diff --git a/docker/app/Dockerfile b/docker/app/Dockerfile
index f9a91efd..5dc8f9b1 100644
--- a/docker/app/Dockerfile
+++ b/docker/app/Dockerfile
@@ -27,4 +27,5 @@ RUN git clone https://github.com/philomena-dev/mediatools /tmp/mediatools \
 COPY docker/app/run-development /usr/local/bin/run-development
 COPY docker/app/run-test /usr/local/bin/run-test
 COPY docker/app/safe-rsvg-convert /usr/local/bin/safe-rsvg-convert
+COPY docker/app/purge-cache /usr/local/bin/purge-cache
 CMD run-development
diff --git a/docker/app/purge-cache b/docker/app/purge-cache
new file mode 100755
index 00000000..a35e94fd
--- /dev/null
+++ b/docker/app/purge-cache
@@ -0,0 +1,18 @@
+#!/bin/bash
+
+# Run your custom purge command here.
+#
+# The script receives the list of URLs to be purged
+# as JSON on the first argument.
+#
+# {"files":[]}
+
+body="$1"
+api_token=
+zone_id=
+
+# curl -XPOST \
+#      -H "Content-Type: application/json" \
+#      -H "Authorization: Bearer ${api_token}" \
+#      "https://api.cloudflare.com/client/v4/zones/${zone_id}/purge_cache" \
+#      -d "${body}"
diff --git a/lib/philomena/images.ex b/lib/philomena/images.ex
index a73f2356..c3b1c343 100644
--- a/lib/philomena/images.ex
+++ b/lib/philomena/images.ex
@@ -10,11 +10,13 @@ defmodule Philomena.Images do
 
   alias Philomena.Elasticsearch
   alias Philomena.ThumbnailWorker
+  alias Philomena.ImagePurgeWorker
   alias Philomena.DuplicateReports.DuplicateReport
   alias Philomena.Images.Image
   alias Philomena.Images.Hider
   alias Philomena.Images.Uploader
   alias Philomena.Images.Tagging
+  alias Philomena.Images.Thumbnailer
   alias Philomena.Images.ElasticsearchIndex, as: ImageIndex
   alias Philomena.IndexWorker
   alias Philomena.ImageFeatures.ImageFeature
@@ -127,6 +129,7 @@ defmodule Philomena.Images do
     |> case do
       {:ok, image} ->
         Uploader.unpersist_old_upload(image)
+        purge_files(image, image.hidden_image_key)
         Hider.destroy_thumbnails(image)
 
         {:ok, image}
@@ -195,6 +198,7 @@ defmodule Philomena.Images do
         Uploader.unpersist_old_upload(image)
 
         repair_image(image)
+        purge_files(image, image.hidden_image_key)
         reindex_image(image)
 
         {:ok, image}
@@ -464,6 +468,7 @@ defmodule Philomena.Images do
         Tags.reindex_tags(tags)
         reindex_image(image)
         reindex_copied_tags(result)
+        purge_files(image, image.hidden_image_key)
 
         {:ok, result}
 
@@ -510,6 +515,7 @@ defmodule Philomena.Images do
         Hider.unhide_thumbnails(image, key)
 
         reindex_image(image)
+        purge_files(image, image.hidden_image_key)
         Comments.reindex_comments(image)
         Tags.reindex_tags(tags)
 
@@ -677,6 +683,22 @@ defmodule Philomena.Images do
     |> Elasticsearch.reindex(Image)
   end
 
