diff --git a/lib/mix/tasks/pleroma/config.ex b/lib/mix/tasks/pleroma/config.ex
index 904c5a74b..18f99318d 100644
--- a/lib/mix/tasks/pleroma/config.ex
+++ b/lib/mix/tasks/pleroma/config.ex
@@ -32,7 +32,8 @@ defmodule Mix.Tasks.Pleroma.Config do
 
   @spec migrate_to_db(Path.t() | nil) :: any()
   def migrate_to_db(file_path \\ nil) do
-    if Pleroma.Config.get([:configurable_from_database]) do
+    with true <- Pleroma.Config.get([:configurable_from_database]),
+         :ok <- Pleroma.Config.DeprecationWarnings.warn() do
       config_file =
         if file_path do
           file_path
@@ -46,7 +47,8 @@ defmodule Mix.Tasks.Pleroma.Config do
 
       do_migrate_to_db(config_file)
     else
-      migration_error()
+      :error -> deprecation_error()
+      _ -> migration_error()
     end
   end
 
@@ -120,6 +122,10 @@ defmodule Mix.Tasks.Pleroma.Config do
     )
   end
 
+  defp deprecation_error do
+    shell_error("Migration is not allowed until all deprecation warnings have been resolved.")
+  end
+
   if Code.ensure_loaded?(Config.Reader) do
     defp config_header, do: "import Config\r\n\r\n"
     defp read_file(config_file), do: Config.Reader.read_imports!(config_file)
diff --git a/lib/pleroma/config/deprecation_warnings.ex b/lib/pleroma/config/deprecation_warnings.ex
index 412d55a77..98c4dc9c8 100644
--- a/lib/pleroma/config/deprecation_warnings.ex
+++ b/lib/pleroma/config/deprecation_warnings.ex
@@ -26,6 +26,10 @@ defmodule Pleroma.Config.DeprecationWarnings do
       !!!DEPRECATION WARNING!!!
       You are using the old configuration mechanism for the hellthread filter. Please check config.md.
       """)
+
+      :error
+    else
+      :ok
     end
   end
 
@@ -47,17 +51,26 @@ defmodule Pleroma.Config.DeprecationWarnings do
 
       config :pleroma, :mrf_user_allowlist, #{inspect(rewritten, pretty: true)}
       """)
+
+      :error
+    else
+      :ok
     end
   end
 
   def warn do
-    check_hellthread_threshold()
-    mrf_user_allowlist()
-    check_old_mrf_config()
-    check_media_proxy_whitelist_config()
-    check_welcome_message_config()
-    check_gun_pool_options()
-    check_activity_expiration_config()
+    with :ok <- check_hellthread_threshold(),
+         :ok <- mrf_user_allowlist(),
+         :ok <- check_old_mrf_config(),
+         :ok <- check_media_proxy_whitelist_config(),
+         :ok <- check_welcome_message_config(),
+         :ok <- check_gun_pool_options(),
+         :ok <- check_activity_expiration_config() do
+      :ok
+    else
+      _ ->
+        :error
+    end
   end
 
   def check_welcome_message_config do
@@ -74,6 +87,10 @@ defmodule Pleroma.Config.DeprecationWarnings do
       \n* `config :pleroma, :instance, welcome_user_nickname` is now `config :pleroma, :welcome, :direct_message, :sender_nickname`
       \n* `config :pleroma, :instance, welcome_message` is now `config :pleroma, :welcome, :direct_message, :message`
       """)
+
+      :error
+    else
+      :ok
     end
   end
 
@@ -101,8 +118,11 @@ defmodule Pleroma.Config.DeprecationWarnings do
           end
       end)
 
-    if warning != "" do
+    if warning == "" do
+      :ok
+    else
       Logger.warn(warning_preface <> warning)
+      :error
     end
   end
 
@@ -115,6 +135,10 @@ defmodule Pleroma.Config.DeprecationWarnings do
       !!!DEPRECATION WARNING!!!
       Your config is using old format (only domain) for MediaProxy whitelist option. Setting should work for now, but you are advised to change format to scheme with port to prevent possible issues later.
       """)
+
+      :error
+    else
+      :ok
     end
   end
 
@@ -157,6 +181,9 @@ defmodule Pleroma.Config.DeprecationWarnings do
       Logger.warn(Enum.join([warning_preface | pool_warnings]))
 
       Config.put(:pools, updated_config)
+      :error
+    else
+      :ok
     end
   end
 
diff --git a/test/tasks/config_test.exs b/test/tasks/config_test.exs
index fb12e7fb3..f36648829 100644
--- a/test/tasks/config_test.exs
+++ b/test/tasks/config_test.exs
@@ -40,6 +40,19 @@ defmodule Mix.Tasks.Pleroma.ConfigTest do
       on_exit(fn -> Application.put_env(:quack, :level, initial) end)
     end
 
+    @tag capture_log: true
+    test "config migration refused when deprecated settings are found" do
+      clear_config([:media_proxy, :whitelist], ["domain_without_scheme.com"])
+      assert Repo.all(ConfigDB) == []
+
+      Mix.Tasks.Pleroma.Config.migrate_to_db("test/fixtures/config/temp.secret.exs")
+
+      assert_received {:mix_shell, :error, [message]}
+
+      assert message =~
+               "Migration is not allowed until all deprecation warnings have been resolved."
+    end
+
     test "filtered settings are migrated to db" do
       assert Repo.all(ConfigDB) == []