diff --git a/src/renderer/api/controller.ts b/src/renderer/api/controller.ts
index 1debe99ed..6262ef233 100644
--- a/src/renderer/api/controller.ts
+++ b/src/renderer/api/controller.ts
@@ -189,6 +189,20 @@ export const controller: GeneralController = {
             server.type,
         )?.(addContext({ ...args, apiClientProps: { ...args.apiClientProps, server } }));
     },
+    deletePlaylistImage(args) {
+        const server = getServerById(args.apiClientProps.serverId);
+
+        if (!server) {
+            throw new Error(
+                `${i18n.t('error.apiRouteError', { postProcess: 'sentenceCase' })}: deletePlaylistImage`,
+            );
+        }
+
+        return apiController(
+            'deletePlaylistImage',
+            server.type,
+        )?.(addContext({ ...args, apiClientProps: { ...args.apiClientProps, server } }));
+    },
     getAlbumArtistDetail(args) {
         const server = getServerById(args.apiClientProps.serverId);
 
@@ -960,4 +974,18 @@ export const controller: GeneralController = {
             server.type,
         )?.(addContext({ ...args, apiClientProps: { ...args.apiClientProps, server } }));
     },
+    uploadPlaylistImage(args) {
+        const server = getServerById(args.apiClientProps.serverId);
+
+        if (!server) {
+            throw new Error(
+                `${i18n.t('error.apiRouteError', { postProcess: 'sentenceCase' })}: uploadPlaylistImage`,
+            );
+        }
+
+        return apiController(
+            'uploadPlaylistImage',
+            server.type,
+        )?.(addContext({ ...args, apiClientProps: { ...args.apiClientProps, server } }));
+    },
 };
diff --git a/src/renderer/api/navidrome/navidrome-api.ts b/src/renderer/api/navidrome/navidrome-api.ts
index 9391eb8fa..73904c524 100644
--- a/src/renderer/api/navidrome/navidrome-api.ts
+++ b/src/renderer/api/navidrome/navidrome-api.ts
@@ -55,6 +55,15 @@ export const contract = c.router({
             500: resultWithHeaders(ndType._response.error),
         },
     },
+    deletePlaylistImage: {
+        body: null,
+        method: 'DELETE',
+        path: 'playlist/:id/image',
+        responses: {
+            200: resultWithHeaders(ndType._response.deletePlaylistImage),
+            500: resultWithHeaders(ndType._response.error),
+        },
+    },
     getAlbumArtistDetail: {
         method: 'GET',
         path: 'artist/:id',
@@ -214,6 +223,15 @@ export const contract = c.router({
             500: resultWithHeaders(ndType._response.error),
         },
     },
+    uploadPlaylistImage: {
+        body: ndType._parameters.uploadPlaylistImage,
+        method: 'POST',
+        path: 'playlist/:id/image',
+        responses: {
+            200: resultWithHeaders(ndType._response.uploadPlaylistImage),
+            500: resultWithHeaders(ndType._response.error),
+        },
+    },
 });
 
 const axiosClient = axios.create({});
diff --git a/src/renderer/api/navidrome/navidrome-controller.ts b/src/renderer/api/navidrome/navidrome-controller.ts
index 4a0e398f6..6ff7df6bd 100644
--- a/src/renderer/api/navidrome/navidrome-controller.ts
+++ b/src/renderer/api/navidrome/navidrome-controller.ts
@@ -1,3 +1,4 @@
+import axios from 'axios';
 import { set } from 'idb-keyval';
 import orderBy from 'lodash/orderBy';
 
