diff --git a/.gitignore b/.gitignore
index 515537f30..11865a673 100644
--- a/.gitignore
+++ b/.gitignore
@@ -5,6 +5,7 @@
 # Visual Studio Code
 .vscode/*
 !.vscode/settings.json
+!.vscode/tailwind.json
 !.vscode/extensions.json
 
 # Webstorm
diff --git a/.vscode/settings.json b/.vscode/settings.json
index f0a0fd5f1..6c30e88b6 100644
--- a/.vscode/settings.json
+++ b/.vscode/settings.json
@@ -1,5 +1,21 @@
 {
-  "eslint.validate": ["javascript", "typescript", "vue"],
+  "eslint.validate": [
+    "javascript",
+    "typescript",
+    "vue"
+  ],
   "eslint.useFlatConfig": true,
   "typescript.tsdk": "./frontend/node_modules/typescript/lib",
-}
+  "cSpell.words": [
+    "headlessui",
+    "organizationimage",
+    "viewsets",
+    "vuedraggable"
+  ],
+  // This gets rid of  'Unknown at-rule @apply' messages in VSCode 'Problems' tab. First noticed in MediaImageCarousel.vue.
+  // Look at tailwind.json for more info.  
+  // https://github.com/tailwindlabs/tailwindcss/discussions/5258#discussioncomment-1979394
+  "css.customData": [
+    ".vscode/tailwind.json"
+  ],
+}
\ No newline at end of file
diff --git a/.vscode/tailwind.json b/.vscode/tailwind.json
new file mode 100644
index 000000000..d5d952624
--- /dev/null
+++ b/.vscode/tailwind.json
@@ -0,0 +1,55 @@
+{
+  "version": 1.1,
+  "atDirectives": [
+    {
+      "name": "@tailwind",
+      "description": "Use the `@tailwind` directive to insert Tailwind's `base`, `components`, `utilities` and `screens` styles into your CSS.",
+      "references": [
+        {
+          "name": "Tailwind Documentation",
+          "url": "https://tailwindcss.com/docs/functions-and-directives#tailwind"
+        }
+      ]
+    },
+    {
+      "name": "@apply",
+      "description": "Use the `@apply` directive to inline any existing utility classes into your own custom CSS. This is useful when you find a common utility pattern in your HTML that you’d like to extract to a new component.",
+      "references": [
+        {
+          "name": "Tailwind Documentation",
+          "url": "https://tailwindcss.com/docs/functions-and-directives#apply"
+        }
+      ]
+    },
+    {
+      "name": "@responsive",
+      "description": "You can generate responsive variants of your own classes by wrapping their definitions in the `@responsive` directive:\n```css\n@responsive {\n  .alert {\n    background-color: #E53E3E;\n  }\n}\n```\n",
+      "references": [
+        {
+          "name": "Tailwind Documentation",
+          "url": "https://tailwindcss.com/docs/functions-and-directives#responsive"
+        }
+      ]
+    },
+    {
+      "name": "@screen",
+      "description": "The `@screen` directive allows you to create media queries that reference your breakpoints by **name** instead of duplicating their values in your own CSS:\n```css\n@screen sm {\n  /* ... */\n}\n```\n…gets transformed into this:\n```css\n@media (min-width: 640px) {\n  /* ... */\n}\n```\n",
+      "references": [
+        {
+          "name": "Tailwind Documentation",
+          "url": "https://tailwindcss.com/docs/functions-and-directives#screen"
+        }
+      ]
+    },
+    {
+      "name": "@variants",
+      "description": "Generate `hover`, `focus`, `active` and other **variants** of your own utilities by wrapping their definitions in the `@variants` directive:\n```css\n@variants hover, focus {\n   .btn-brand {\n    background-color: #3182CE;\n  }\n}\n```\n",
+      "references": [
+        {
+          "name": "Tailwind Documentation",
+          "url": "https://tailwindcss.com/docs/functions-and-directives#variants"
+        }
+      ]
+    }
+  ]
+}
\ No newline at end of file
diff --git a/backend/communities/urls.py b/backend/communities/urls.py
index ed109028e..552727a37 100644
--- a/backend/communities/urls.py
+++ b/backend/communities/urls.py
@@ -8,10 +8,10 @@
     GroupViewSet,
 )
 from communities.organizations.views import (
+    OrganizationImageViewSet,
     OrganizationSocialLinkViewSet,
     OrganizationTextViewSet,
     OrganizationViewSet,
-    OrganizationImageViewSet,
 )
 from communities.views import StatusViewSet
 
diff --git a/backend/content/models.py b/backend/content/models.py
index e3bd92961..d4f8cf64d 100644
--- a/backend/content/models.py
+++ b/backend/content/models.py
@@ -42,7 +42,7 @@ def __str__(self) -> str:
 
