diff --git a/cli/commands/emoji/add.ts b/cli/commands/emoji/add.ts
index 78ade9eb..9ca55a4e 100644
--- a/cli/commands/emoji/add.ts
+++ b/cli/commands/emoji/add.ts
@@ -121,7 +121,7 @@ export default class EmojiAdd extends BaseCommand<typeof EmojiAdd> {
                 shortcode: args.shortcode,
                 url: getUrl(uploaded.path, config),
                 visibleInPicker: true,
-                contentType: file.type,
+                contentType: uploaded.uploadedFile.type,
             })
             .returning();
 
diff --git a/cli/commands/emoji/import.ts b/cli/commands/emoji/import.ts
index 28360eaf..231cfbe1 100644
--- a/cli/commands/emoji/import.ts
+++ b/cli/commands/emoji/import.ts
@@ -218,7 +218,7 @@ export default class EmojiImport extends BaseCommand<typeof EmojiImport> {
                     shortcode: emoji.emoji.name,
                     url: getUrl(uploaded.path, config),
                     visibleInPicker: true,
-                    contentType: file.type,
+                    contentType: uploaded.uploadedFile.type,
                 })
                 .execute();
 
diff --git a/server/api/api/v1/emojis/:id/index.ts b/server/api/api/v1/emojis/:id/index.ts
index 9192925a..7314820b 100644
--- a/server/api/api/v1/emojis/:id/index.ts
+++ b/server/api/api/v1/emojis/:id/index.ts
@@ -141,7 +141,7 @@ export default (app: Hono) =>
 
                     if (form.element) {
                         // Check of emoji is an image
-                        const contentType =
+                        let contentType =
                             form.element instanceof File
                                 ? form.element.type
                                 : await mimeLookup(form.element);
@@ -166,6 +166,7 @@ export default (app: Hono) =>
                             const uploaded = await media.addFile(form.element);
 
                             url = uploaded.path;
+                            contentType = uploaded.uploadedFile.type;
                         } else {
                             url = form.element;
                         }
diff --git a/server/api/api/v1/emojis/index.ts b/server/api/api/v1/emojis/index.ts
index 9610a821..5f639966 100644
--- a/server/api/api/v1/emojis/index.ts
+++ b/server/api/api/v1/emojis/index.ts
@@ -100,7 +100,7 @@ export default (app: Hono) =>
             let url = "";
 
             // Check of emoji is an image
-            const contentType =
+            let contentType =
                 element instanceof File
                     ? element.type
                     : await mimeLookup(element);
@@ -121,6 +121,7 @@ export default (app: Hono) =>
                 const uploaded = await media.addFile(element);
 
                 url = uploaded.path;
+                contentType = uploaded.uploadedFile.type;
             } else {
                 url = element;
             }