@@ -12,6 +13,8 @@ import {
     albumArtistListSortMap,
     albumListSortMap,
     AuthenticationResponse,
+    DeletePlaylistImageArgs,
+    DeletePlaylistImageResponse,
     genreListSortMap,
     InternalControllerEndpoint,
     playlistListSortMap,
@@ -23,6 +26,8 @@ import {
     SortOrder,
     sortOrderMap,
     tagListSortMap,
+    UploadPlaylistImageArgs,
+    UploadPlaylistImageResponse,
     userListSortMap,
 } from '/@/shared/types/domain-types';
 import { ServerFeature } from '/@/shared/types/features-types';
@@ -30,6 +35,7 @@ import { ServerFeature } from '/@/shared/types/features-types';
 const VERSION_INFO: VersionInfo = [
     // Why 2? Subsonic controller will return 1 for its own implementation
     // Use 2 to denote that Navidrome's own API has a different endpoint
+    ['0.61.0', { [ServerFeature.PLAYLIST_IMAGE_UPLOAD]: [1] }],
     ['0.60.4', { [ServerFeature.TRACK_YES_NO_RATING_FILTER]: [1] }],
     ['0.57.0', { [ServerFeature.SERVER_PLAY_QUEUE]: [2] }],
     ['0.56.0', { [ServerFeature.TRACK_ALBUM_ARTIST_SEARCH]: [1] }],
@@ -187,6 +193,23 @@ export const NavidromeController: InternalControllerEndpoint = {
 
         return null;
     },
+    deletePlaylistImage: async (
+        args: DeletePlaylistImageArgs,
+    ): Promise<DeletePlaylistImageResponse> => {
+        const { apiClientProps, query } = args;
+
+        const res = await ndApiClient(apiClientProps as any).deletePlaylistImage({
+            params: {
+                id: query.id,
+            },
+        });
+
+        if (res.status !== 200) {
+            throw new Error('Failed to delete playlist image');
+        }
+
+        return res.body.data.status === 'ok';
+    },
     getAlbumArtistDetail: async (args) => {
         const { apiClientProps, query } = args;
 
@@ -1170,4 +1193,40 @@ export const NavidromeController: InternalControllerEndpoint = {
 
         return null;
     },
+    uploadPlaylistImage: async (
+        args: UploadPlaylistImageArgs,
+    ): Promise<UploadPlaylistImageResponse> => {
+        const { apiClientProps, body, query } = args;
+
+        const server = apiClientProps.server;
+        const serverUrl = server?.url?.replace(/\/$/, '');
+
+        if (!serverUrl) {
+            throw new Error('Server is required');
+        }
+
+        const form = new FormData();
+        const bytes = body.image as Uint8Array<ArrayBuffer>;
+        const fileLike =
+            typeof File !== 'undefined'
+                ? new File([bytes], 'image', { type: 'application/octet-stream' })
+                : new Blob([bytes], { type: 'application/octet-stream' });
+        form.append('image', fileLike as any);
+
+        const res = await axios.post(`${serverUrl}/api/playlist/${query.id}/image`, form, {
+            headers: {
+                'Content-Type': 'multipart/form-data',
+                ...(server?.ndCredential && {
+                    'x-nd-authorization': `Bearer ${server.ndCredential}`,
+                }),
+            },
+            signal: apiClientProps.signal,
+        });
+
+        if (res.status !== 200) {
+            throw new Error('Failed to upload playlist image');
+        }
+
+        return res.data?.status === 'ok';
+    },
 };
diff --git a/src/renderer/features/playlists/components/playlist-detail-song-list-header.tsx b/src/renderer/features/playlists/components/playlist-detail-song-list-header.tsx
index 5f539cf60..b78da0ee9 100644
--- a/src/renderer/features/playlists/components/playlist-detail-song-list-header.tsx
+++ b/src/renderer/features/playlists/components/playlist-detail-song-list-header.tsx
@@ -8,6 +8,8 @@ import { useListContext } from '/@/renderer/context/list-context';
 import { usePlayer } from '/@/renderer/features/player/context/player-context';
 import { playlistsQueries } from '/@/renderer/features/playlists/api/playlists-api';
 import { PlaylistDetailSongListHeaderFilters } from '/@/renderer/features/playlists/components/playlist-detail-song-list-header-filters';
+import { useDeletePlaylistImage } from '/@/renderer/features/playlists/mutations/delete-playlist-image-mutation';
+import { useUploadPlaylistImage } from '/@/renderer/features/playlists/mutations/upload-playlist-image-mutation';
 import { FilterBar } from '/@/renderer/features/shared/components/filter-bar';
 import {
     LibraryHeader,
@@ -18,9 +20,14 @@ import { ListSearchInput } from '/@/renderer/features/shared/components/list-sea
 import { AppRoute } from '/@/renderer/router/routes';
 import { useCurrentServer } from '/@/renderer/store';
 import { formatDurationString } from '/@/renderer/utils';
+import { hasFeature } from '/@/shared/api/utils';
+import { ActionIcon } from '/@/shared/components/action-icon/action-icon';
+import { FileButton } from '/@/shared/components/file-button/file-button';
+import { Group } from '/@/shared/components/group/group';
 import { Stack } from '/@/shared/components/stack/stack';
 import { useLocalStorage } from '/@/shared/hooks/use-local-storage';
-import { LibraryItem, Song } from '/@/shared/types/domain-types';
+import { LibraryItem, Playlist, Song } from '/@/shared/types/domain-types';
+import { ServerFeature } from '/@/shared/types/features-types';
 import { Play } from '/@/shared/types/types';
 
