648l.007.101.004 4.502a.75.75 0 0 1-1.493.103l-.007-.102-.004-4.501a.75.75 0 0 1 .75-.751Z",
@@ -70,6 +73,7 @@
   "resize-large-outline": "M6.25 4.5A1.75 1.75 0 0 0 4.5 6.25v1.5a.75.75 0 0 1-1.5 0v-1.5A3.25 3.25 0 0 1 6.25 3h1.5a.75.75 0 0 1 0 1.5h-1.5ZM19.5 6.25a1.75 1.75 0 0 0-1.75-1.75h-1.5a.75.75 0 0 1 0-1.5h1.5A3.25 3.25 0 0 1 21 6.25v1.5a.75.75 0 0 1-1.5 0v-1.5ZM19.5 17.75a1.75 1.75 0 0 1-1.75 1.75h-1.5a.75.75 0 0 0 0 1.5h1.5A3.25 3.25 0 0 0 21 17.75v-1.5a.75.75 0 0 0-1.5 0v1.5ZM4.5 17.75c0 .966.784 1.75 1.75 1.75h1.5a.75.75 0 0 1 0 1.5h-1.5A3.25 3.25 0 0 1 3 17.75v-1.5a.75.75 0 0 1 1.5 0v1.5ZM8.25 6A2.25 2.25 0 0 0 6 8.25v7.5A2.25 2.25 0 0 0 8.25 18h7.5A2.25 2.25 0 0 0 18 15.75v-7.5A2.25 2.25 0 0 0 15.75 6h-7.5ZM7.5 8.25a.75.75 0 0 1 .75-.75h7.5a.75.75 0 0 1 .75.75v7.5a.75.75 0 0 1-.75.75h-7.5a.75.75 0 0 1-.75-.75v-7.5Z",
   "search-outline": "M10 2.75a7.25 7.25 0 0 1 5.63 11.819l4.9 4.9a.75.75 0 0 1-.976 1.134l-.084-.073-4.901-4.9A7.25 7.25 0 1 1 10 2.75Zm0 1.5a5.75 5.75 0 1 0 0 11.5 5.75 5.75 0 0 0 0-11.5Z",
   "send-outline": "M5.694 12 2.299 3.272c-.236-.607.356-1.188.942-.982l.093.04 18 9a.75.75 0 0 1 .097 1.283l-.097.058-18 9c-.583.291-1.217-.244-1.065-.847l.03-.096L5.694 12 2.299 3.272 5.694 12ZM4.402 4.54l2.61 6.71h6.627a.75.75 0 0 1 .743.648l.007.102a.75.75 0 0 1-.649.743l-.101.007H7.01l-2.609 6.71L19.322 12 4.401 4.54Z",
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diff --git a/app/javascript/shared/components/ui/dropdown/DropdownSubMenu.vue b/app/javascript/shared/components/ui/dropdown/DropdownSubMenu.vue
index 95813f68b..2055ffc5e 100644
--- a/app/javascript/shared/components/ui/dropdown/DropdownSubMenu.vue
+++ b/app/javascript/shared/components/ui/dropdown/DropdownSubMenu.vue
@@ -1,18 +1,21 @@
 <template>
   <li class="sub-menu-container">
-    <div class="sub-menu-title">
-      <span class="small">{{ title }}</span>
-    </div>
     <ul class="sub-menu-li-container">
+      <woot-dropdown-header :title="title" />
       <slot></slot>
     </ul>
   </li>
 </template>
 <script>
+import WootDropdownHeader from 'shared/components/ui/dropdown/DropdownHeader';
+
 export default {
   name: 'WootDropdownMenu',
   componentName: 'WootDropdownMenu',
 
+  components: {
+    WootDropdownHeader,
+  },
   props: {
     title: {
       type: String,
@@ -23,21 +26,7 @@ export default {
 </script>
 <style lang="scss" scoped>
 .sub-menu-container {
-  border-top: 1px solid var(--color-border);
   margin-top: var(--space-micro);
-
-  &:not(:last-child) {
-    border-bottom: 1px solid var(--color-border);
-  }
-}
-.sub-menu-title {
-  padding: var(--space-one) var(--space-one) var(--space-smaller);
-  text-transform: uppercase;
-
-  .small {
-    color: var(--b-600);
-    font-weight: var(--font-weight-medium);
-  }
 }
 
 .sub-menu-li-container {