diff --git a/src/app/components/ClassifiedForm.svelte b/src/app/components/ClassifiedForm.svelte
index a7af6df5..a36a7d58 100644
--- a/src/app/components/ClassifiedForm.svelte
+++ b/src/app/components/ClassifiedForm.svelte
@@ -22,7 +22,7 @@
   import {makeEditor} from "@app/editor"
   import {DraftKey} from "@app/drafts"
   import {canEnforceNip70} from "@app/relays"
-  import {uploadFile} from "@app/uploads"
+  import {compressFileForUpload, uploadFile} from "@app/uploads"
 
   type Values = {
     d: string
@@ -103,7 +103,7 @@
         if (typeof image === "string") {
           tags.push(["image", image])
         } else {
-          const {result, error} = await uploadFile(image, {url})
+          const {result, error} = await uploadFile(await compressFileForUpload(image), {url})
 
           if (error) {
             return pushToast({
diff --git a/src/app/components/InputProfilePicture.svelte b/src/app/components/InputProfilePicture.svelte
index 264a3084..bb0a8323 100644
--- a/src/app/components/InputProfilePicture.svelte
+++ b/src/app/components/InputProfilePicture.svelte
@@ -1,12 +1,12 @@
 <script lang="ts">
   import {randomId} from "@welshman/lib"
-  import {preventDefault, stopPropagation, compressFile} from "@lib/html"
+  import {preventDefault, stopPropagation} from "@lib/html"
   import CloseCircle from "@assets/icons/close-circle.svg?dataurl"
   import AddCircle from "@assets/icons/add-circle.svg?dataurl"
   import GallerySend from "@assets/icons/gallery-send.svg?dataurl"
   import Icon from "@lib/components/Icon.svelte"
   import Spinner from "@lib/components/Spinner.svelte"
-  import {uploadFile} from "@app/uploads"
+  import {compressFileForUpload, uploadFileOrFallback} from "@app/uploads"
 
   interface Props {
     file?: File | undefined
@@ -43,33 +43,17 @@
     submit(e.target.files[0])
   }
 
-  const submit = async (file: File) => {
+  const submit = async (newFile: File) => {
+    if (!newFile) {
+      url = initialUrl
+      return
+    }
+
     loading = true
 
     try {
-      file = await compressFile(file, compressOptions)
-
-      if (file) {
-        const {result} = await uploadFile(file)
-
-        if (result?.url) {
-          url = result.url
-        } else {
-          const reader = new FileReader()
-
-          reader.addEventListener(
-            "load",
-            () => {
-              url = reader.result as string
-            },
-            false,
-          )
-
-          reader.readAsDataURL(file)
-        }
-      } else {
-        url = initialUrl
-      }
+      file = await compressFileForUpload(newFile, compressOptions)
+      url = (await uploadFileOrFallback(file)).url
     } finally {
       loading = false
     }
diff --git a/src/app/components/ProfilePage.svelte b/src/app/components/ProfilePage.svelte
index b58d3ddc..a1d98ab7 100644
--- a/src/app/components/ProfilePage.svelte
+++ b/src/app/components/ProfilePage.svelte
@@ -12,7 +12,6 @@
     tagPubkey,
     loadRelayList,
   } from "@welshman/app"
-  import {compressFile} from "@lib/html"
   import Copy from "@assets/icons/copy.svg?dataurl"
   import LinkRound from "@assets/icons/link-round.svg?dataurl"
   import Letter from "@assets/icons/letter-opened.svg?dataurl"
@@ -32,7 +31,7 @@
   import WotScore from "@app/components/WotScore.svelte"
   import Content from "@app/components/Content.svelte"
   import {updateProfile} from "@app/profiles"
-  import {uploadFile} from "@app/uploads"
+  import {compressFileForUpload, uploadFile} from "@app/uploads"
   import {pushModal} from "@app/modal"
   import {clip, pushToast} from "@app/toast"
   import {goToChat} from "@app/routes"
@@ -90,7 +89,7 @@
     bannerLoading = true
 
     try {
-      const {result} = await uploadFile(await compressFile(file))
+      const {result} = await uploadFile(await compressFileForUpload(file))
 
       if (result?.url) {
         await updateProfile({profile: {...$profile, banner: result.url}})
diff --git a/src/app/components/RoomForm.svelte b/src/app/components/RoomForm.svelte
index bda07a3d..7d1d0e8c 100644
--- a/src/app/components/RoomForm.svelte
+++ b/src/app/components/RoomForm.svelte
@@ -15,7 +15,7 @@
   import Modal from "@lib/components/Modal.svelte"
   import ModalBody from "@lib/components/ModalBody.svelte"
   import {pushToast} from "@app/toast"
-  import {uploadFile} from "@app/uploads"
+  import {compressFileForUpload, uploadFileOrFallback} from "@app/uploads"
   import {deriveHasLivekit} from "@app/relays"
   import {getRoomType, RoomType} from "@app/groups"
 
@@ -45,17 +45,14 @@
     room.livekit = roomType === RoomType.Voice
 
     if (imageFile) {
-      const {error, result} = await uploadFile(imageFile, {
-        maxWidth: 256,
-        maxHeight: 256,
+      const compressedFile = await compressFileForUpload(imageFile, {
+        maxWidth: 128,
+        maxHeight: 128,
       })
 
