diff --git a/config/config.exs b/config/config.exs
index 65aa8643e..f58b99faa 100644
--- a/config/config.exs
+++ b/config/config.exs
@@ -678,7 +678,7 @@
     timeout: 300_000
   ]
 
-config :pleroma, :gen_magic_pool, size: 2
+config :pleroma, :majic_pool, size: 2
 
 config :pleroma, :restrict_unauthenticated,
   timelines: %{local: false, federated: false},
diff --git a/config/description.exs b/config/description.exs
index a318afbe6..2afc5e366 100644
--- a/config/description.exs
+++ b/config/description.exs
@@ -3328,14 +3328,14 @@
   },
   %{
     group: :pleroma,
-    key: :gen_magic_pool,
+    key: :majic_pool,
     type: :group,
-    description: "GenMagic/libmagic configuration",
+    description: "Majic/libmagic configuration",
     children: [
       %{
         key: :size,
         type: :integer,
-        description: "Number of gen_magic workers to start.",
+        description: "Number of majic workers to start.",
         suggestions: [2]
       }
     ]
diff --git a/docs/installation/alpine_linux_en.md b/docs/installation/alpine_linux_en.md
index 1d503ff9f..d3b3e8279 100644
--- a/docs/installation/alpine_linux_en.md
+++ b/docs/installation/alpine_linux_en.md
@@ -40,7 +40,7 @@ sudo apk upgrade
 * Install some tools, which are needed later:
 
 ```shell
-sudo apk add git build-base
+sudo apk add git build-base file-dev
 ```
 
 ### Install Elixir and Erlang
diff --git a/docs/installation/arch_linux_en.md b/docs/installation/arch_linux_en.md
index 428ed6bd7..36ef3e345 100644
--- a/docs/installation/arch_linux_en.md
+++ b/docs/installation/arch_linux_en.md
@@ -27,7 +27,7 @@ sudo pacman -Syu
 * Install some of the above mentioned programs:
 
 ```shell
-sudo pacman -S git base-devel elixir
+sudo pacman -S git base-devel elixir file
 ```
 
 ### Install PostgreSQL
diff --git a/docs/installation/debian_based_en.md b/docs/installation/debian_based_en.md
index 21e89d1a0..9357df5d2 100644
--- a/docs/installation/debian_based_en.md
+++ b/docs/installation/debian_based_en.md
@@ -31,7 +31,7 @@ sudo apt full-upgrade
 * Install some of the above mentioned programs:
 
 ```shell
-sudo apt install git build-essential postgresql postgresql-contrib
+sudo apt install git build-essential postgresql postgresql-contrib libmagic-devel
 ```
 
 ### Install Elixir and Erlang
diff --git a/docs/installation/debian_based_jp.md b/docs/installation/debian_based_jp.md
index 1e5a9be91..21cd4d2ad 100644
--- a/docs/installation/debian_based_jp.md
+++ b/docs/installation/debian_based_jp.md
@@ -16,6 +16,7 @@
 - `erlang-nox`
 - `git`
 - `build-essential`
+- `libmagic-dev`
 
 #### このガイドで利用している追加パッケージ
 
@@ -32,7 +33,7 @@ sudo apt full-upgrade
 
 * 上記に挙げたパッケージをインストールしておきます。
 ```
-sudo apt install git build-essential postgresql postgresql-contrib
+sudo apt install git build-essential postgresql postgresql-contrib libmagic-dev
 ```
 
 
diff --git a/docs/installation/gentoo_en.md b/docs/installation/gentoo_en.md
index e936469d0..d143e068f 100644
--- a/docs/installation/gentoo_en.md
+++ b/docs/installation/gentoo_en.md
@@ -47,7 +47,7 @@ Gentoo quite pointedly does not come with a cron daemon installed, and as such i
 * Emerge all required the required and suggested software in one go:
 
 ```shell
- # emerge --ask dev-db/postgresql dev-lang/elixir dev-vcs/git www-servers/nginx app-crypt/certbot app-crypt/certbot-nginx
+ # emerge --ask dev-db/postgresql dev-lang/elixir dev-vcs/git www-servers/nginx app-crypt/certbot app-crypt/certbot-nginx sys-apps/file
 ```
 
