diff --git a/src/dispatch/case/enums.py b/src/dispatch/case/enums.py
index de667c0ebdd8..a549425922f9 100644
--- a/src/dispatch/case/enums.py
+++ b/src/dispatch/case/enums.py
@@ -9,10 +9,52 @@ class CaseStatus(DispatchEnum):
 
 
 class CaseResolutionReason(DispatchEnum):
+    benign = "Benign"
+    contained = "Contained"
+    escalated = "Escalated"
     false_positive = "False Positive"
-    user_acknowledge = "User Acknowledged"
+    information_gathered = "Information Gathered"
+    insufficient_information = "Insufficient Information"
     mitigated = "Mitigated"
-    escalated = "Escalated"
+    operational_error = "Operational Error"
+    policy_violation = "Policy Violation"
+    user_acknowledged = "User Acknowledged"
+
+
+class CaseResolutionReasonDescription(DispatchEnum):
+    """Descriptions for case resolution reasons."""
+
+    benign = (
+        "The event was legitimate but posed no security threat, such as expected behavior "
+        "from a known application or user."
+    )
+    contained = (
+        "(True positive) The event was a legitimate threat but was contained to prevent "
+        "further spread or damage."
+    )
+    escalated = "There was enough information to create an incident based on the security event."
+    false_positive = "The event was incorrectly flagged as a security event."
+    information_gathered = (
+        "Used when a case was opened with the primary purpose of collecting information."
+    )
+    insufficient_information = (
+        "There was not enough information to determine the nature of the event conclusively."
+    )
+    mitigated = (
+        "(True Positive) The event was a legitimate security threat and was successfully "
+        "mitigated before causing harm."
+    )
+    operational_error = (
+        "The event was caused by a mistake in system configuration or user operation, "
+        "not malicious activity."
+    )
+    policy_violation = (
+        "The event was a breach of internal security policies but did not result in a "
+        "security incident."
+    )
+    user_acknowledged = (
+        "While the event was suspicious it was confirmed by the actor to be intentional."
+    )
 
 
 class CostModelType(DispatchEnum):
diff --git a/src/dispatch/case/flows.py b/src/dispatch/case/flows.py
index 585479cfb346..d08e294e0fc1 100644
--- a/src/dispatch/case/flows.py
+++ b/src/dispatch/case/flows.py
@@ -210,7 +210,7 @@ def case_auto_close_flow(case: Case, db_session: Session):
     "Runs the case auto close flow."
     # we mark the case as closed
     case.resolution = "Auto closed via case type auto close configuration."
-    case.resolution_reason = CaseResolutionReason.user_acknowledge
+    case.resolution_reason = CaseResolutionReason.user_acknowledged
     case.status = CaseStatus.closed
     db_session.add(case)
     db_session.commit()
diff --git a/src/dispatch/plugins/dispatch_slack/case/interactive.py b/src/dispatch/plugins/dispatch_slack/case/interactive.py
index 0c79c900ba6e..d09eda61a706 100644
--- a/src/dispatch/plugins/dispatch_slack/case/interactive.py
+++ b/src/dispatch/plugins/dispatch_slack/case/interactive.py
@@ -27,7 +27,7 @@
 from dispatch.auth.models import DispatchUser, MfaChallengeStatus
 from dispatch.case import flows as case_flows
 from dispatch.case import service as case_service
-from dispatch.case.enums import CaseResolutionReason, CaseStatus
+from dispatch.case.enums import CaseResolutionReason, CaseStatus, CaseResolutionReasonDescription
 from dispatch.case.models import Case, CaseCreate, CaseRead, CaseUpdate
 from dispatch.case.type import service as case_type_service
 from dispatch.config import DISPATCH_UI_URL
@@ -68,6 +68,7 @@
 from dispatch.plugins.dispatch_slack.decorators import message_dispatcher
 from dispatch.plugins.dispatch_slack.enums import SlackAPIErrorCode
 from dispatch.plugins.dispatch_slack.fields import (
+    DefaultActionIds,
     DefaultBlockIds,
     case_priority_select,
     case_resolution_reason_select,
@@ -287,7 +288,7 @@ def handle_update_case_command(
         ),
         case_visibility_select(
             initial_option={"text": case.visibility, "value": case.visibility},
-        )
+        ),
     ]
 
     modal = Modal(
@@ -2084,10 +2085,13 @@ def resolve_button_click(
     reason = case.resolution_reason
     blocks = [
         (
-            case_resolution_reason_select(initial_option={"text": reason, "value": reason})
+            case_resolution_reason_select(
+                initial_option={"text": reason, "value": reason}, dispatch_action=True
+            )
             if reason
-            else case_resolution_reason_select()
+            else case_resolution_reason_select(dispatch_action=True)
         ),
+        Context(elements=[MarkdownText(text="Select a resolution reason to see its description")]),
         resolution_input(initial_value=case.resolution),
     ]
 
