diff --git a/app/commands/auto_tagging/tag.rb b/app/commands/auto_tagging/tag.rb
new file mode 100644
index 0000000..23fca6f
--- /dev/null
+++ b/app/commands/auto_tagging/tag.rb
@@ -0,0 +1,31 @@
+module Adamantium
+  module Commands
+    module AutoTagging
+      class Tag
+        include Dry::Monads[:result]
+        include Deps["repos.post_repo", "repos.auto_tagging_repo"]
+
+        def call(auto_tag_id: nil)
+          auto_taggings = if auto_tag_id
+                auto_tagging_repo.find(auto_tag_id)
+              else
+                auto_tagging_repo.all
+              end
+
+          auto_taggings.each do |auto_tagging|
+            posts = auto_tagging.title_only? ?
+              post_repo.by_title(title_contains: auto_tagging.title_contains) :
+              post_repo.by_content(body_contains: auto_tagging.body_contains)
+
+            posts.each do |post|
+              post_repo.auto_tag_post(post_id: post.id,
+                                      tag_id: auto_tagging.tag_id)
+            end
+          end
+
+          Success()
+        end
+      end
+    end
+  end
+end
diff --git a/app/commands/posts/create_entry.rb b/app/commands/posts/create_entry.rb
index 6585992..b0cdb83 100644
--- a/app/commands/posts/create_entry.rb
+++ b/app/commands/posts/create_entry.rb
@@ -10,6 +10,7 @@ module Adamantium
           syndicate: "commands.posts.syndicate",
           send_to_dayone: "syndication.dayone",
           send_webmentions: "commands.posts.send_webmentions",
+          auto_tag: "commands.auto_tagging.tag",
                     ]
 
         include Dry::Monads[:result]
@@ -20,6 +21,8 @@ module Adamantium
 
           syndicate.call(created_post.id, post)
 
+          auto_tag.call()
+
           # decorated_post = Decorators::Posts::Decorator.new(created_post)
 
           # send_webmentions.call(post_content: attrs[:content], post_url: decorated_post.permalink)
diff --git a/app/entities/auto_tagging.rb b/app/entities/auto_tagging.rb
new file mode 100644
index 0000000..566feb9
--- /dev/null
+++ b/app/entities/auto_tagging.rb
@@ -0,0 +1,13 @@
+module Adamantium
+  module Entities
+    class AutoTagging < Dry::Struct
+      attribute? :title_contains, Types::Optional::String
+      attribute? :body_contains, Types::Optional::String
+      attribute :tag_id, Types::Coercible::Integer
+
+      def title_only?
+        !title_contains.empty?
+      end
+    end
+  end
+end
diff --git a/app/repos/auto_tagging_repo.rb b/app/repos/auto_tagging_repo.rb
new file mode 100644
index 0000000..8d776df
--- /dev/null
+++ b/app/repos/auto_tagging_repo.rb
@@ -0,0 +1,18 @@
+module Adamantium
+  module Repos
+    class AutoTaggingRepo < Adamantium::Repo[:auto_taggings]
+      def find(id)
+        auto_taggings
+          .where(id: id)
+          .map_to(Adamantium::Entities::AutoTagging)
+          .to_a
+      end
+
+      def all
+        auto_taggings
+          .map_to(Adamantium::Entities::AutoTagging)
+          .to_a
+      end
+    end
+  end
+end
diff --git a/app/repos/post_repo.rb b/app/repos/post_repo.rb
index 9c8d35a..2534caa 100644
--- a/app/repos/post_repo.rb
+++ b/app/repos/post_repo.rb
@@ -47,6 +47,38 @@ module Adamantium
         end
       end
 