 If you would not like to install the optional packages, remove them from this line. 
diff --git a/docs/installation/otp_en.md b/docs/installation/otp_en.md
index 0cad29bc8..e086cc1c4 100644
--- a/docs/installation/otp_en.md
+++ b/docs/installation/otp_en.md
@@ -32,11 +32,11 @@ Other than things bundled in the OTP release Pleroma depends on:
 ```sh tab="Alpine"
 echo "http://nl.alpinelinux.org/alpine/latest-stable/community" >> /etc/apk/repositories
 apk update
-apk add curl unzip ncurses postgresql postgresql-contrib nginx certbot libmagic
+apk add curl unzip ncurses postgresql postgresql-contrib nginx certbot file-dev
 ```
 
 ```sh tab="Debian/Ubuntu"
-apt install curl unzip libncurses5 postgresql postgresql-contrib nginx certbot libmagic
+apt install curl unzip libncurses5 postgresql postgresql-contrib nginx certbot libmagic-dev
 ```
 
 ## Setup
diff --git a/lib/pleroma/application.ex b/lib/pleroma/application.ex
index c74255629..9c74fa00e 100644
--- a/lib/pleroma/application.ex
+++ b/lib/pleroma/application.ex
@@ -80,7 +80,7 @@ def start(_type, _args) do
         [
           Pleroma.Stats,
           Pleroma.JobQueueMonitor,
-          Pleroma.MIME,
+          {Majic.Pool, [name: Pleroma.MajicPool, pool_size: Config.get([:majic_pool, :size], 2)]},
           {Oban, Config.get(Oban)}
         ] ++
         task_children(@env) ++
diff --git a/lib/pleroma/mime.ex b/lib/pleroma/mime.ex
deleted file mode 100644
index 3b406630e..000000000
--- a/lib/pleroma/mime.ex
+++ /dev/null
@@ -1,80 +0,0 @@
-# Pleroma: A lightweight social networking server
-# Copyright © 2017-2020 Pleroma Authors <https://pleroma.social/>
-# SPDX-License-Identifier: AGPL-3.0-only
-
-defmodule Pleroma.MIME do
-  @moduledoc """
-  Returns the mime-type of a binary and optionally a normalized file-name.
-  """
-  @read_bytes 35
-  @pool __MODULE__.GenMagicPool
-
-  def child_spec(_) do
-    pool_size = Pleroma.Config.get!([:gen_magic_pool, :size])
-    name = @pool
-
-    %{
-      id: __MODULE__,
-      start: {GenMagic.Pool, :start_link, [[name: name, pool_size: pool_size]]},
-      type: :worker,
-      restart: :permanent,
-      shutdown: 500
-    }
-  end
-
-  @spec file_mime_type(String.t(), String.t()) ::
-          {:ok, content_type :: String.t(), filename :: String.t()} | {:error, any()} | :error
-  def file_mime_type(path, filename) do
-    with {:ok, content_type} <- file_mime_type(path),
-         filename <- fix_extension(filename, content_type) do
-      {:ok, content_type, filename}
-    end
-  end
-
-  @spec file_mime_type(String.t()) :: {:ok, String.t()} | {:error, any()} | :error
-  def file_mime_type(filename) do
-    case GenMagic.Pool.perform(@pool, filename) do
-      {:ok, %GenMagic.Result{mime_type: content_type}} -> {:ok, content_type}
-      error -> error
-    end
-  end
-
-  def bin_mime_type(binary, filename) do
-    with {:ok, content_type} <- bin_mime_type(binary),
-         filename <- fix_extension(filename, content_type) do
-      {:ok, content_type, filename}
-    end
-  end
-
-  @spec bin_mime_type(binary()) :: {:ok, String.t()} | :error
-  def bin_mime_type(<<head::binary-size(@read_bytes), _::binary>>) do
-    case GenMagic.Pool.perform(@pool, {:bytes, head}) do
-      {:ok, %GenMagic.Result{mime_type: content_type}} -> {:ok, content_type}
-      error -> error
-    end
-  end
-
-  def bin_mime_type(_), do: :error
-
-  defp fix_extension(filename, content_type) do
-    parts = String.split(filename, ".")
-
-    new_filename =
-      if length(parts) > 1 do
-        Enum.drop(parts, -1) |> Enum.join(".")
-      else
-        Enum.join(parts)
-      end
-
-    cond do
-      content_type == "application/octet-stream" ->
-        filename
-
-      ext = List.first(MIME.extensions(content_type)) ->
-        new_filename <> "." <> ext
-
-      true ->
-        Enum.join([new_filename, String.split(content_type, "/") |> List.last()], ".")
-    end
-  end
-end
diff --git a/lib/pleroma/upload.ex b/lib/pleroma/upload.ex
index 797555bff..a0ba2f4c0 100644
--- a/lib/pleroma/upload.ex
+++ b/lib/pleroma/upload.ex
@@ -57,6 +57,7 @@ defmodule Pleroma.Upload do
   defstruct [:id, :name, :tempfile, :content_type, :path]
 
