diff --git a/changelog.d/user-imports.fix b/changelog.d/user-imports.fix
new file mode 100644
index 000000000..0076c73d7
--- /dev/null
+++ b/changelog.d/user-imports.fix
@@ -0,0 +1 @@
+Imports of blocks, mutes, and follows would retry repeatedly due to incorrect error handling and all work executed in a single job
diff --git a/lib/pleroma/user/import.ex b/lib/pleroma/user/import.ex
index 11905237c..b79fa88eb 100644
--- a/lib/pleroma/user/import.ex
+++ b/lib/pleroma/user/import.ex
@@ -5,6 +5,7 @@
 defmodule Pleroma.User.Import do
   use Ecto.Schema
 
+  alias Pleroma.Repo
   alias Pleroma.User
   alias Pleroma.Web.CommonAPI
   alias Pleroma.Workers.BackgroundWorker
@@ -12,80 +13,99 @@ defmodule Pleroma.User.Import do
   require Logger
 
   @spec perform(atom(), User.t(), list()) :: :ok | list() | {:error, any()}
-  def perform(:mutes_import, %User{} = user, [_ | _] = identifiers) do
-    Enum.map(
-      identifiers,
-      fn identifier ->
-        with {:ok, %User{} = muted_user} <- User.get_or_fetch(identifier),
-             {:ok, _} <- User.mute(user, muted_user) do
-          muted_user
-        else
-          error -> handle_error(:mutes_import, identifier, error)
-        end
-      end
-    )
+  def perform(:mute_import, %User{} = user, actor) do
+    with {:ok, %User{} = muted_user} <- User.get_or_fetch(actor),
+         {_, false} <- {:existing_mute, User.mutes_user?(user, muted_user)},
+         {:ok, _} <- User.mute(user, muted_user) do
+      {:ok, muted_user}
+    else
+      {:existing_mute, true} -> :ok
+      error -> handle_error(:mutes_import, actor, error)
+    end
   end
 
-  def perform(:blocks_import, %User{} = blocker, [_ | _] = identifiers) do
-    Enum.map(
-      identifiers,
-      fn identifier ->
-        with {:ok, %User{} = blocked} <- User.get_or_fetch(identifier),
-             {:ok, _block} <- CommonAPI.block(blocked, blocker) do
-          blocked
-        else
-          error -> handle_error(:blocks_import, identifier, error)
-        end
-      end
-    )
+  def perform(:block_import, %User{} = user, actor) do
+    with {:ok, %User{} = blocked} <- User.get_or_fetch(actor),
+         {_, false} <- {:existing_block, User.blocks_user?(user, blocked)},
+         {:ok, _block} <- CommonAPI.block(blocked, user) do
+      {:ok, blocked}
+    else
+      {:existing_block, true} -> :ok
+      error -> handle_error(:blocks_import, actor, error)
+    end
   end
 
-  def perform(:follow_import, %User{} = follower, [_ | _] = identifiers) do
-    Enum.map(
-      identifiers,
-      fn identifier ->
-        with {:ok, %User{} = followed} <- User.get_or_fetch(identifier),
-             {:ok, follower, followed} <- User.maybe_direct_follow(follower, followed),
-             {:ok, _, _, _} <- CommonAPI.follow(followed, follower) do
-          followed
-        else
-          error -> handle_error(:follow_import, identifier, error)
-        end
-      end
-    )
+  def perform(:follow_import, %User{} = user, actor) do
+    with {:ok, %User{} = followed} <- User.get_or_fetch(actor),
+         {_, false} <- {:existing_follow, User.following?(user, followed)},
+         {:ok, user, followed} <- User.maybe_direct_follow(user, followed),
+         {:ok, _, _, _} <- CommonAPI.follow(followed, user) do
+      {:ok, followed}
+    else
+      {:existing_follow, true} -> :ok
+      error -> handle_error(:follow_import, actor, error)
+    end
   end
 
-  def perform(_, _, _), do: :ok
-
   defp handle_error(op, user_id, error) do
     Logger.debug("#{op} failed for #{user_id} with: #{inspect(error)}")
     error
   end
 
-  def blocks_import(%User{} = blocker, [_ | _] = identifiers) do
-    BackgroundWorker.new(%{
-      "op" => "blocks_import",
-      "user_id" => blocker.id,
-      "identifiers" => identifiers
-    })
-    |> Oban.insert()
+  def blocks_import(%User{} = user, [_ | _] = actors) do
+    jobs =
+      Repo.checkout(fn ->
+        Enum.reduce(actors, [], fn actor, acc ->
+          {:ok, job} =
+            BackgroundWorker.new(%{
+              "op" => "block_import",
+              "user_id" => user.id,
+              "actor" => actor
+            })
+            |> Oban.insert()
+
+          acc ++ [job]
+        end)
+      end)
+
+    {:ok, jobs}
   end
 