 interface PlaylistDetailSongListHeaderProps {
@@ -30,6 +37,64 @@ interface PlaylistDetailSongListHeaderProps {
     onToggleQueryBuilder?: () => void;
 }
 
+function ImageUploadOverlay({ data }: { data?: Playlist }) {
+    const uploadPlaylistImageMutation = useUploadPlaylistImage({});
+    const deletePlaylistImageMutation = useDeletePlaylistImage({});
+    const server = useCurrentServer();
+
+    if (!data) return null;
+    if (!hasFeature(server, ServerFeature.PLAYLIST_IMAGE_UPLOAD)) return null;
+
+    return (
+        <Group gap="xs">
+            <FileButton
+                accept="image/*"
+                onChange={async (file) => {
+                    if (!file || !data?._serverId) return;
+
+                    const buffer = await file.arrayBuffer();
+                    uploadPlaylistImageMutation.mutate({
+                        apiClientProps: {
+                            serverId: data._serverId,
+                        },
+                        body: { image: new Uint8Array(buffer) },
+                        query: { id: data.id },
+                    });
+                }}
+            >
+                {(props) => (
+                    <ActionIcon
+                        icon="uploadImage"
+                        iconProps={{ size: 'lg' }}
+                        radius="xl"
+                        size="xs"
+                        variant="default"
+                        {...props}
+                    />
+                )}
+            </FileButton>
+            <ActionIcon
+                disabled={!data?.uploadedImage}
+                icon="delete"
+                iconProps={{ size: 'lg' }}
+                onClick={(e) => {
+                    e.stopPropagation();
+                    if (!data?._serverId) return;
+                    deletePlaylistImageMutation.mutate({
+                        apiClientProps: {
+                            serverId: data._serverId,
+                        },
+                        query: { id: data.id },
+                    });
+                }}
+                radius="xl"
+                size="xs"
+                variant="default"
+            />
+        </Group>
+    );
+}
+
 export const PlaylistDetailSongListHeader = ({
     isSmartPlaylist,
 }: PlaylistDetailSongListHeaderProps) => {
@@ -94,6 +159,7 @@ export const PlaylistDetailSongListHeader = ({
             ) : (
                 <LibraryHeader
                     compact
+                    imageOverlay={<ImageUploadOverlay data={detailQuery?.data} />}
                     imageUrl={imageUrl}
                     item={{
                         imageId: detailQuery?.data?.imageId,
diff --git a/src/renderer/features/playlists/mutations/delete-playlist-image-mutation.ts b/src/renderer/features/playlists/mutations/delete-playlist-image-mutation.ts
new file mode 100644
index 000000000..d81866583
--- /dev/null
+++ b/src/renderer/features/playlists/mutations/delete-playlist-image-mutation.ts
@@ -0,0 +1,38 @@
+import { useMutation, useQueryClient } from '@tanstack/react-query';
+import { AxiosError } from 'axios';
+
+import { api } from '/@/renderer/api';
+import { queryKeys } from '/@/renderer/api/query-keys';
+import { MutationHookArgs } from '/@/renderer/lib/react-query';