+      def auto_tag_post(post_id:, tag_id:)
+
+        return if posts
+                    .post_tags
+                    .where(
+                      post_id: post_id,
+                      tag_id: tag_id
+                    ).count > 0
+
+        posts
+          .post_tags
+          .changeset(:create, {
+            post_id: post_id,
+            tag_id: tag_id
+          })
+          .commit
+      end
+
+      def by_title(title_contains:)
+        posts
+          .where(post_type: "post")
+          .published
+          .where(Sequel.ilike(:name, "%#{title_contains}%")).to_a
+      end
+
+      def by_content(body_contains:)
+        posts
+          .where(post_type: "post")
+          .published
+          .where(Sequel.ilike(:content, "%#{body_contains}%")).to_a
+      end
+
       def remove_tag(post_id:, tag:)
         tag = posts.tags.where(label: tag).one
 
diff --git a/config/routes.rb b/config/routes.rb
index cb6eec7..672e7b2 100644
--- a/config/routes.rb
+++ b/config/routes.rb
@@ -60,6 +60,11 @@ module Adamantium
 
       get "/tags", to: "tags.index"
       delete "/tags/:id", to: "tags.delete"
+
+      get "/tags/auto_tagging", to: "auto_tagging.index"
+      get "/tags/auto_tagging/new", to: "auto_tagging.new"
+      post "/tags/auto_tagging", to: "auto_tagging.create"
+      delete "/tags/auto_taggings/:id", to: "auto_tagging.delete"
     end
   end
 end
diff --git a/db/migrate/20230506081449_create_auto_taggings.rb b/db/migrate/20230506081449_create_auto_taggings.rb
new file mode 100644
index 0000000..e4af27d
--- /dev/null
+++ b/db/migrate/20230506081449_create_auto_taggings.rb
@@ -0,0 +1,12 @@
+# frozen_string_literal: true
+
+ROM::SQL.migration do
+  change do
+    create_table(:auto_taggings) do
+      primary_key :id
+      column :title_contains, :text
+      column :body_contains, :text
+      foreign_key :tag_id, :tags, null: false
+    end
+  end
+end
diff --git a/lib/adamantium/persistence/relations/auto_taggings.rb b/lib/adamantium/persistence/relations/auto_taggings.rb
new file mode 100644
index 0000000..bb1e8a2
--- /dev/null
+++ b/lib/adamantium/persistence/relations/auto_taggings.rb
@@ -0,0 +1,17 @@
+# frozen_string_literal: true
+
+module Adamantium
+  module Persistence
+    module Relations
+      class AutoTaggings < ROM::Relation[:sql]
+        schema :auto_taggings, infer: true do
+          associations do
+            belongs_to :tag
+          end
+        end
+
+        auto_struct(true)
+      end
+    end
+  end
+end
diff --git a/slices/admin/actions/auto_tagging/create.rb b/slices/admin/actions/auto_tagging/create.rb
new file mode 100644
index 0000000..dc1f732
--- /dev/null
+++ b/slices/admin/actions/auto_tagging/create.rb
@@ -0,0 +1,28 @@
+module Admin
+  module Actions
+    module AutoTagging
+      class Create < Action
+
+        include Deps["commands.auto_tagging.create",
+                     "views.auto_tagging.index",
+                     auto_tag: "commands.auto_tagging.tag"]
+
+        def handle(req, res)
+          title_contains = req.params[:title_contains]
+          body_contains = req.params[:body_contains]
+          tag_id = req.params[:tag_id]
+
+          result = create.(title_contains: title_contains,
+                  body_contains: body_contains,
+                  tag_id: tag_id)
+
+          if result.success?
+            auto_tag.(auto_tag_id: result.value!)
+          end
+
+          res.render index
+        end
+      end
+    end
+  end
+end
\ No newline at end of file
diff --git a/slices/admin/actions/auto_tagging/delete.rb b/slices/admin/actions/auto_tagging/delete.rb
new file mode 100644
index 0000000..ca3240a