+  def purge_files(image, hidden_key) do
+    files =
+      if is_nil(hidden_key) do
+        Thumbnailer.thumbnail_urls(image, nil)
+      else
+        Thumbnailer.thumbnail_urls(image, hidden_key) ++
+          Thumbnailer.thumbnail_urls(image, nil)
+      end
+
+    Exq.enqueue(Exq, "indexing", ImagePurgeWorker, [files])
+  end
+
+  def perform_purge(files) do
+    Hider.purge_cache(files)
+  end
+
   alias Philomena.Images.Subscription
 
   def subscribed?(_image, nil), do: false
diff --git a/lib/philomena/images/hider.ex b/lib/philomena/images/hider.ex
index 78fbf203..50b6745f 100644
--- a/lib/philomena/images/hider.ex
+++ b/lib/philomena/images/hider.ex
@@ -29,6 +29,12 @@ defmodule Philomena.Images.Hider do
     File.rm_rf(normal)
   end
 
+  def purge_cache(files) do
+    {_out, 0} = System.cmd("purge-cache", [Jason.encode!(%{files: files})])
+
+    :ok
+  end
+
   # fixme: these are copied from the thumbnailer
   defp image_thumb_dir(%Image{created_at: created_at, id: id}),
     do: Path.join([image_thumbnail_root(), time_identifier(created_at), to_string(id)])
diff --git a/lib/philomena/images/thumbnailer.ex b/lib/philomena/images/thumbnailer.ex
index 0b13a530..b9944955 100644
--- a/lib/philomena/images/thumbnailer.ex
+++ b/lib/philomena/images/thumbnailer.ex
@@ -22,6 +22,14 @@ defmodule Philomena.Images.Thumbnailer do
     full: nil
   ]
 
+  def thumbnail_urls(image, hidden_key) do
+    Path.join([image_thumb_dir(image), "*"])
+    |> Path.wildcard()
+    |> Enum.map(fn version_name ->
+      Path.join([image_url_base(image, hidden_key), Path.basename(version_name)])
+    end)
+  end
+
   def generate_thumbnails(image_id) do
     image = Repo.get!(Image, image_id)
     file = image_file(image)
@@ -124,6 +132,12 @@ defmodule Philomena.Images.Thumbnailer do
   defp image_thumb_dir(%Image{created_at: created_at, id: id}),
     do: Path.join([image_thumbnail_root(), time_identifier(created_at), to_string(id)])
 
+  defp image_url_base(%Image{created_at: created_at, id: id}, nil),
+    do: Path.join([image_url_root(), time_identifier(created_at), to_string(id)])
+
+  defp image_url_base(%Image{created_at: created_at, id: id}, key),
+    do: Path.join([image_url_root(), time_identifier(created_at), "#{id}-#{key}"])
+
   defp time_identifier(time),
     do: Enum.join([time.year, time.month, time.day], "/")
 
@@ -132,4 +146,7 @@ defmodule Philomena.Images.Thumbnailer do
 
   defp image_thumbnail_root,
     do: Application.get_env(:philomena, :image_file_root) <> "/thumbs"
+
+  defp image_url_root,
+    do: Application.get_env(:philomena, :image_url_root)
 end
diff --git a/lib/philomena/workers/image_purge_worker.ex b/lib/philomena/workers/image_purge_worker.ex
new file mode 100644
index 00000000..2ab2f17c
--- /dev/null
+++ b/lib/philomena/workers/image_purge_worker.ex
@@ -0,0 +1,7 @@
+defmodule Philomena.ImagePurgeWorker do
+  alias Philomena.Images
+
+  def perform(files) do
+    Images.perform_purge(files)
+  end
+end
diff --git a/lib/philomena_web/controllers/image/repair_controller.ex b/lib/philomena_web/controllers/image/repair_controller.ex
index 2961d0ab..9e039eca 100644
--- a/lib/philomena_web/controllers/image/repair_controller.ex
+++ b/lib/philomena_web/controllers/image/repair_controller.ex
@@ -9,6 +9,7 @@ defmodule PhilomenaWeb.Image.RepairController do
 
   def create(conn, _params) do
     Images.repair_image(conn.assigns.image)
+    Images.purge_files(conn.assigns.image, conn.assigns.image.hidden_image_key)
 
     conn
     |> put_flash(:info, "Repair job enqueued.")