 class Image(models.Model):
     id = models.UUIDField(primary_key=True, default=uuid4, editable=False)
-    file_location = models.ImageField(
+    file_object = models.ImageField(
         upload_to="images/",
         validators=[validate_image_file_extension]
     )
diff --git a/backend/content/serializers.py b/backend/content/serializers.py
index fae7f4ea7..6a2b01d3f 100644
--- a/backend/content/serializers.py
+++ b/backend/content/serializers.py
@@ -37,20 +37,20 @@ class Meta:
 class ImageSerializer(serializers.ModelSerializer[Image]):
     class Meta:
         model = Image
-        fields = ["id", "file_location", "creation_date"]
+        fields = ["id", "file_object", "creation_date"]
         read_only_fields = ["id", "creation_date"]
 
     def validate(self, data: Dict[str, Union[str, int]]) -> Dict[str, Union[str, int]]:
         # Remove string validation since we're getting a file object
-        if "file_location" not in data:
+        if "file_object" not in data:
             raise serializers.ValidationError("No file was submitted.")
         return data
 
     def create(self, validated_data):
         # Handle file upload properly
-        file_obj = self.context["request"].FILES.get("file_location")
+        file_obj = self.context["request"].FILES.get("file_object")
         if file_obj:
-            validated_data["file_location"] = file_obj
+            validated_data["file_object"] = file_obj
         
         # Create the image first
         image = super().create(validated_data)
diff --git a/frontend/components/media/image-carousel/MediaImageCarousel.vue b/frontend/components/media/image-carousel/MediaImageCarousel.vue
index 3199f3fc5..9424f45dc 100644
--- a/frontend/components/media/image-carousel/MediaImageCarousel.vue
+++ b/frontend/components/media/image-carousel/MediaImageCarousel.vue
@@ -2,18 +2,18 @@
 <template>
   <div class="relative">
     <swiper-container
+      ref="swiperRef"
       class="swiper card-style h-full w-full cursor-pointer overflow-clip"
       :slidesPerView="1"
       :spaceBetween="0"
       :loop="true"
       :keyboard="true"
       :pagination="{ clickable: true }"
-      ref="swiperRef"
     >
       <swiper-slide
         v-for="[idx, img] of imageUrls.entries()"
         :key="idx"
-        class="flex items-center justify-center bg-layer-2"
+        class="swiper-zoom-container flex items-center justify-center bg-layer-2"
       >
         <img
           class="object-cover object-center"
@@ -26,6 +26,12 @@
         />
       </swiper-slide>
     </swiper-container>
+    <p
+      v-if="uploadError"
+      class="absolute bottom-2 right-12 z-10 rounded bg-white/80 p-1 text-sm text-action-red dark:bg-black/80"
+    >
+      {{ $t(i18nMap.components.media_image_carousel.upload_error) }}
+    </p>
     <button
       @click="openModal()"
       class="focus-brand absolute bottom-2 right-2 z-10 flex rounded-lg border border-black/80 bg-white/80 p-1 text-black/80 dark:border-white/80 dark:bg-black/80 dark:text-white/80"
@@ -35,6 +41,7 @@
     <ModalUploadImages
       @closeModal="handleCloseModal"
       @upload-complete="fetchOrganizationImages"
+      @upload-error="uploadError = true"
       :isOpen="modalIsOpen"
       :organizationId="organizationId"
     />
@@ -43,7 +50,7 @@
 
 <script setup lang="ts">
 import { register } from "swiper/element/bundle";
-import { Swiper } from "swiper";
+import type { Swiper } from "swiper";
 import { i18nMap } from "~/types/i18n-map";
 import { IconMap } from "~/types/icon-map";
 
@@ -68,25 +75,43 @@ const swiperRef = ref<{ swiper: Swiper | null }>(null);
 const modals = useModals();
 const modalName = "ModalUploadImages";
 const modalIsOpen = ref(false);
+const uploadError = ref(false);
+
+// Use this to get rid of 'any' type in imageUrls.value data.map function
+interface OrganizationImage {
+  id: string;
+  fileObject: string;
+  creation_date: string;
+}
 
 async function fetchOrganizationImages() {
   if (props.organizationId) {
-    const response = await fetch(
-      `${BASE_BACKEND_URL}/communities/organizations/${props.organizationId}/images/`,
-      {
-        headers: {
-          Authorization: `Token ${localStorage.getItem("accessToken")}`,
-        },
-      }
-    );
+    try {
+      const response = await fetch(
+        `${BASE_BACKEND_URL}/communities/organizations/${props.organizationId}/images/`,
+        {
+          headers: {
+            Authorization: `Token ${localStorage.getItem("accessToken")}`,
+          },
+        }
+      );
 
-    if (response.ok) {
-      const data = await response.json();
-      if (data.length > 0) {
-        imageUrls.value = data.map((img: any) => img.fileLocation);
+      if (response.ok) {
+        const data = await response.json();
+        if (data.length > 0) {
+          imageUrls.value = data.map(
+            (img: OrganizationImage) => img.fileObject
+          );
+          uploadError.value = false;
+        } else {
+          imageUrls.value = defaultImageUrls;
+        }
       } else {
-        imageUrls.value = defaultImageUrls;
+        uploadError.value = true;
       }
+    } catch (error) {
+      console.error("Error fetching organization images:", error);
+      uploadError.value = true;
     }
   }
 }
diff --git a/frontend/components/modal/upload-images/ModalUploadImages.vue b/frontend/components/modal/upload-images/ModalUploadImages.vue
index 620258994..80194da00 100644
--- a/frontend/components/modal/upload-images/ModalUploadImages.vue
+++ b/frontend/components/modal/upload-images/ModalUploadImages.vue
@@ -76,6 +76,7 @@
             </template>
           </draggable>
           <BtnAction
+            v-if="files.length > 0"
             @click="handleUpload"
             :cta="true"
             :label="$t(i18nMap.components.modal_upload_images.upload)"
@@ -113,12 +114,18 @@ const props = withDefaults(defineProps<Props>(), {
 
 const modalName = "ModalUploadImages";
 