--- /dev/null
+++ b/slices/admin/actions/auto_tagging/delete.rb
@@ -0,0 +1,14 @@
+module Admin
+  module Actions
+    module AutoTagging
+      class Delete < Action
+
+        include Deps["repos.auto_tagging_repo"]
+
+        def handle(req, res)
+          auto_tagging_repo.delete(id: req.params[:id])
+        end
+      end
+    end
+  end
+end
\ No newline at end of file
diff --git a/slices/admin/actions/auto_tagging/index.rb b/slices/admin/actions/auto_tagging/index.rb
new file mode 100644
index 0000000..d9efd8f
--- /dev/null
+++ b/slices/admin/actions/auto_tagging/index.rb
@@ -0,0 +1,14 @@
+module Admin
+  module Actions
+    module AutoTagging
+      class Index < Action
+
+        include Deps["views.auto_tagging.index"]
+
+        def handle(req, res)
+          res.render index
+        end
+      end
+    end
+  end
+end
\ No newline at end of file
diff --git a/slices/admin/actions/auto_tagging/new.rb b/slices/admin/actions/auto_tagging/new.rb
new file mode 100644
index 0000000..940ec3f
--- /dev/null
+++ b/slices/admin/actions/auto_tagging/new.rb
@@ -0,0 +1,14 @@
+module Admin
+  module Actions
+    module AutoTagging
+      class New < Action
+
+        include Deps[new_view: "views.auto_tagging.new"]
+
+        def handle(req, res)
+          res.render new_view
+        end
+      end
+    end
+  end
+end
\ No newline at end of file
diff --git a/slices/admin/commands/auto_tagging/create.rb b/slices/admin/commands/auto_tagging/create.rb
new file mode 100644
index 0000000..eff337d
--- /dev/null
+++ b/slices/admin/commands/auto_tagging/create.rb
@@ -0,0 +1,20 @@
+module Admin
+  module Commands
+    module AutoTagging
+      class Create
+        include Dry::Monads[:result]
+        include Deps["repos.auto_tagging_repo"]
+
+        def call(title_contains:, body_contains:, tag_id:)
+          Failure() if !title_contains.empty? && !body_contains.empty?
+
+          result = auto_tagging_repo.create(title_contains: title_contains,
+                                            body_contains: body_contains,
+                                            tag_id: tag_id)
+
+          Success(result.id)
+        end
+      end
+    end
+  end
+end
diff --git a/slices/admin/commands/auto_tagging/tag.rb b/slices/admin/commands/auto_tagging/tag.rb
new file mode 100644
index 0000000..f351e90
--- /dev/null
+++ b/slices/admin/commands/auto_tagging/tag.rb
@@ -0,0 +1,31 @@
+module Admin
+  module Commands
+    module AutoTagging
+      class Tag
+        include Dry::Monads[:result]
+        include Deps["repos.post_repo", "repos.auto_tagging_repo"]
+
+        def call(auto_tag_id: nil)
+          auto_taggings = if auto_tag_id
+                auto_tagging_repo.find(auto_tag_id)
+              else
+                auto_tagging_repo.all
+              end
+
+          auto_taggings.each do |auto_tagging|
+            posts = auto_tagging.title_only? ?
+              post_repo.by_title(title_contains: auto_tagging.title_contains) :
+              post_repo.by_content(body_contains: auto_tagging.body_contains)
+
+            posts.each do |post|
+              post_repo.tag_post(post_id: post.id,
+                                 tag_id: auto_tagging.tag_id)
+            end
+          end
+
+          Success()
+        end
+      end
+    end
+  end
+end
diff --git a/slices/admin/entities/auto_tagging.rb b/slices/admin/entities/auto_tagging.rb
new file mode 100644
index 0000000..f15b450
--- /dev/null
+++ b/slices/admin/entities/auto_tagging.rb
@@ -0,0 +1,22 @@
+module Admin
+  module Entities
+    class AutoTagging < Dry::Struct
+      attribute :id, Types::Coercible::Integer
+      attribute? :title_contains, Types::Optional::String