   @spec store(source, options :: [option()]) :: {:ok, Map.t()} | {:error, any()}
+  @doc "Store a file. If using a `Plug.Upload{}` as the source, be sure to use `Majic.Plug` to ensure its content_type and filename is correct."
   def store(upload, opts \\ []) do
     opts = get_opts(opts)
 
@@ -123,14 +124,13 @@ defp get_opts(opts) do
   end
 
   defp prepare_upload(%Plug.Upload{} = file, opts) do
-    with :ok <- check_file_size(file.path, opts.size_limit),
-         {:ok, content_type, name} <- Pleroma.MIME.file_mime_type(file.path, file.filename) do
+    with :ok <- check_file_size(file.path, opts.size_limit) do
       {:ok,
        %__MODULE__{
          id: UUID.generate(),
-         name: name,
+         name: file.filename,
          tempfile: file.path,
-         content_type: content_type
+         content_type: file.content_type
        }}
     end
   end
@@ -138,16 +138,17 @@ defp prepare_upload(%Plug.Upload{} = file, opts) do
   defp prepare_upload(%{img: "data:image/" <> image_data}, opts) do
     parsed = Regex.named_captures(~r/(?<filetype>jpeg|png|gif);base64,(?<data>.*)/, image_data)
     data = Base.decode64!(parsed["data"], ignore: :whitespace)
-    hash = String.downcase(Base.encode16(:crypto.hash(:sha256, data)))
+    hash = Base.encode16(:crypto.hash(:sha256, data), lower: true)
 
     with :ok <- check_binary_size(data, opts.size_limit),
          tmp_path <- tempfile_for_image(data),
-         {:ok, content_type, name} <-
-           Pleroma.MIME.bin_mime_type(data, hash <> "." <> parsed["filetype"]) do
+         {:ok, %{mime_type: content_type}} <-
+           Majic.perform({:bytes, data}, pool: Pleroma.MajicPool),
+         [ext | _] <- MIME.extensions(content_type) do
       {:ok,
        %__MODULE__{
          id: UUID.generate(),
-         name: name,
+         name: hash <> "." <> ext,
          tempfile: tmp_path,
          content_type: content_type
        }}
@@ -156,7 +157,7 @@ defp prepare_upload(%{img: "data:image/" <> image_data}, opts) do
 