-  def follow_import(%User{} = follower, [_ | _] = identifiers) do
-    BackgroundWorker.new(%{
-      "op" => "follow_import",
-      "user_id" => follower.id,
-      "identifiers" => identifiers
-    })
-    |> Oban.insert()
+  def follows_import(%User{} = user, [_ | _] = actors) do
+    jobs =
+      Repo.checkout(fn ->
+        Enum.reduce(actors, [], fn actor, acc ->
+          {:ok, job} =
+            BackgroundWorker.new(%{
+              "op" => "follow_import",
+              "user_id" => user.id,
+              "actor" => actor
+            })
+            |> Oban.insert()
+
+          acc ++ [job]
+        end)
+      end)
+
+    {:ok, jobs}
   end
 
-  def mutes_import(%User{} = user, [_ | _] = identifiers) do
-    BackgroundWorker.new(%{
-      "op" => "mutes_import",
-      "user_id" => user.id,
-      "identifiers" => identifiers
-    })
-    |> Oban.insert()
+  def mutes_import(%User{} = user, [_ | _] = actors) do
+    jobs =
+      Repo.checkout(fn ->
+        Enum.reduce(actors, [], fn actor, acc ->
+          {:ok, job} =
+            BackgroundWorker.new(%{
+              "op" => "mute_import",
+              "user_id" => user.id,
+              "actor" => actor
+            })
+            |> Oban.insert()
+
+          acc ++ [job]
+        end)
+      end)
+
+    {:ok, jobs}
   end
 end
diff --git a/lib/pleroma/web/pleroma_api/controllers/user_import_controller.ex b/lib/pleroma/web/pleroma_api/controllers/user_import_controller.ex
index 96466f192..d65c30dab 100644
--- a/lib/pleroma/web/pleroma_api/controllers/user_import_controller.ex
+++ b/lib/pleroma/web/pleroma_api/controllers/user_import_controller.ex
@@ -38,8 +38,8 @@ defmodule Pleroma.Web.PleromaAPI.UserImportController do
       |> Enum.map(&(&1 |> String.trim() |> String.trim_leading("@")))
       |> Enum.reject(&(&1 == ""))
 
-    User.Import.follow_import(follower, identifiers)
-    json(conn, "job started")
+    User.Import.follows_import(follower, identifiers)
+    json(conn, "jobs started")
   end
 
   def blocks(
@@ -55,7 +55,7 @@ defmodule Pleroma.Web.PleromaAPI.UserImportController do
 
   defp do_block(%{assigns: %{user: blocker}} = conn, list) do
     User.Import.blocks_import(blocker, prepare_user_identifiers(list))
-    json(conn, "job started")
+    json(conn, "jobs started")
   end
 
   def mutes(
@@ -71,7 +71,7 @@ defmodule Pleroma.Web.PleromaAPI.UserImportController do
 
   defp do_mute(%{assigns: %{user: user}} = conn, list) do
     User.Import.mutes_import(user, prepare_user_identifiers(list))
-    json(conn, "job started")
+    json(conn, "jobs started")
   end
 
   defp prepare_user_identifiers(list) do
diff --git a/lib/pleroma/workers/background_worker.ex b/lib/pleroma/workers/background_worker.ex
index 60da2d5ca..4737c6ea2 100644
--- a/lib/pleroma/workers/background_worker.ex
+++ b/lib/pleroma/workers/background_worker.ex
@@ -19,10 +19,10 @@ defmodule Pleroma.Workers.BackgroundWorker do
     User.perform(:force_password_reset, user)
   end
 
-  def perform(%Job{args: %{"op" => op, "user_id" => user_id, "identifiers" => identifiers}})
-      when op in ["blocks_import", "follow_import", "mutes_import"] do
+  def perform(%Job{args: %{"op" => op, "user_id" => user_id, "actor" => actor}})
+      when op in ["block_import", "follow_import", "mute_import"] do
     user = User.get_cached_by_id(user_id)
-    {:ok, User.Import.perform(String.to_existing_atom(op), user, identifiers)}
+    User.Import.perform(String.to_existing_atom(op), user, actor)
   end
 
   def perform(%Job{
diff --git a/test/pleroma/user/import_test.exs b/test/pleroma/user/import_test.exs
index f75305e0e..1d6469a4f 100644
--- a/test/pleroma/user/import_test.exs
+++ b/test/pleroma/user/import_test.exs
@@ -25,11 +25,12 @@ defmodule Pleroma.User.ImportTest do
         user3.nickname
       ]
 
-      {:ok, job} = User.Import.follow_import(user1, identifiers)
+      {:ok, jobs} = User.Import.follows_import(user1, identifiers)
+
+      for job <- jobs do
+        assert {:ok, %User{}} = ObanHelpers.perform(job)
+      end
 