+      attribute? :body_contains, Types::Optional::String
+      attribute :tag_id, Types::Coercible::Integer
+
+      def title_only?
+        !title_contains.empty?
+      end
+
+      def term
+        title_only? ? title_contains : body_contains
+      end
+
+      class WithTag < AutoTagging
+        attribute :tag, Types::Tag
+      end
+    end
+  end
+end
diff --git a/slices/admin/repos/auto_tagging_repo.rb b/slices/admin/repos/auto_tagging_repo.rb
new file mode 100644
index 0000000..858e707
--- /dev/null
+++ b/slices/admin/repos/auto_tagging_repo.rb
@@ -0,0 +1,33 @@
+module Admin
+  module Repos
+    class AutoTaggingRepo < Adamantium::Repo[:auto_taggings]
+      commands :create
+
+      def find(id)
+        auto_taggings
+          .where(id: id)
+          .map_to(Admin::Entities::AutoTagging)
+          .to_a
+      end
+
+      def all
+        auto_taggings
+          .map_to(Admin::Entities::AutoTagging)
+          .to_a
+      end
+
+      def listing
+        auto_taggings
+          .combine(:tag)
+          .map_to(Admin::Entities::AutoTagging::WithTag)
+          .to_a
+      end
+
+      def delete(id:)
+        auto_taggings
+          .where(id: id)
+          .delete
+      end
+    end
+  end
+end
diff --git a/slices/admin/repos/post_repo.rb b/slices/admin/repos/post_repo.rb
new file mode 100644
index 0000000..c9b1aa5
--- /dev/null
+++ b/slices/admin/repos/post_repo.rb
@@ -0,0 +1,37 @@
+module Admin
+  module Repos
+    class PostRepo < Adamantium::Repo[:posts]
+      def tag_post(post_id:, tag_id:)
+
+        return if posts
+                    .post_tags
+                    .where(
+                      post_id: post_id,
+                      tag_id: tag_id
+                    ).count > 0
+
+        posts
+          .post_tags
+          .changeset(:create, {
+            post_id: post_id,
+            tag_id: tag_id
+          })
+          .commit
+      end
+
+      def by_title(title_contains:)
+        posts
+          .where(post_type: "post")
+          .published
+          .where(Sequel.ilike(:name, "%#{title_contains}%")).to_a
+      end
+
+      def by_content(body_contains:)
+        posts
+          .where(post_type: "post")
+          .published
+          .where(Sequel.ilike(:content, "%#{body_contains}%")).to_a
+      end
+    end
+  end
+end
\ No newline at end of file
diff --git a/slices/admin/repos/post_tag_repo.rb b/slices/admin/repos/post_tag_repo.rb
index 1cf7485..093a99f 100644
--- a/slices/admin/repos/post_tag_repo.rb
+++ b/slices/admin/repos/post_tag_repo.rb
@@ -5,7 +5,6 @@ module Admin
       def delete(tag_id:)
         post_tags.where(tag_id: tag_id).delete
       end
-
     end
   end
 end
diff --git a/slices/admin/repos/tag_repo.rb b/slices/admin/repos/tag_repo.rb
index e6a4530..86d6c0f 100644
--- a/slices/admin/repos/tag_repo.rb
+++ b/slices/admin/repos/tag_repo.rb
@@ -2,6 +2,11 @@ module Admin
   module Repos
     class TagRepo < Adamantium::Repo[:tags]
       def list
+        tags
+          .order(Sequel.function(:lower, :label))
+          .to_a
+      end
+      def list_with_posts
         tags
           .combine(:posts)
           .order(Sequel.function(:lower, :label))
diff --git a/slices/admin/templates/auto_tagging/index.html.slim b/slices/admin/templates/auto_tagging/index.html.slim
new file mode 100644
index 0000000..09ceb54
--- /dev/null
+++ b/slices/admin/templates/auto_tagging/index.html.slim
@@ -0,0 +1,10 @@
+div class="mb-12 prose dark:prose-invert max-w-prose mx-auto text-gray-800 dark:text-gray-200"
+  h1 Admin // Auto tagging
+
+div class="prose dark:prose-invert max-w-prose mx-auto"