   # For Mix.Tasks.MigrateLocalUploads
   defp prepare_upload(%__MODULE__{tempfile: path} = upload, _opts) do
-    with {:ok, content_type} <- Pleroma.MIME.file_mime_type(path) do
+    with {:ok, %{mime_type: content_type}} <- Majic.perform(path, pool: Pleroma.MajicPool) do
       {:ok, %__MODULE__{upload | content_type: content_type}}
     end
   end
diff --git a/lib/pleroma/web/activity_pub/activity_pub_controller.ex b/lib/pleroma/web/activity_pub/activity_pub_controller.ex
index f0b5c6e93..e2a5fb9e9 100644
--- a/lib/pleroma/web/activity_pub/activity_pub_controller.ex
+++ b/lib/pleroma/web/activity_pub/activity_pub_controller.ex
@@ -45,6 +45,8 @@ defmodule Pleroma.Web.ActivityPub.ActivityPubController do
     when action in [:read_inbox, :update_outbox, :whoami, :upload_media]
   )
 
+  plug(Majic.Plug, [pool: Pleroma.MajicPool] when action in [:upload_media])
+
   plug(
     Pleroma.Plugs.Cache,
     [query_params: false, tracking_fun: &__MODULE__.track_object_fetch/2]
diff --git a/lib/pleroma/web/mastodon_api/controllers/media_controller.ex b/lib/pleroma/web/mastodon_api/controllers/media_controller.ex
index 513de279f..06bb718ef 100644
--- a/lib/pleroma/web/mastodon_api/controllers/media_controller.ex
+++ b/lib/pleroma/web/mastodon_api/controllers/media_controller.ex
@@ -16,6 +16,7 @@ defmodule Pleroma.Web.MastodonAPI.MediaController do
 
   plug(OAuthScopesPlug, %{scopes: ["read:media"]} when action == :show)
   plug(OAuthScopesPlug, %{scopes: ["write:media"]} when action != :show)
+  plug(Majic.Plug, [pool: Pleroma.MajicPool] when action in [:create, :create2])
 
   defdelegate open_api_operation(action), to: Pleroma.Web.ApiSpec.MediaOperation
 
diff --git a/lib/pleroma/web/pleroma_api/controllers/account_controller.ex b/lib/pleroma/web/pleroma_api/controllers/account_controller.ex
index f3554d919..97a6ae60d 100644
--- a/lib/pleroma/web/pleroma_api/controllers/account_controller.ex
+++ b/lib/pleroma/web/pleroma_api/controllers/account_controller.ex
@@ -56,6 +56,11 @@ defmodule Pleroma.Web.PleromaAPI.AccountController do
   plug(:assign_account_by_id when action in [:favourites, :subscribe, :unsubscribe])
   plug(:put_view, Pleroma.Web.MastodonAPI.AccountView)
 
+  plug(
+    Majic.Plug,
+    [pool: Pleroma.MajicPool] when action in [:update_avatar, :update_background, :update_banner]
+  )
+
   defdelegate open_api_operation(action), to: Pleroma.Web.ApiSpec.PleromaAccountOperation
 
   @doc "POST /api/v1/pleroma/accounts/confirmation_resend"
diff --git a/lib/pleroma/web/pleroma_api/controllers/mascot_controller.ex b/lib/pleroma/web/pleroma_api/controllers/mascot_controller.ex
index df6c50ca5..4ba4154dd 100644
--- a/lib/pleroma/web/pleroma_api/controllers/mascot_controller.ex
+++ b/lib/pleroma/web/pleroma_api/controllers/mascot_controller.ex
@@ -12,6 +12,7 @@ defmodule Pleroma.Web.PleromaAPI.MascotController do
   plug(Pleroma.Web.ApiSpec.CastAndValidate)
   plug(OAuthScopesPlug, %{scopes: ["read:accounts"]} when action == :show)
   plug(OAuthScopesPlug, %{scopes: ["write:accounts"]} when action != :show)
+  plug(Majic.Plug, [pool: Pleroma.MajicPool] when action in [:update])
 
   defdelegate open_api_operation(action), to: Pleroma.Web.ApiSpec.PleromaMascotOperation
 