-      assert {:ok, result} = ObanHelpers.perform(job)
-      assert is_list(result)
-      assert result == [refresh_record(user2), refresh_record(user3)]
       assert User.following?(user1, user2)
       assert User.following?(user1, user3)
     end
@@ -44,11 +45,12 @@ defmodule Pleroma.User.ImportTest do
         user3.nickname
       ]
 
-      {:ok, job} = User.Import.blocks_import(user1, identifiers)
+      {:ok, jobs} = User.Import.blocks_import(user1, identifiers)
+
+      for job <- jobs do
+        assert {:ok, %User{}} = ObanHelpers.perform(job)
+      end
 
-      assert {:ok, result} = ObanHelpers.perform(job)
-      assert is_list(result)
-      assert result == [user2, user3]
       assert User.blocks?(user1, user2)
       assert User.blocks?(user1, user3)
     end
@@ -63,11 +65,12 @@ defmodule Pleroma.User.ImportTest do
         user3.nickname
       ]
 
-      {:ok, job} = User.Import.mutes_import(user1, identifiers)
+      {:ok, jobs} = User.Import.mutes_import(user1, identifiers)
+
+      for job <- jobs do
+        assert {:ok, %User{}} = ObanHelpers.perform(job)
+      end
 
-      assert {:ok, result} = ObanHelpers.perform(job)
-      assert is_list(result)
-      assert result == [user2, user3]
       assert User.mutes?(user1, user2)
       assert User.mutes?(user1, user3)
     end
diff --git a/test/pleroma/web/pleroma_api/controllers/user_import_controller_test.exs b/test/pleroma/web/pleroma_api/controllers/user_import_controller_test.exs
index 52a62e416..efdc743e3 100644
--- a/test/pleroma/web/pleroma_api/controllers/user_import_controller_test.exs
+++ b/test/pleroma/web/pleroma_api/controllers/user_import_controller_test.exs
@@ -22,7 +22,7 @@ defmodule Pleroma.Web.PleromaAPI.UserImportControllerTest do
     test "it returns HTTP 200", %{conn: conn} do
       user2 = insert(:user)
 
-      assert "job started" ==
+      assert "jobs started" ==
                conn
                |> put_req_header("content-type", "application/json")
                |> post("/api/pleroma/follow_import", %{"list" => "#{user2.ap_id}"})
@@ -38,7 +38,7 @@ defmodule Pleroma.Web.PleromaAPI.UserImportControllerTest do
            "Account address,Show boosts\n#{user2.ap_id},true"
          end}
       ]) do
-        assert "job started" ==
+        assert "jobs started" ==
                  conn
                  |> put_req_header("content-type", "application/json")
                  |> post("/api/pleroma/follow_import", %{
@@ -46,9 +46,9 @@ defmodule Pleroma.Web.PleromaAPI.UserImportControllerTest do
                  })
                  |> json_response_and_validate_schema(200)
 
-        assert [{:ok, job_result}] = ObanHelpers.perform_all()
-        assert job_result == [refresh_record(user2)]
-        assert [%Pleroma.User{follower_count: 1}] = job_result
+        assert [{:ok, updated_user}] = ObanHelpers.perform_all()
+        assert updated_user.id == user2.id
+        assert updated_user.follower_count == 1
       end
     end
 
@@ -63,7 +63,7 @@ defmodule Pleroma.Web.PleromaAPI.UserImportControllerTest do
         })
         |> json_response_and_validate_schema(200)
 
-      assert response == "job started"
+      assert response == "jobs started"
     end
 
     test "requires 'follow' or 'write:follows' permissions" do
@@ -102,14 +102,20 @@ defmodule Pleroma.Web.PleromaAPI.UserImportControllerTest do
         ]
         |> Enum.join("\n")
 
-      assert "job started" ==
+      assert "jobs started" ==
                conn
                |> put_req_header("content-type", "application/json")
                |> post("/api/pleroma/follow_import", %{"list" => identifiers})
                |> json_response_and_validate_schema(200)
 
-      assert [{:ok, job_result}] = ObanHelpers.perform_all()
-      assert job_result == Enum.map(users, &refresh_record/1)
+      results = ObanHelpers.perform_all()
+
+      returned_users =
+        for {_, returned_user} <- results do
+          returned_user
+        end
+
+      assert returned_users == Enum.map(users, &refresh_record/1)
     end
   end
 
@@ -120,7 +126,7 @@ defmodule Pleroma.Web.PleromaAPI.UserImportControllerTest do
     test "it returns HTTP 200", %{conn: conn} do
       user2 = insert(:user)
 