@@ -2102,6 +2106,62 @@ def resolve_button_click(
     client.views_open(trigger_id=body["trigger_id"], view=modal)
 
 
+@app.action(
+    DefaultActionIds.case_resolution_reason_select,
+    middleware=[action_context_middleware, db_middleware],
+)
+def handle_resolution_reason_select_action(
+    ack: Ack,
+    body: dict,
+    client: WebClient,
+    context: BoltContext,
+    db_session: Session,
+):
+    """Handles the resolution reason select action."""
+    ack()
+
+    # Get the selected resolution reason
+    values = body["view"]["state"]["values"]
+    block_id = DefaultBlockIds.case_resolution_reason_select
+    action_id = DefaultActionIds.case_resolution_reason_select
+    resolution_reason = values[block_id][action_id]["selected_option"]["value"]
+
+    # Get the description for the selected reason
+    try:
+        # Map the resolution reason string to the enum key
+        reason_key = resolution_reason.lower().replace(" ", "_")
+        description = CaseResolutionReasonDescription[reason_key].value
+    except KeyError:
+        description = "No description available"
+
+    # Get the current case
+    case = case_service.get(db_session=db_session, case_id=int(context["subject"].id))
+
+    # Rebuild the modal with the updated description
+    blocks = [
+        case_resolution_reason_select(
+            initial_option={"text": resolution_reason, "value": resolution_reason},
+            dispatch_action=True,
+        ),
+        Context(elements=[MarkdownText(text=f"*Description:* {description}")]),
+        resolution_input(initial_value=case.resolution),
+    ]
+
+    modal = Modal(
+        title="Resolve Case",
+        blocks=blocks,
+        submit="Resolve",
+        close="Close",
+        callback_id=CaseResolveActions.submit,
+        private_metadata=context["subject"].json(),
+    ).build()
+
+    client.views_update(
+        view_id=body["view"]["id"],
+        view=modal,
+    )
+
+
 @app.action(CaseNotificationActions.triage, middleware=[button_context_middleware, db_middleware])
 def triage_button_click(
     ack: Ack, body: dict, db_session: Session, context: BoltContext, client: WebClient
@@ -2884,7 +2944,7 @@ def resolve_case(
     )
     case_in = CaseUpdate(
         title=case.title,
-        resolution_reason=CaseResolutionReason.user_acknowledge,
+        resolution_reason=CaseResolutionReason.user_acknowledged,
         resolution=context_from_user,
         visibility=case.visibility,
         status=CaseStatus.closed,
diff --git a/src/dispatch/static/dispatch/src/case/CaseResolutionSearchPopover.vue b/src/dispatch/static/dispatch/src/case/CaseResolutionSearchPopover.vue
index c3a8c299ac91..c9d8f5f95d2c 100644
--- a/src/dispatch/static/dispatch/src/case/CaseResolutionSearchPopover.vue
+++ b/src/dispatch/static/dispatch/src/case/CaseResolutionSearchPopover.vue
@@ -1,6 +1,5 @@
 <script setup lang="ts">
-import { ref } from "vue"
-import type { Ref } from "vue"
+import { computed } from "vue"
 
 import CaseApi from "@/case/api"
 import SearchPopover from "@/components/SearchPopover.vue"
@@ -11,12 +10,9 @@ defineProps<{ caseResolution: string }>()
 
 const store = useStore()
 const { setSaving } = useSavingState()
-const caseResolutions: Ref<string[]> = ref([
-  "False Positive",
-  "User Acknowledged",
-  "Mitigated",
-  "Escalated",
-])
+
+const caseResolutions = computed(() => store.state.case_management.resolutionReasons)
+const caseResolutionTooltips = computed(() => store.state.case_management.resolutionTooltips)
 