@@ -22,14 +23,15 @@ def show(%{assigns: %{user: user}} = conn, _params) do
 
   @doc "PUT /api/v1/pleroma/mascot"
   def update(%{assigns: %{user: user}, body_params: %{file: file}} = conn, _) do
-    with {:ok, object} <- ActivityPub.upload(file, actor: User.ap_id(user)),
-         # Reject if not an image
-         %{type: "image"} = attachment <- render_attachment(object) do
+    with {:content_type, "image" <> _} <- {:content_type, file.content_type},
+         {:ok, object} <- ActivityPub.upload(file, actor: User.ap_id(user)) do
+      attachment = render_attachment(object)
       {:ok, _user} = User.mascot_update(user, attachment)
 
       json(conn, attachment)
     else
-      %{type: _} -> render_error(conn, :unsupported_media_type, "mascots can only be images")
+      {:content_type, _} ->
+        render_error(conn, :unsupported_media_type, "mascots can only be images")
     end
   end
 
diff --git a/mix.exs b/mix.exs
index 2d7e16e94..8fcbaa34e 100644
--- a/mix.exs
+++ b/mix.exs
@@ -197,7 +197,7 @@ defp deps do
        ref: "e0f16822d578866e186a0974d65ad58cddc1e2ab"},
       {:mox, "~> 0.5", only: :test},
       {:restarter, path: "./restarter"},
-      {:gen_magic, git: "https://github.com/hrefhref/gen_magic", branch: "develop"},
+      {:majic, git: "https://github.com/hrefhref/majic", branch: "develop"},
       {:open_api_spex,
        git: "https://git.pleroma.social/pleroma/elixir-libraries/open_api_spex.git",
        ref: "f296ac0924ba3cf79c7a588c4c252889df4c2edd"}
diff --git a/mix.lock b/mix.lock
index 7b7f3c934..8ff41ebf6 100644
--- a/mix.lock
+++ b/mix.lock
@@ -63,6 +63,7 @@
   "jose": {:hex, :jose, "1.10.1", "16d8e460dae7203c6d1efa3f277e25b5af8b659febfc2f2eb4bacf87f128b80a", [:mix, :rebar3], [], "hexpm", "3c7ddc8a9394b92891db7c2771da94bf819834a1a4c92e30857b7d582e2f8257"},
   "jumper": {:hex, :jumper, "1.0.1", "3c00542ef1a83532b72269fab9f0f0c82bf23a35e27d278bfd9ed0865cecabff", [:mix], [], "hexpm", "318c59078ac220e966d27af3646026db9b5a5e6703cb2aa3e26bcfaba65b7433"},
   "libring": {:hex, :libring, "1.4.0", "41246ba2f3fbc76b3971f6bce83119dfec1eee17e977a48d8a9cfaaf58c2a8d6", [:mix], [], "hexpm"},
+  "majic": {:git, "https://github.com/hrefhref/majic", "1c723300364cd014866c6c1bd5260e03965865a2", [branch: "develop"]},
   "makeup": {:hex, :makeup, "1.0.0", "671df94cf5a594b739ce03b0d0316aa64312cee2574b6a44becb83cd90fb05dc", [:mix], [{:nimble_parsec, "~> 0.5.0", [hex: :nimble_parsec, repo: "hexpm", optional: false]}], "hexpm", "a10c6eb62cca416019663129699769f0c2ccf39428b3bb3c0cb38c718a0c186d"},
   "makeup_elixir": {:hex, :makeup_elixir, "0.14.0", "cf8b7c66ad1cff4c14679698d532f0b5d45a3968ffbcbfd590339cb57742f1ae", [:mix], [{:makeup, "~> 1.0", [hex: :makeup, repo: "hexpm", optional: false]}], "hexpm", "d4b316c7222a85bbaa2fd7c6e90e37e953257ad196dc229505137c5e505e9eff"},
   "meck": {:hex, :meck, "0.8.13", "ffedb39f99b0b99703b8601c6f17c7f76313ee12de6b646e671e3188401f7866", [:rebar3], [], "hexpm", "d34f013c156db51ad57cc556891b9720e6a1c1df5fe2e15af999c84d6cebeb1a"},
diff --git a/test/upload_test.exs b/test/upload_test.exs
index 2abf0edec..c7ad177d9 100644
--- a/test/upload_test.exs
+++ b/test/upload_test.exs
@@ -11,7 +11,7 @@ defmodule Pleroma.UploadTest do
   alias Pleroma.Uploaders.Uploader
 
