diff --git a/config/config.exs b/config/config.exs
index 7b8d29a..a25b014 100644
--- a/config/config.exs
+++ b/config/config.exs
@@ -49,16 +49,7 @@ config :pinchflat, PinchflatWeb.Endpoint,
 
 config :pinchflat, Oban,
   engine: Oban.Engines.Lite,
-  repo: Pinchflat.Repo,
-  # Keep old jobs for 30 days for display in the UI
-  plugins: [
-    {Oban.Plugins.Pruner, max_age: 30 * 24 * 60 * 60},
-    {Oban.Plugins.Cron,
-     crontab: [
-       {"0 1 * * *", Pinchflat.Downloading.MediaRetentionWorker},
-       {"0 2 * * *", Pinchflat.Downloading.MediaQualityUpgradeWorker}
-     ]}
-  ]
+  repo: Pinchflat.Repo
 
 # Configures the mailer
 #
diff --git a/config/runtime.exs b/config/runtime.exs
index 4f0a5ca..5624bfe 100644
--- a/config/runtime.exs
+++ b/config/runtime.exs
@@ -43,6 +43,11 @@ config :pinchflat, Pinchflat.Repo,
 # Some users may want to increase the number of workers that use yt-dlp to improve speeds
 # Others may want to decrease the number of these workers to lessen the chance of an IP ban
 {yt_dlp_worker_count, _} = Integer.parse(System.get_env("YT_DLP_WORKER_CONCURRENCY", "2"))
+# Used to set the cron for the yt-dlp update worker. The reason for this is
+# to avoid all instances of PF updating yt-dlp at the same time, which 1)
+# could result in rate limiting and 2) gives me time to react if an update
+# breaks something
+%{hour: current_hour, minute: current_minute} = DateTime.utc_now()
 
 config :pinchflat, Oban,
   queues: [
@@ -52,6 +57,16 @@ config :pinchflat, Oban,
     media_fetching: yt_dlp_worker_count,
     remote_metadata: yt_dlp_worker_count,
     local_data: 8
+  ],
+  plugins: [
+    # Keep old jobs for 30 days for display in the UI
+    {Oban.Plugins.Pruner, max_age: 30 * 24 * 60 * 60},
+    {Oban.Plugins.Cron,
+     crontab: [
+       {"#{current_minute} #{current_hour} * * *", Pinchflat.YtDlp.UpdateWorker},
+       {"0 1 * * *", Pinchflat.Downloading.MediaRetentionWorker},
+       {"0 2 * * *", Pinchflat.Downloading.MediaQualityUpgradeWorker}
+     ]}
   ]
 
 if config_env() == :prod do
diff --git a/lib/pinchflat/yt_dlp/update_worker.ex b/lib/pinchflat/yt_dlp/update_worker.ex
new file mode 100644
index 0000000..daa7aac
--- /dev/null
+++ b/lib/pinchflat/yt_dlp/update_worker.ex
@@ -0,0 +1,34 @@
+defmodule Pinchflat.YtDlp.UpdateWorker do
+  @moduledoc false
+
+  use Oban.Worker,
+    queue: :local_data,
+    tags: ["local_data"]
+
+  require Logger
+
+  alias Pinchflat.Settings
+
+  @doc """
+  Updates yt-dlp and saves the version to the settings.
+
+  This worker is scheduled to run via the Oban Cron plugin.
+
+  Returns :ok
+  """
+  @impl Oban.Worker
+  def perform(%Oban.Job{}) do
+    Logger.info("Updating yt-dlp")
+
+    yt_dlp_runner().update()
+
+    {:ok, yt_dlp_version} = yt_dlp_runner().version()
+    Settings.set(yt_dlp_version: yt_dlp_version)
+
+    :ok
+  end
+
+  defp yt_dlp_runner do
+    Application.get_env(:pinchflat, :yt_dlp_runner)
+  end
+end
diff --git a/test/pinchflat/yt_dlp/update_worker_test.exs b/test/pinchflat/yt_dlp/update_worker_test.exs
new file mode 100644
index 0000000..fed0510
--- /dev/null
+++ b/test/pinchflat/yt_dlp/update_worker_test.exs
@@ -0,0 +1,24 @@
+defmodule Pinchflat.YtDlp.UpdateWorkerTest do
+  use Pinchflat.DataCase
+
+  alias Pinchflat.Settings
+  alias Pinchflat.YtDlp.UpdateWorker
+
+  describe "perform/1" do
+    test "calls the yt-dlp runner to update yt-dlp" do
+      expect(YtDlpRunnerMock, :update, fn -> {:ok, ""} end)
+      expect(YtDlpRunnerMock, :version, fn -> {:ok, ""} end)
+
+      perform_job(UpdateWorker, %{})
+    end
+
+    test "saves the new version to the database" do
+      expect(YtDlpRunnerMock, :update, fn -> {:ok, ""} end)
+      expect(YtDlpRunnerMock, :version, fn -> {:ok, "1.2.3"} end)
+
+      perform_job(UpdateWorker, %{})
+
+      assert {:ok, "1.2.3"} = Settings.get(:yt_dlp_version)
+    end
+  end
+end