-const emit = defineEmits(["upload-complete"]);
+const emit = defineEmits(["upload-complete", "upload-error"]);
 
 const handleUpload = async () => {
-  await uploadFiles(props.organizationId);
-  const modals = useModals();
-  modals.closeModal(modalName);
-  emit("upload-complete");
+  try {
+    await uploadFiles(props.organizationId);
+    const modals = useModals();
+    modals.closeModal(modalName);
+    emit("upload-complete");
+    uploadError.value = false;
+  } catch (error) {
+    console.error("Error uploading images:", error);
+    emit("upload-error");
+  }
 };
 </script>
diff --git a/frontend/components/modal/upload-images/ModalUploadImagesFileDropZone.vue b/frontend/components/modal/upload-images/ModalUploadImagesFileDropZone.vue
index c790eb07e..6a2ae4f5d 100644
--- a/frontend/components/modal/upload-images/ModalUploadImagesFileDropZone.vue
+++ b/frontend/components/modal/upload-images/ModalUploadImagesFileDropZone.vue
@@ -1,7 +1,6 @@
 <!-- SPDX-License-Identifier: AGPL-3.0-or-later -->
 <template>
   <div
-    class="flex h-32 w-full cursor-pointer items-center justify-center rounded-md border-2 border-dashed border-primary-text bg-layer-0 p-4 text-center text-primary-text"
     @dragenter.prevent="isDropZoneActive = true"
     @dragleave.prevent="isDropZoneActive = false"
     @dragover.prevent="isDropZoneActive = true"
@@ -10,15 +9,16 @@
       $emit('files-dropped', ($event.dataTransfer as DataTransfer)?.files);
     "
     @click="$refs.file.click()"
+    class="flex h-32 w-full cursor-pointer items-center justify-center rounded-md border-2 border-dashed border-primary-text bg-layer-0 p-4 text-center text-primary-text"
   >
     <input
+      @change="
+        $emit('files-dropped', ($event.target as HTMLInputElement)?.files)
+      "
       ref="file"
       type="file"
       class="hidden"
       accept="image/jpeg,image/png"
-      @change="
-        $emit('files-dropped', ($event.target as HTMLInputElement)?.files)
-      "
       multiple
     />
     <slot :isDropZoneActive="isDropZoneActive" />
@@ -27,4 +27,5 @@
 
 <script setup lang="ts">
 const isDropZoneActive = ref(false);
+defineEmits(["files-dropped"]);
 </script>
diff --git a/frontend/composables/useFileManager.ts b/frontend/composables/useFileManager.ts
index c0247e8b9..1de557c01 100644
--- a/frontend/composables/useFileManager.ts
+++ b/frontend/composables/useFileManager.ts
@@ -6,7 +6,7 @@ export default function useFileManager(initialFiles: File[] = []) {
   async function uploadFiles(organizationId?: string) {
     const formData = new FormData();
     files.value.forEach((uploadableFile: UploadableFile) => {
-      formData.append("file_location", uploadableFile.file);
+      formData.append("file_object", uploadableFile.file);
     });
 
     if (organizationId) {
diff --git a/frontend/i18n/en-US.json b/frontend/i18n/en-US.json
index 2e23115ef..0864e3454 100644
--- a/frontend/i18n/en-US.json
+++ b/frontend/i18n/en-US.json
@@ -255,6 +255,7 @@
   "components.landing_tech_banner.open_source_text": "We're dedicated to working in the open to build trust with our partner organizations and fellow activists. All who want to help us build are welcome!",
   "components.logo_activist.aria_label": "The activist logo that links to the home page",
   "components.media_image_carousel.img_alt_text": "Image of the organization or their work.",
+  "components.media_image_carousel.upload_error": "Error fetching or uploading organization images.",
   "components.media_map.change_profile": "Change profile [p]",
   "components.media_map.clear_directions": "Clear directions",
   "components.media_map.fullscreen": "Fullscreen",
diff --git a/frontend/types/i18n-map.ts b/frontend/types/i18n-map.ts
index 375aea350..ff6b8b72a 100644
--- a/frontend/types/i18n-map.ts
+++ b/frontend/types/i18n-map.ts
@@ -419,6 +419,7 @@ export const i18nMap = {
     },
     media_image_carousel: {
       img_alt_text: "components.media_image_carousel.img_alt_text",
+      upload_error: "components.media_image_carousel.upload_error",
     },
     media_map: {
       change_profile: "components.media_map.change_profile",