+import { DeletePlaylistImageArgs, DeletePlaylistImageResponse } from '/@/shared/types/domain-types';
+
+export const useDeletePlaylistImage = (args: MutationHookArgs) => {
+    const { options } = args || {};
+    const queryClient = useQueryClient();
+
+    return useMutation<DeletePlaylistImageResponse, AxiosError, DeletePlaylistImageArgs, null>({
+        mutationFn: (args) => {
+            return api.controller.deletePlaylistImage({
+                ...args,
+                apiClientProps: { serverId: args.apiClientProps.serverId },
+            });
+        },
+        onSuccess: (_data, variables) => {
+            const { apiClientProps, query } = variables;
+            const serverId = apiClientProps.serverId;
+
+            if (!serverId) return;
+
+            queryClient.invalidateQueries({
+                queryKey: queryKeys.playlists.list(serverId),
+            });
+
+            if (query?.id) {
+                queryClient.invalidateQueries({
+                    queryKey: queryKeys.playlists.detail(serverId, query.id),
+                });
+            }
+        },
+        ...options,
+    });
+};
diff --git a/src/renderer/features/playlists/mutations/upload-playlist-image-mutation.ts b/src/renderer/features/playlists/mutations/upload-playlist-image-mutation.ts
new file mode 100644
index 000000000..f36b5a00d
--- /dev/null
+++ b/src/renderer/features/playlists/mutations/upload-playlist-image-mutation.ts
@@ -0,0 +1,38 @@
+import { useMutation, useQueryClient } from '@tanstack/react-query';
+import { AxiosError } from 'axios';
+
+import { api } from '/@/renderer/api';
+import { queryKeys } from '/@/renderer/api/query-keys';
+import { MutationHookArgs } from '/@/renderer/lib/react-query';
+import { UploadPlaylistImageArgs, UploadPlaylistImageResponse } from '/@/shared/types/domain-types';
+
+export const useUploadPlaylistImage = (args: MutationHookArgs) => {
+    const { options } = args || {};
+    const queryClient = useQueryClient();
+
+    return useMutation<UploadPlaylistImageResponse, AxiosError, UploadPlaylistImageArgs, null>({
+        mutationFn: (args) => {
+            return api.controller.uploadPlaylistImage({
+                ...args,
+                apiClientProps: { serverId: args.apiClientProps.serverId },
+            });
+        },
+        onSuccess: (_data, variables) => {
+            const { apiClientProps, query } = variables;
+            const serverId = apiClientProps.serverId;
+
+            if (!serverId) return;
+
+            queryClient.invalidateQueries({
+                queryKey: queryKeys.playlists.list(serverId),
+            });
+
+            if (query?.id) {
+                queryClient.invalidateQueries({
+                    queryKey: queryKeys.playlists.detail(serverId, query.id),
+                });
+            }
+        },
+        ...options,
+    });
+};
diff --git a/src/renderer/features/shared/components/library-header.module.css b/src/renderer/features/shared/components/library-header.module.css
index 1a058e567..224e4e9e4 100644
--- a/src/renderer/features/shared/components/library-header.module.css
+++ b/src/renderer/features/shared/components/library-header.module.css
@@ -112,6 +112,7 @@
 }
 
 .image-section {
+    position: relative;
     z-index: 15;
     display: flex;
     grid-area: image;
@@ -124,6 +125,21 @@
     }
 }
 