+  - auto_taggings.each do |auto_tagging|
+    div id="auto-tag-#{auto_tagging.id}"
+      == "Tag post with <strong>#{auto_tagging.tag.label}</strong> when <strong>#{auto_tagging.title_only? ? "title" : "content"}</strong> contains <strong>#{auto_tagging.term}</strong>"
+      = " — "
+      button hx-delete="/admin/tags/auto_taggings/#{auto_tagging.id}" hx-target="#auto-tag-#{auto_tagging.id}" delete
+div class="max-w-screen-md mx-auto border-t-4 border-solid border-gray-400 dark:border-gray-600"
diff --git a/slices/admin/templates/auto_tagging/new.html.slim b/slices/admin/templates/auto_tagging/new.html.slim
new file mode 100644
index 0000000..4ef2926
--- /dev/null
+++ b/slices/admin/templates/auto_tagging/new.html.slim
@@ -0,0 +1,23 @@
+div class="mb-12 prose dark:prose-invert max-w-prose mx-auto text-gray-800 dark:text-gray-200"
+  h1 Admin // Auto tagging
+
+div class="max-w-prose mx-auto"
+  form method="POST" action="/admin/tags/auto_tagging"
+    div class="mb-4"
+      label class="text-gray-800 dark:text-gray-200" for="title_contains" Title contains:&nbsp;
+      input class="text-gray-800 p-1" type="text" id="title_contains" name="title_contains"
+
+    div class="mb-4"
+      label class="text-gray-800 dark:text-gray-200" for="body_contains" ... or body contains:&nbsp;
+      input class="text-gray-800 p-1" type="text" id="body_contains" name="body_contains"
+
+    div class="mb-4"
+      label class="text-gray-800 dark:text-gray-200" for="tags" Tag with:&nbsp;
+      select class="text-gray-800" id="tags" name="tag_id"
+        - tags.each do |tag|
+          option value=tag.id
+            = tag.label
+    div class="mb-4"
+      button class="rounded bg-blue-100 hover:bg-blue-200 text-blue-600 px-2 hover:cursor-pointer" type="submit"
+        = "Create"
+div class="max-w-screen-md mx-auto border-t-4 border-solid border-gray-400 dark:border-gray-600"
diff --git a/slices/admin/types.rb b/slices/admin/types.rb
new file mode 100644
index 0000000..6363428
--- /dev/null
+++ b/slices/admin/types.rb
@@ -0,0 +1,13 @@
+# frozen_string_literal: true
+
+require "dry/types"
+
+module Admin
+  Types = Dry.Types
+
+  module Types
+    class Tag < Dry::Struct
+      attribute :label, Types::Coercible::String
+    end
+  end
+end
\ No newline at end of file
diff --git a/slices/admin/views/auto_tagging/index.rb b/slices/admin/views/auto_tagging/index.rb
new file mode 100644
index 0000000..6c374a3
--- /dev/null
+++ b/slices/admin/views/auto_tagging/index.rb
@@ -0,0 +1,14 @@
+module Admin
+  module Views
+    module AutoTagging
+      class Index < Admin::View
+
+        include Deps["repos.auto_tagging_repo"]
+
+        expose :auto_taggings do
+          auto_tagging_repo.listing
+        end
+      end
+    end
+  end
+end
\ No newline at end of file
diff --git a/slices/admin/views/auto_tagging/new.rb b/slices/admin/views/auto_tagging/new.rb
new file mode 100644
index 0000000..920e474
--- /dev/null
+++ b/slices/admin/views/auto_tagging/new.rb
@@ -0,0 +1,14 @@
+module Admin
+  module Views
+    module AutoTagging
+      class New < Admin::View
+
+        include Deps["repos.tag_repo"]
+
+        expose :tags do
+          tag_repo.list.to_a
+        end
+      end
+    end
+  end
+end
\ No newline at end of file
diff --git a/slices/admin/views/tags/index.rb b/slices/admin/views/tags/index.rb
index fa245c3..5c5f473 100644
--- a/slices/admin/views/tags/index.rb
+++ b/slices/admin/views/tags/index.rb
@@ -6,7 +6,7 @@ module Admin
         include Deps["repos.tag_repo"]
 
         expose :tags do
-          tag_repo.list.to_a
+          tag_repo.list_with_posts.to_a
         end
 
         expose :unused_tags do |tags|