diff --git a/lib/pinchflat/boot/nfo_backfill_worker.ex b/lib/pinchflat/boot/nfo_backfill_worker.ex
new file mode 100644
index 0000000..3793e7f
--- /dev/null
+++ b/lib/pinchflat/boot/nfo_backfill_worker.ex
@@ -0,0 +1,66 @@
+defmodule Pinchflat.Boot.NfoBackfillWorker do
+  @moduledoc false
+
+  use Oban.Worker,
+    queue: :local_metadata,
+    # This should have it running once _ever_ (until the job is pruned, anyway)
+    # NOTE: remove within the next month
+    unique: [period: :infinity, states: Oban.Job.states()],
+    tags: ["media_item", "media_metadata", "local_metadata", "data_backfill"]
+
+  import Ecto.Query, warn: false
+  require Logger
+
+  alias Pinchflat.Repo
+  alias Pinchflat.Media
+  alias Pinchflat.Media.MediaItem
+  alias Pinchflat.Metadata.NfoBuilder
+  alias Pinchflat.Metadata.MetadataFileHelpers
+
+  @doc """
+  Runs a one-off backfill job to regenerate NFO files for media items that have
+  both an NFO file and a metadata file. This is needed because NFO files weren't
+  escaping characters properly so we need to regenerate them.
+
+  This job will only run once as long as I remove it before the jobs are pruned in a month.
+
+  Returns :ok
+  """
+  @impl Oban.Worker
+  def perform(%Oban.Job{}) do
+    Logger.info("Running NFO backfill worker")
+
+    media_items = get_media_items_to_backfill()
+
+    Enum.each(media_items, fn media_item ->
+      nfo_exists = File.exists?(media_item.nfo_filepath)
+      metadata_exists = File.exists?(media_item.metadata.metadata_filepath)
+
+      if nfo_exists && metadata_exists do
+        Logger.info("NFO and metadata exist for media item #{media_item.id} - proceeding")
+
+        regenerate_nfo_for_media_item(media_item)
+      end
+    end)
+
+    :ok
+  end
+
+  defp get_media_items_to_backfill do
+    from(m in MediaItem, where: not is_nil(m.nfo_filepath))
+    |> Repo.all()
+    |> Repo.preload([:metadata, source: :media_profile])
+  end
+
+  defp regenerate_nfo_for_media_item(media_item) do
+    case MetadataFileHelpers.read_compressed_metadata(media_item.metadata.metadata_filepath) do
+      {:ok, metadata} ->
+        Media.update_media_item(media_item, %{
+          nfo_filepath: NfoBuilder.build_and_store_for_media_item(media_item.nfo_filepath, metadata)
+        })
+
+      _err ->
+        Logger.error("Failed to read metadata for media item #{media_item.id}")
+    end
+  end
+end
diff --git a/lib/pinchflat/boot/post_job_startup_tasks.ex b/lib/pinchflat/boot/post_job_startup_tasks.ex
index 867c300..ab69da7 100644
--- a/lib/pinchflat/boot/post_job_startup_tasks.ex
+++ b/lib/pinchflat/boot/post_job_startup_tasks.ex
@@ -7,6 +7,9 @@ defmodule Pinchflat.Boot.PostJobStartupTasks do
   Phoenix supervision tree.
   """
 
+  alias Pinchflat.Repo
+  alias Pinchflat.Boot.NfoBackfillWorker
+
   # restart: :temporary means that this process will never be restarted (ie: will run once and then die)
   use GenServer, restart: :temporary
   import Ecto.Query, warn: false
@@ -26,7 +29,8 @@ defmodule Pinchflat.Boot.PostJobStartupTasks do
   """
   @impl true
   def init(state) do
-    # Empty for now, keeping because tasks _will_ be added in future
+    Repo.insert_unique_job(NfoBackfillWorker.new(%{}))
+
     {:ok, state}
   end
 end