-      assert "job started" ==
+      assert "jobs started" ==
                conn
                |> put_req_header("content-type", "application/json")
                |> post("/api/pleroma/blocks_import", %{"list" => "#{user2.ap_id}"})
@@ -133,7 +139,7 @@ defmodule Pleroma.Web.PleromaAPI.UserImportControllerTest do
       with_mocks([
         {File, [], read!: fn "blocks_list.txt" -> "#{user2.ap_id} #{user3.ap_id}" end}
       ]) do
-        assert "job started" ==
+        assert "jobs started" ==
                  conn
                  |> put_req_header("content-type", "application/json")
                  |> post("/api/pleroma/blocks_import", %{
@@ -141,8 +147,14 @@ defmodule Pleroma.Web.PleromaAPI.UserImportControllerTest do
                  })
                  |> json_response_and_validate_schema(200)
 
-        assert [{:ok, job_result}] = ObanHelpers.perform_all()
-        assert job_result == users
+        results = ObanHelpers.perform_all()
+
+        returned_users =
+          for {_, returned_user} <- results do
+            returned_user
+          end
+
+        assert returned_users == users
       end
     end
 
@@ -159,14 +171,25 @@ defmodule Pleroma.Web.PleromaAPI.UserImportControllerTest do
         ]
         |> Enum.join(" ")
 
-      assert "job started" ==
+      assert "jobs started" ==
                conn
                |> put_req_header("content-type", "application/json")
                |> post("/api/pleroma/blocks_import", %{"list" => identifiers})
                |> json_response_and_validate_schema(200)
 
-      assert [{:ok, job_result}] = ObanHelpers.perform_all()
-      assert job_result == users
+      results = ObanHelpers.perform_all()
+
+      returned_user_ids =
+        for {_, user} <- results do
+          user.id
+        end
+
+      original_user_ids =
+        for user <- users do
+          user.id
+        end
+
+      assert match?(^original_user_ids, returned_user_ids)
     end
   end
 
@@ -177,24 +200,25 @@ defmodule Pleroma.Web.PleromaAPI.UserImportControllerTest do
     test "it returns HTTP 200", %{user: user, conn: conn} do
       user2 = insert(:user)
 
-      assert "job started" ==
+      assert "jobs started" ==
                conn
                |> put_req_header("content-type", "application/json")
                |> post("/api/pleroma/mutes_import", %{"list" => "#{user2.ap_id}"})
                |> json_response_and_validate_schema(200)
 
-      assert [{:ok, job_result}] = ObanHelpers.perform_all()
-      assert job_result == [user2]
+      [{:ok, result_user}] = ObanHelpers.perform_all()
+
+      assert result_user == refresh_record(user2)
       assert Pleroma.User.mutes?(user, user2)
     end
 
     test "it imports mutes users from file", %{user: user, conn: conn} do
-      users = [user2, user3] = insert_list(2, :user)
+      [user2, user3] = insert_list(2, :user)
 
       with_mocks([
         {File, [], read!: fn "mutes_list.txt" -> "#{user2.ap_id} #{user3.ap_id}" end}
       ]) do
-        assert "job started" ==
+        assert "jobs started" ==
                  conn
                  |> put_req_header("content-type", "application/json")
                  |> post("/api/pleroma/mutes_import", %{
@@ -202,14 +226,19 @@ defmodule Pleroma.Web.PleromaAPI.UserImportControllerTest do
                  })
                  |> json_response_and_validate_schema(200)
 
-        assert [{:ok, job_result}] = ObanHelpers.perform_all()
-        assert job_result == users
-        assert Enum.all?(users, &Pleroma.User.mutes?(user, &1))
+        results = ObanHelpers.perform_all()
+
+        returned_users =
+          for {_, returned_user} <- results do
+            returned_user
+          end
+
+        assert Enum.all?(returned_users, &Pleroma.User.mutes?(user, &1))
       end
     end
 
     test "it imports mutes with different nickname variations", %{user: user, conn: conn} do
-      users = [user2, user3, user4, user5, user6] = insert_list(5, :user)
+      [user2, user3, user4, user5, user6] = insert_list(5, :user)
 
       identifiers =
         [
@@ -221,15 +250,20 @@ defmodule Pleroma.Web.PleromaAPI.UserImportControllerTest do
         ]
         |> Enum.join(" ")
 
-      assert "job started" ==
+      assert "jobs started" ==
                conn
                |> put_req_header("content-type", "application/json")
                |> post("/api/pleroma/mutes_import", %{"list" => identifiers})
                |> json_response_and_validate_schema(200)
 
-      assert [{:ok, job_result}] = ObanHelpers.perform_all()
-      assert job_result == users
-      assert Enum.all?(users, &Pleroma.User.mutes?(user, &1))
+      results = ObanHelpers.perform_all()
+
+      returned_users =
+        for {_, returned_user} <- results do
+          returned_user
+        end
+
+      assert Enum.all?(returned_users, &Pleroma.User.mutes?(user, &1))
     end
   end
 end