   @upload_file %Plug.Upload{
-    content_type: "image/jpg",
+    content_type: "image/jpeg",
     path: Path.absname("test/fixtures/image_tmp.jpg"),
     filename: "image.jpg"
   }
@@ -111,7 +111,7 @@ test "returns a media url" do
       File.cp!("test/fixtures/image.jpg", "test/fixtures/image_tmp.jpg")
 
       file = %Plug.Upload{
-        content_type: "image/jpg",
+        content_type: "image/jpeg",
         path: Path.absname("test/fixtures/image_tmp.jpg"),
         filename: "image.jpg"
       }
@@ -127,7 +127,7 @@ test "copies the file to the configured folder with deduping" do
       File.cp!("test/fixtures/image.jpg", "test/fixtures/image_tmp.jpg")
 
       file = %Plug.Upload{
-        content_type: "image/jpg",
+        content_type: "image/jpeg",
         path: Path.absname("test/fixtures/image_tmp.jpg"),
         filename: "an [image.jpg"
       }
@@ -143,7 +143,7 @@ test "copies the file to the configured folder without deduping" do
       File.cp!("test/fixtures/image.jpg", "test/fixtures/image_tmp.jpg")
 
       file = %Plug.Upload{
-        content_type: "image/jpg",
+        content_type: "image/jpeg",
         path: Path.absname("test/fixtures/image_tmp.jpg"),
         filename: "an [image.jpg"
       }
@@ -152,63 +152,31 @@ test "copies the file to the configured folder without deduping" do
       assert data["name"] == "an [image.jpg"
     end
 
-    test "fixes incorrect content type" do
-      File.cp!("test/fixtures/image.jpg", "test/fixtures/image_tmp.jpg")
-
-      file = %Plug.Upload{
-        content_type: "application/octet-stream",
-        path: Path.absname("test/fixtures/image_tmp.jpg"),
-        filename: "an [image.jpg"
+    test "fixes incorrect content type when base64 is given" do
+      params = %{
+        img: "data:image/png;base64,#{Base.encode64(File.read!("test/fixtures/image.jpg"))}"
       }
 
-      {:ok, data} = Upload.store(file, filters: [Pleroma.Upload.Filter.Dedupe])
+      {:ok, data} = Upload.store(params)
       assert hd(data["url"])["mediaType"] == "image/jpeg"
     end
 
-    test "adds missing extension" do
+    test "adds extension when base64 is given" do
       File.cp!("test/fixtures/image.jpg", "test/fixtures/image_tmp.jpg")
 
-      file = %Plug.Upload{
-        content_type: "image/jpg",
-        path: Path.absname("test/fixtures/image_tmp.jpg"),
-        filename: "an [image"
+      params = %{
+        img: "data:image/png;base64,#{Base.encode64(File.read!("test/fixtures/image.jpg"))}"
       }
 