+.image-overlay {
+    position: absolute;
+    right: var(--theme-spacing-xs);
+    bottom: var(--theme-spacing-xs);
+    z-index: 2;
+    pointer-events: none;
+    opacity: 0;
+    transition: opacity 120ms ease;
+}
+
+.image-section:hover .image-overlay {
+    pointer-events: auto;
+    opacity: 1;
+}
+
 .metadata-section {
     z-index: 15;
     display: flex;
diff --git a/src/renderer/features/shared/components/library-header.tsx b/src/renderer/features/shared/components/library-header.tsx
index c4ce53dbc..4b3bcd476 100644
--- a/src/renderer/features/shared/components/library-header.tsx
+++ b/src/renderer/features/shared/components/library-header.tsx
@@ -35,6 +35,7 @@ interface LibraryHeaderProps {
     children?: ReactNode;
     compact?: boolean;
     containerClassName?: string;
+    imageOverlay?: ReactNode;
     imagePlaceholderUrl?: null | string;
     imageUrl?: null | string;
     item: {
@@ -56,6 +57,7 @@ export const LibraryHeader = forwardRef(
             children,
             compact,
             containerClassName,
+            imageOverlay,
             imageUrl,
             item,
             title,
@@ -168,6 +170,16 @@ export const LibraryHeader = forwardRef(
                         src={imageUrl || ''}
                         type="header"
                     />
+                    {imageOverlay && (
+                        <div
+                            className={styles.imageOverlay}
+                            onClick={(e) => e.stopPropagation()}
+                            onKeyDown={(e) => e.stopPropagation()}
+                            role="presentation"
+                        >
+                            {imageOverlay}
+                        </div>
+                    )}
                 </div>
                 {title && (
                     <div className={styles.metadataSection}>
diff --git a/src/shared/api/navidrome/navidrome-normalize.ts b/src/shared/api/navidrome/navidrome-normalize.ts
index 76ca2555a..5e3bcd51b 100644
--- a/src/shared/api/navidrome/navidrome-normalize.ts
+++ b/src/shared/api/navidrome/navidrome-normalize.ts
@@ -490,6 +490,8 @@ const normalizePlaylist = (
     item: z.infer<typeof ndType._response.playlist>,
     server?: null | ServerListItem,
 ): Playlist => {
+    const imageId = !item.uploadedImage ? item.id : `pl-${item.id}&square=true&_=${item.updatedAt}`;
+
     return {
         _itemType: LibraryItem.PLAYLIST,
         _serverId: server?.id || 'unknown',
@@ -498,7 +500,7 @@ const normalizePlaylist = (
         duration: item.duration * 1000,
         genres: [],
         id: item.id,
-        imageId: item.id,
+        imageId,
         imageUrl: null,
         name: item.name,
         owner: item.ownerName,
@@ -508,6 +510,7 @@ const normalizePlaylist = (
         size: item.size,
         songCount: item.songCount,
         sync: item.sync,
+        uploadedImage: item.uploadedImage,
     };
 };
 
diff --git a/src/shared/api/navidrome/navidrome-types.ts b/src/shared/api/navidrome/navidrome-types.ts
index 69533b4c6..6b4c38641 100644
--- a/src/shared/api/navidrome/navidrome-types.ts
+++ b/src/shared/api/navidrome/navidrome-types.ts
@@ -624,6 +624,7 @@ const playlist = z.object({
     songCount: z.number(),
     sync: z.boolean(),
     updatedAt: z.string(),
+    uploadedImage: z.string().optional(),
 });
 
 const playlistList = z.array(playlist);
@@ -659,6 +660,18 @@ const updatePlaylist = playlist;
 
 const updatePlaylistParameters = createPlaylistParameters.partial();
 