-      if (error) {
-        return pushToast({theme: "error", message: error})
-      }
+      const result = await uploadFileOrFallback(compressedFile)
 
       room.picture = result.url
-      room.pictureMeta = result.tags
     }
 
     const createMessage = await waitForThunkError(createRoom(url, room))
diff --git a/src/app/components/SpaceEdit.svelte b/src/app/components/SpaceEdit.svelte
index f39352e1..1e083ffd 100644
--- a/src/app/components/SpaceEdit.svelte
+++ b/src/app/components/SpaceEdit.svelte
@@ -21,7 +21,7 @@
   import IconPickerButton from "@lib/components/IconPickerButton.svelte"
   import {pushToast} from "@app/toast"
   import {clearModals} from "@app/modal"
-  import {uploadFile} from "@app/uploads"
+  import {compressFileForUpload, uploadFileOrFallback} from "@app/uploads"
 
   type Props = {
     url: string
@@ -58,11 +58,8 @@
     }
 
     if (imageFile) {
-      const {error, result} = await uploadFile(imageFile, {maxWidth: 256, maxHeight: 256})
-
-      if (error) {
-        return pushToast({theme: "error", message: error})
-      }
+      const compressedFile = await compressFileForUpload(imageFile, {maxWidth: 128, maxHeight: 128})
+      const result = await uploadFileOrFallback(compressedFile)
 
       const res = await manageRelay(url, {
         method: ManagementMethod.ChangeRelayIcon,
diff --git a/src/app/editor/index.ts b/src/app/editor/index.ts
index ab5ef882..27466c42 100644
--- a/src/app/editor/index.ts
+++ b/src/app/editor/index.ts
@@ -27,7 +27,7 @@ import ProfileSuggestion from "@app/editor/ProfileSuggestion.svelte"
 import {RoomReferenceExtension} from "@app/editor/RoomReferenceExtension"
 import RoomSuggestion from "@app/editor/RoomSuggestion.svelte"
 import {NativeClipboardPasteExtension} from "@app/editor/clipboard"
-import {uploadFile} from "@app/uploads"
+import {compressFileForUpload, uploadFile} from "@app/uploads"
 import {deriveSpaceMembers} from "@app/members"
 import {makeRoomId, splitRoomId, userSpaceUrls, roomsByUrl} from "@app/groups"
 import {pushToast} from "@app/toast"
@@ -137,8 +137,8 @@ export const makeEditor = async ({
           },
           fileUpload: {
             config: {
-              upload: (attrs: FileAttributes) =>
-                uploadFile(attrs.file, {url, encrypt: encryptFiles}),
+              upload: async (attrs: FileAttributes) =>
+                uploadFile(await compressFileForUpload(attrs.file), {url, encrypt: encryptFiles}),
               onDrop: () => uploading?.set(true),
               onComplete: () => uploading?.set(false),
               onUploadError(currentEditor, task) {
diff --git a/src/app/uploads.ts b/src/app/uploads.ts
index 56a44a11..fd78d947 100644
--- a/src/app/uploads.ts
+++ b/src/app/uploads.ts
@@ -67,11 +67,20 @@ export const getBlossomServer = async (options: GetBlossomServerOptions = {}) =>
   return first(DEFAULT_BLOSSOM_SERVERS)!
 }
 
+export type CompressFileOptions = {
+  maxWidth?: number
+  maxHeight?: number
+  quality?: number
+  mimeType?: string
+}
+
+// Webp/gif/svg either break the compressor or lose animation, pass them through untouched
+export const compressFileForUpload = async (file: File, options: CompressFileOptions = {}) =>
+  file.type.match("image/(webp|gif|svg)") ? file : compressFile(file, options)
+
 export type UploadFileOptions = {
   url?: string
   encrypt?: boolean
-  maxWidth?: number
-  maxHeight?: number
 }
 
 export type UploadFileResult = {
@@ -83,10 +92,6 @@ export const uploadFile = async (file: File, options: UploadFileOptions = {}) =>
   try {
     const {name, type} = file
 
-    if (!type.match("image/(webp|gif|svg)")) {
-      file = await compressFile(file, options)
-    }
-
     const tags: string[][] = []
 
     if (options.encrypt) {
@@ -140,3 +145,25 @@ export const uploadFile = async (file: File, options: UploadFileOptions = {}) =>
     return {error: e.toString()}
   }
 }
+
+const readFileAsDataUrl = (file: File) =>
+  new Promise<string>((resolve, reject) => {
+    const reader = new FileReader()
+
+    reader.addEventListener("load", () => resolve(reader.result as string))
+    reader.addEventListener("error", () => reject(reader.error))
+    reader.readAsDataURL(file)
+  })
+
+export const uploadFileOrFallback = async (
+  file: File,
+  options: UploadFileOptions = {},
+): Promise<{url: string; tags: string[][]}> => {
+  const {result} = await uploadFile(file, options)
+
+  if (result?.url) {
+    return result
+  }
+
+  return {url: await readFileAsDataUrl(file), tags: []}
+}