 const selectCaseResolution = async (caseResolutionName: string) => {
   // Get the case details from the Vuex store
@@ -37,5 +33,6 @@ const selectCaseResolution = async (caseResolutionName: string) => {
     @item-selected="selectCaseResolution"
     label="Set resolution..."
     :hotkeys="[]"
+    :tooltips="caseResolutionTooltips"
   />
 </template>
diff --git a/src/dispatch/static/dispatch/src/case/ClosedDialog.vue b/src/dispatch/static/dispatch/src/case/ClosedDialog.vue
index 660765180fd1..6f190341c84d 100644
--- a/src/dispatch/static/dispatch/src/case/ClosedDialog.vue
+++ b/src/dispatch/static/dispatch/src/case/ClosedDialog.vue
@@ -10,13 +10,37 @@
       <v-card-actions>
         <v-container>
           <v-row>
-            <v-col cols="12">
+            <v-col cols="12" sm="6">
               <v-select
                 v-model="resolutionReason"
                 label="Resolution Reason"
-                :items="resolutionReasons"
+                :items="$store.state.case_management.resolutionReasons"
                 hint="The general reason why a given case was resolved."
-              />
+                :menu-props="{ contentClass: 'resolution-menu' }"
+              >
+                <template #item="{ item, props }">
+                  <v-list-item v-bind="props">
+                    <template #title>
+                      <div class="d-flex align-center justify-space-between">
+                        {{ item.title }}
+                        <v-tooltip location="right">
+                          <template #activator="{ props }">
+                            <v-icon
+                              v-bind="props"
+                              icon="mdi-information"
+                              size="small"
+                              class="ml-2"
+                            />
+                          </template>
+                          <span>{{
+                            $store.state.case_management.resolutionTooltips[item.title]
+                          }}</span>
+                        </v-tooltip>
+                      </div>
+                    </template>
+                  </v-list-item>
+                </template>
+              </v-select>
             </v-col>
             <v-col cols="12">
               <v-textarea
@@ -59,7 +83,6 @@ export default {
     return {
       resolutionReason: "False Positive",
       resolution: "Description of the actions taken to resolve the case.",
-      resolutionReasons: ["False Positive", "User Acknowledged", "Mitigated", "Escalated"],
     }
   },
 
@@ -76,3 +99,27 @@ export default {
   },
 }
 </script>
+
+<style scoped>
+.resolution-menu {
+  max-width: 300px;
+}
+
+:deep(.v-list-item) {
+  padding: 8px 16px;
+}
+
+:deep(.v-select__content) {
+  max-width: 300px;
+}
+
+/* Lighten tooltip info icons */
+:deep(.v-tooltip .v-icon) {
+  color: #cccccc !important;
+}
+
+/* Alternative approach - target the icon directly */
+:deep(.mdi-information) {
+  color: #b0b0b0 !important;
+}
+</style>
diff --git a/src/dispatch/static/dispatch/src/case/DetailsTab.vue b/src/dispatch/static/dispatch/src/case/DetailsTab.vue
index 03cb5365fad8..a1c9ea5abe6b 100644
--- a/src/dispatch/static/dispatch/src/case/DetailsTab.vue
+++ b/src/dispatch/static/dispatch/src/case/DetailsTab.vue
@@ -27,9 +27,26 @@
         <v-select
           v-model="resolution_reason"
           label="Resolution Reason"
-          :items="resolutionReasons"
+          :items="$store.state.case_management.resolutionReasons"
           hint="The general reason why a given case was resolved."
-        />
+          :menu-props="{ contentClass: 'resolution-menu' }"
+        >
+          <template #item="{ item, props }">
+            <v-list-item v-bind="props">
+              <template #title>
+                <div class="d-flex align-center justify-space-between">
+                  {{ item.title }}
+                  <v-tooltip location="right">
+                    <template #activator="{ props }">
+                      <v-icon v-bind="props" icon="mdi-information" size="small" class="ml-2" />
+                    </template>
+                    <span>{{ $store.state.case_management.resolutionTooltips[item.title] }}</span>
+                  </v-tooltip>
+                </div>
+              </template>
+            </v-list-item>
+          </template>
+        </v-select>
       </v-col>
       <v-col cols="12">
         <v-textarea
@@ -205,7 +222,6 @@ export default {
         { title: "Closed", value: "Closed" },
       ],
       visibilities: ["Open", "Restricted"],
-      resolutionReasons: ["False Positive", "User Acknowledged", "Mitigated", "Escalated"],
       only_one: (value) => {
         if (value && value.length > 1) {
           return "Only one is allowed"
@@ -253,4 +269,32 @@ export default {
   opacity: 0.6;
   pointer-events: none;
 }
+
+.resolution-item {
+  margin-left: 12px;
+  margin-bottom: 4px;
+  padding: 8px 0;
+}
+
+.resolution-menu {
+  max-width: 300px;
+}
+
+:deep(.v-list-item) {
+  padding: 8px 16px;
+}
+
+:deep(.v-select__content) {
+  max-width: 300px;
+}
+
+/* Lighten tooltip info icons */
+:deep(.v-tooltip .v-icon) {
+  color: #cccccc !important;
+}
+
+/* Alternative approach - target the icon directly */
+:deep(.mdi-information) {
+  color: #b0b0b0 !important;
+}
 </style>
diff --git a/src/dispatch/static/dispatch/src/case/store.js b/src/dispatch/static/dispatch/src/case/store.js
index 5aabed8339c5..ebe96be5134a 100644
--- a/src/dispatch/static/dispatch/src/case/store.js
+++ b/src/dispatch/static/dispatch/src/case/store.js
@@ -8,6 +8,29 @@ import PluginApi from "@/plugin/api"
 import AuthApi from "@/auth/api"
 import router from "@/router"
 