+const uploadPlaylistImage = z.object({
+    status: z.string(),
+});
+
+const uploadPlaylistImageParameters = z.object({
+    image: z.instanceof(Uint8Array),
+});
+
+const deletePlaylistImage = z.object({
+    status: z.string(),
+});
+
 const deletePlaylist = z.null();
 
 const addToPlaylist = z.object({
@@ -760,6 +773,7 @@ export const ndType = {
         songList: songListParameters,
         tagList: tagListParameters,
         updatePlaylist: updatePlaylistParameters,
+        uploadPlaylistImage: uploadPlaylistImageParameters,
         userList: userListParameters,
     },
     _response: {
@@ -771,6 +785,7 @@ export const ndType = {
         authenticate,
         createPlaylist,
         deletePlaylist,
+        deletePlaylistImage,
         error,
         genre,
         genreList,
@@ -787,6 +802,7 @@ export const ndType = {
         songList,
         tagList,
         updatePlaylist,
+        uploadPlaylistImage,
         user,
         userList,
     },
diff --git a/src/shared/components/file-button/file-button.tsx b/src/shared/components/file-button/file-button.tsx
new file mode 100644
index 000000000..f463b3147
--- /dev/null
+++ b/src/shared/components/file-button/file-button.tsx
@@ -0,0 +1,12 @@
+import {
+    FileButton as MantineFileButton,
+    FileButtonProps as MantineFileButtonProps,
+} from '@mantine/core';
+import { CSSProperties } from 'react';
+
+export interface FileButtonProps extends MantineFileButtonProps {
+    maxWidth?: CSSProperties['maxWidth'];
+    width?: CSSProperties['width'];
+}
+
+export const FileButton = MantineFileButton;
diff --git a/src/shared/components/icon/icon.tsx b/src/shared/components/icon/icon.tsx
index e849d1bab..0a3949d9b 100644
--- a/src/shared/components/icon/icon.tsx
+++ b/src/shared/components/icon/icon.tsx
@@ -28,6 +28,7 @@ import {
     LuArrowUpToLine,
     LuBookOpen,
     LuBraces,
+    LuCamera,
     LuCheck,
     LuChevronDown,
     LuChevronLast,
@@ -41,7 +42,6 @@ import {
     LuCloudDownload,
     LuCornerDownRight,
     LuCornerUpRight,
-    LuDelete,
     LuDisc,
     LuDisc3,
     LuDownload,
@@ -117,6 +117,7 @@ import {
     LuTable,
     LuTimer,
     LuTimerOff,
+    LuTrash,
     LuTriangleAlert,
     LuUpload,
     LuUser,
@@ -248,7 +249,7 @@ export const AppIcon = {
     check: LuCheck,
     clipboardCopy: LuClipboardCopy,
     collection: LuPackage2,
-    delete: LuDelete,
+    delete: LuTrash,
     disc: LuDisc,
     download: LuDownload,
     dragHorizontal: LuGripHorizontal,
@@ -351,6 +352,7 @@ export const AppIcon = {
     unfavorite: LuHeartCrack,
     unpin: LuPinOff,
     upload: LuUpload,
+    uploadImage: LuCamera,
     user: LuUser,
     userManage: LuUserRoundCog,
     visibility: MdOutlineVisibility,
diff --git a/src/shared/types/domain-types.ts b/src/shared/types/domain-types.ts
index 4fe507d0f..155897a4e 100644
--- a/src/shared/types/domain-types.ts
+++ b/src/shared/types/domain-types.ts
@@ -344,6 +344,7 @@ export type Playlist = {
     size: null | number;
     songCount: null | number;
     sync?: boolean | null;
+    uploadedImage?: string;
 };
 
 export type RelatedAlbumArtist = {
@@ -968,6 +969,16 @@ export type DeletePlaylistArgs = BaseEndpointArgs & {
     query: DeletePlaylistQuery;
 };
 
+export type DeletePlaylistImageArgs = BaseEndpointArgs & {
+    query: DeletePlaylistImageQuery;
+};
+
+export type DeletePlaylistImageQuery = {
+    id: string;
+};
+
+export type DeletePlaylistImageResponse = boolean;
+
 export type DeletePlaylistQuery = { id: string };
 
