diff --git a/lib/pleroma/config/deprecation_warnings.ex b/lib/pleroma/config/deprecation_warnings.ex
index 0f52eb210..2bfe4ddba 100644
--- a/lib/pleroma/config/deprecation_warnings.ex
+++ b/lib/pleroma/config/deprecation_warnings.ex
@@ -56,6 +56,7 @@ def warn do
     check_old_mrf_config()
     check_media_proxy_whitelist_config()
     check_welcome_message_config()
+    check_gun_pool_options()
   end
 
   def check_welcome_message_config do
@@ -115,4 +116,46 @@ def check_media_proxy_whitelist_config do
       """)
     end
   end
+
+  def check_gun_pool_options do
+    pool_config = Config.get(:connections_pool)
+
+    if timeout = pool_config[:await_up_timeout] do
+      Logger.warn("""
+      !!!DEPRECATION WARNING!!!
+      Your config is using old setting name `await_up_timeout` instead of `connect_timeout`. Setting should work for now, but you are advised to change format to scheme with port to prevent possible issues later.
+      """)
+
+      Config.put(:connections_pool, Keyword.put_new(pool_config, :connect_timeout, timeout))
+    end
+
+    pools_configs = Config.get(:pools)
+
+    warning_preface = """
+    !!!DEPRECATION WARNING!!!
+    Your config is using old setting name `timeout` instead of `recv_timeout` in pool settings. Setting should work for now, but you are advised to change format to scheme with port to prevent possible issues later.
+    """
+
+    updated_config =
+      Enum.reduce(pools_configs, [], fn {pool_name, config}, acc ->
+        if timeout = config[:timeout] do
+          Keyword.put(acc, pool_name, Keyword.put_new(config, :recv_timeout, timeout))
+        else
+          acc
+        end
+      end)
+
+    if updated_config != [] do
+      pool_warnings =
+        updated_config
+        |> Keyword.keys()
+        |> Enum.map(fn pool_name ->
+          "\n* `:timeout` options in #{pool_name} pool is now `:recv_timeout`"
+        end)
+
+      Logger.warn(Enum.join([warning_preface | pool_warnings]))
+
+      Config.put(:pools, updated_config)
+    end
+  end
 end
diff --git a/test/config/deprecation_warnings_test.exs b/test/config/deprecation_warnings_test.exs
index 555661a71..e22052404 100644
--- a/test/config/deprecation_warnings_test.exs
+++ b/test/config/deprecation_warnings_test.exs
@@ -4,12 +4,15 @@ defmodule Pleroma.Config.DeprecationWarningsTest do
 
   import ExUnit.CaptureLog
 
+  alias Pleroma.Config
+  alias Pleroma.Config.DeprecationWarnings
+
   test "check_old_mrf_config/0" do
     clear_config([:instance, :rewrite_policy], Pleroma.Web.ActivityPub.MRF.NoOpPolicy)
     clear_config([:instance, :mrf_transparency], true)
     clear_config([:instance, :mrf_transparency_exclusions], [])
 
-    assert capture_log(fn -> Pleroma.Config.DeprecationWarnings.check_old_mrf_config() end) =~
+    assert capture_log(fn -> DeprecationWarnings.check_old_mrf_config() end) =~
              """
              !!!DEPRECATION WARNING!!!
              Your config is using old namespaces for MRF configuration. They should work for now, but you are advised to change to new namespaces to prevent possible issues later:
@@ -44,22 +47,66 @@ test "move_namespace_and_warn/2" do
     ]
 
     assert capture_log(fn ->
-             Pleroma.Config.DeprecationWarnings.move_namespace_and_warn(
+             DeprecationWarnings.move_namespace_and_warn(
                config_map,
                "Warning preface"
              )
            end) =~ "Warning preface\n error :key\n error :key2\n error :key3"
 
-    assert Pleroma.Config.get(new_group1) == 1
-    assert Pleroma.Config.get(new_group2) == 2
-    assert Pleroma.Config.get(new_group3) == 3
+    assert Config.get(new_group1) == 1
+    assert Config.get(new_group2) == 2
+    assert Config.get(new_group3) == 3
   end
 
   test "check_media_proxy_whitelist_config/0" do
     clear_config([:media_proxy, :whitelist], ["https://example.com", "example2.com"])
 
     assert capture_log(fn ->
-             Pleroma.Config.DeprecationWarnings.check_media_proxy_whitelist_config()
+             DeprecationWarnings.check_media_proxy_whitelist_config()
            end) =~ "Your config is using old format (only domain) for MediaProxy whitelist option"
   end
+
+  describe "check_gun_pool_options/0" do
+    test "await_up_timeout" do
+      config = Config.get(:connections_pool)
+      clear_config(:connections_pool, Keyword.put(config, :await_up_timeout, 5_000))
+
+      assert capture_log(fn ->
+               DeprecationWarnings.check_gun_pool_options()
+             end) =~
+               "Your config is using old setting name `await_up_timeout` instead of `connect_timeout`"
+    end
+
+    test "pool timeout" do
+      old_config = [
+        federation: [
+          size: 50,
+          max_waiting: 10,
+          timeout: 10_000
+        ],
+        media: [
+          size: 50,
+          max_waiting: 10,
+          timeout: 10_000
+        ],
+        upload: [
+          size: 25,
+          max_waiting: 5,
+          timeout: 15_000
+        ],
+        default: [
+          size: 10,
+          max_waiting: 2,
+          timeout: 5_000
+        ]
+      ]
+
+      clear_config(:pools, old_config)
+
+      assert capture_log(fn ->
+               DeprecationWarnings.check_gun_pool_options()
+             end) =~
+               "Your config is using old setting name `timeout` instead of `recv_timeout` in pool settings"
+    end
+  end
 end