+const resolutionTooltips = {
+  Benign:
+    "The event was legitimate but posed no security threat, such as expected behavior from a known application or user.",
+  Contained:
+    "(True positive) The event was a legitimate threat but was contained to prevent further spread or damage.",
+  Escalated: "There was enough information to create an incident based on the security event.",
+  "False Positive": "The event was incorrectly flagged as a security event.",
+  "Information Gathered":
+    "Used when a case was opened with the primary purpose of collecting information.",
+  "Insufficient Information":
+    "There was not enough information to determine the nature of the event conclusively.",
+  Mitigated:
+    "(True Positive) The event was a legitimate security threat and was successfully mitigated before causing harm.",
+  "Operational Error":
+    "The event was caused by a mistake in system configuration or user operation, not malicious activity.",
+  "Policy Violation":
+    "The event was a breach of internal security policies but did not result in a security incident.",
+  "User Acknowledged":
+    "While the event was suspicious it was confirmed by the actor to be intentional.",
+}
+
+const resolutionReasons = Object.keys(resolutionTooltips)
+
 const getDefaultSelectedState = () => {
   return {
     assignee: null,
@@ -129,6 +152,8 @@ const state = {
   },
   default_project: null,
   current_user_role: null,
+  resolutionReasons,
+  resolutionTooltips,
 }
 
 const getters = {
diff --git a/src/dispatch/static/dispatch/src/components/SearchPopover.vue b/src/dispatch/static/dispatch/src/components/SearchPopover.vue
index 7eb7f2b6b9d8..2ce593f21e4d 100644
--- a/src/dispatch/static/dispatch/src/components/SearchPopover.vue
+++ b/src/dispatch/static/dispatch/src/components/SearchPopover.vue
@@ -3,11 +3,14 @@ import { computed, ref, watch } from "vue"
 import { useHotKey } from "@/composables/useHotkey"
 import type { Ref } from "vue"
 
+type Key = keyof typeof KeyboardEvent.prototype
+
 const props = defineProps<{
-  hotkeys: string[]
+  hotkeys: Key[]
   initialValue: string
   items: any[]
   label: string
+  tooltips?: Record<string, string> // Optional tooltip text for each item
 }>()
 
 const emit = defineEmits(["item-selected"])
@@ -90,11 +93,9 @@ const toggleMenu = () => {
               single-line
               hide-details
               flat
-            >
-              <template #label>
-                <span class="text-subtitle-2 font-weight-regular"> {{ props.label }} </span>
-              </template>
-            </v-text-field>
+              :placeholder="props.label"
+              class="small-placeholder"
+            />
           </v-col>
           <v-col align-self="end" cols="3" class="pb-2">
             <div v-for="(hotkey, index) in props.hotkeys" :key="`hotkey-${index}`">
@@ -105,7 +106,30 @@ const toggleMenu = () => {
         <v-divider />
         <v-list lines="one">
           <div v-for="(item, index) in filteredItems" :key="`item-${index}`">
+            <v-tooltip
+              v-if="props.tooltips && props.tooltips[item]"
+              :text="props.tooltips[item]"
+              location="right"
+            >
+              <template #activator="{ props: tooltipProps }">
+                <v-list-item
+                  v-bind="tooltipProps"
+                  @click="selectItem(item)"
+                  @mouseover="hoveredData = item"
+                  @mouseleave="hoveredData = ''"
+                  density="compact"
+                  rounded="lg"
+                  class="ml-1 mr-1"
+                  active-class="ma-4"
+                >
+                  <span class="dispatch-text-title">
+                    <slot :item="item">{{ item }}</slot>
+                  </span>
+                </v-list-item>
+              </template>
+            </v-tooltip>
             <v-list-item
+              v-else
               @click="selectItem(item)"
               @mouseover="hoveredData = item"
               @mouseleave="hoveredData = ''"
@@ -136,4 +160,10 @@ const toggleMenu = () => {
   border: 1px solid rgb(239, 241, 244) !important;
   border-radius: 4px; /* adjust as needed */
 }
+
+.small-placeholder {
+  :deep(input::placeholder) {
+    font-size: 14px;
+  }
+}
 </style>
diff --git a/tests/case/test_case_service.py b/tests/case/test_case_service.py
index 34b001c7a08e..df22b62781d4 100644
--- a/tests/case/test_case_service.py
+++ b/tests/case/test_case_service.py
@@ -193,7 +193,7 @@ def test_update(session, case: Case, project):
         title="XXX",
         description="YYY",
         resolution="True Positive",
-        resolution_reason=CaseResolutionReason.user_acknowledge,
+        resolution_reason=CaseResolutionReason.user_acknowledged,
         status=CaseStatus.closed,
         visibility=Visibility.restricted,
         assignee=case.assignee,