 // Delete Playlist
@@ -1106,6 +1117,21 @@ export type UpdatePlaylistQuery = {
 // Update Playlist
 export type UpdatePlaylistResponse = null | undefined;
 
+export type UploadPlaylistImageArgs = BaseEndpointArgs & {
+    body: UploadPlaylistImageBody;
+    query: UploadPlaylistImageQuery;
+};
+
+export type UploadPlaylistImageBody = {
+    image: Uint8Array;
+};
+
+export type UploadPlaylistImageQuery = {
+    id: string;
+};
+
+export type UploadPlaylistImageResponse = boolean;
+
 type PlaylistListSortMap = {
     jellyfin: Record<PlaylistListSort, JFPlaylistListSort | undefined>;
     navidrome: Record<PlaylistListSort, NDPlaylistListSort | undefined>;
@@ -1390,6 +1416,7 @@ export type ControllerEndpoint = {
         args: DeleteInternetRadioStationArgs,
     ) => Promise<DeleteInternetRadioStationResponse>;
     deletePlaylist: (args: DeletePlaylistArgs) => Promise<DeletePlaylistResponse>;
+    deletePlaylistImage?: (args: DeletePlaylistImageArgs) => Promise<DeletePlaylistImageResponse>;
     getAlbumArtistDetail: (args: AlbumArtistDetailArgs) => Promise<AlbumArtistDetailResponse>;
     getAlbumArtistInfo?: (args: AlbumArtistInfoArgs) => Promise<AlbumArtistInfoResponse | null>;
     getAlbumArtistList: (args: AlbumArtistListArgs) => Promise<AlbumArtistListResponse>;
@@ -1443,6 +1470,7 @@ export type ControllerEndpoint = {
         args: UpdateInternetRadioStationArgs,
     ) => Promise<UpdateInternetRadioStationResponse>;
     updatePlaylist: (args: UpdatePlaylistArgs) => Promise<UpdatePlaylistResponse>;
+    uploadPlaylistImage?: (args: UploadPlaylistImageArgs) => Promise<UploadPlaylistImageResponse>;
 };
 
 export type DownloadArgs = BaseEndpointArgs & {
@@ -1515,6 +1543,9 @@ export type InternalControllerEndpoint = {
     deletePlaylist: (
         args: ReplaceApiClientProps<DeletePlaylistArgs>,
     ) => Promise<DeletePlaylistResponse>;
+    deletePlaylistImage?: (
+        args: ReplaceApiClientProps<DeletePlaylistImageArgs>,
+    ) => Promise<DeletePlaylistImageResponse>;
     getAlbumArtistDetail: (
         args: ReplaceApiClientProps<AlbumArtistDetailArgs>,
     ) => Promise<AlbumArtistDetailResponse>;
@@ -1599,6 +1630,9 @@ export type InternalControllerEndpoint = {
     updatePlaylist: (
         args: ReplaceApiClientProps<UpdatePlaylistArgs>,
     ) => Promise<UpdatePlaylistResponse>;
+    uploadPlaylistImage?: (
+        args: ReplaceApiClientProps<UploadPlaylistImageArgs>,
+    ) => Promise<UploadPlaylistImageResponse>;
 };
 
 export type LyricGetQuery = {
diff --git a/src/shared/types/features-types.ts b/src/shared/types/features-types.ts
index 00218d266..5720bb166 100644
--- a/src/shared/types/features-types.ts
+++ b/src/shared/types/features-types.ts
@@ -8,6 +8,7 @@ export enum ServerFeature {
     MUSIC_FOLDER_MULTISELECT = 'musicFolderMultiselect',
     OS_FORM_POST = 'osFormPost',
     OS_TRANSCODE_DECISION = 'osTranscodeDecision',
+    PLAYLIST_IMAGE_UPLOAD = 'playlistImageUpload',
     PLAYLISTS_SMART = 'playlistsSmart',
     PUBLIC_PLAYLIST = 'publicPlaylist',
     SERVER_PLAY_QUEUE = 'serverPlayQueue',