-      {:ok, data} = Upload.store(file)
-      assert data["name"] == "an [image.jpg"
-    end
-
-    test "fixes incorrect file extension" do
-      File.cp!("test/fixtures/image.jpg", "test/fixtures/image_tmp.jpg")
-
-      file = %Plug.Upload{
-        content_type: "image/jpg",
-        path: Path.absname("test/fixtures/image_tmp.jpg"),
-        filename: "an [image.blah"
-      }
-
-      {:ok, data} = Upload.store(file)
-      assert data["name"] == "an [image.jpg"
-    end
-
-    test "don't modify filename of an unknown type" do
-      File.cp("test/fixtures/test.txt", "test/fixtures/test_tmp.txt")
-
-      file = %Plug.Upload{
-        content_type: "text/plain",
-        path: Path.absname("test/fixtures/test_tmp.txt"),
-        filename: "test.txt"
-      }
-
-      {:ok, data} = Upload.store(file)
-      assert data["name"] == "test.txt"
+      {:ok, data} = Upload.store(params)
+      assert String.ends_with?(data["name"], ".jpg")
     end
 
     test "copies the file to the configured folder with anonymizing filename" do
       File.cp!("test/fixtures/image.jpg", "test/fixtures/image_tmp.jpg")
 
       file = %Plug.Upload{
-        content_type: "image/jpg",
+        content_type: "image/jpeg",
         path: Path.absname("test/fixtures/image_tmp.jpg"),
         filename: "an [image.jpg"
       }
@@ -222,7 +190,7 @@ test "escapes invalid characters in url" do
       File.cp!("test/fixtures/image.jpg", "test/fixtures/image_tmp.jpg")
 
       file = %Plug.Upload{
-        content_type: "image/jpg",
+        content_type: "image/jpeg",
         path: Path.absname("test/fixtures/image_tmp.jpg"),
         filename: "an… image.jpg"
       }
@@ -237,7 +205,7 @@ test "escapes reserved uri characters" do
       File.cp!("test/fixtures/image.jpg", "test/fixtures/image_tmp.jpg")
 
       file = %Plug.Upload{
-        content_type: "image/jpg",
+        content_type: "image/jpeg",
         path: Path.absname("test/fixtures/image_tmp.jpg"),
         filename: ":?#[]@!$&\\'()*+,;=.jpg"
       }
@@ -259,7 +227,7 @@ test "returns a media url with configured base_url" do
       File.cp!("test/fixtures/image.jpg", "test/fixtures/image_tmp.jpg")
 
       file = %Plug.Upload{
-        content_type: "image/jpg",
+        content_type: "image/jpeg",
         path: Path.absname("test/fixtures/image_tmp.jpg"),
         filename: "image.jpg"
       }
diff --git a/test/web/activity_pub/activity_pub_controller_test.exs b/test/web/activity_pub/activity_pub_controller_test.exs
index e490a5744..8c6ee68b2 100644
--- a/test/web/activity_pub/activity_pub_controller_test.exs
+++ b/test/web/activity_pub/activity_pub_controller_test.exs
@@ -1428,9 +1428,9 @@ test "POST /api/ap/upload_media", %{conn: conn} do
       desc = "Description of the image"
 
       image = %Plug.Upload{
-        content_type: "image/jpg",
+        content_type: "bad/content-type",
         path: Path.absname("test/fixtures/image.jpg"),
-        filename: "an_image.jpg"
+        filename: "an_image.png"
       }
 
       object =
@@ -1445,6 +1445,7 @@ test "POST /api/ap/upload_media", %{conn: conn} do
       assert [%{"href" => object_href, "mediaType" => object_mediatype}] = object["url"]
       assert is_binary(object_href)
       assert object_mediatype == "image/jpeg"
+      assert String.ends_with?(object_href, ".jpg")
 
       activity_request = %{
         "@context" => "https://www.w3.org/ns/activitystreams",
diff --git a/test/web/activity_pub/object_validator_test.exs b/test/web/activity_pub/object_validator_test.exs
index 31224abe0..ee1e1bcfe 100644
--- a/test/web/activity_pub/object_validator_test.exs
+++ b/test/web/activity_pub/object_validator_test.exs
@@ -58,7 +58,7 @@ test "it handles our own uploads" do
       user = insert(:user)
 
       file = %Plug.Upload{
-        content_type: "image/jpg",
+        content_type: "image/jpeg",
         path: Path.absname("test/fixtures/image.jpg"),
         filename: "an_image.jpg"
       }