diff --git a/crates/ruff_linter/resources/test/fixtures/flake8_type_checking/quote.py b/crates/ruff_linter/resources/test/fixtures/flake8_type_checking/quote.py
index 77075dae2f..d13e8cd970 100644
--- a/crates/ruff_linter/resources/test/fixtures/flake8_type_checking/quote.py
+++ b/crates/ruff_linter/resources/test/fixtures/flake8_type_checking/quote.py
@@ -90,3 +90,10 @@ def f():
 
     def func() -> DataFrame[[DataFrame[_P, _R]], DataFrame[_P, _R]]:
         ...
+
+
+def f():
+    from pandas import DataFrame, Series
+
+    def func(self) -> DataFrame | list[Series]:
+        pass
diff --git a/crates/ruff_linter/src/rules/flake8_type_checking/helpers.rs b/crates/ruff_linter/src/rules/flake8_type_checking/helpers.rs
index 56c475c915..2d24a47aa2 100644
--- a/crates/ruff_linter/src/rules/flake8_type_checking/helpers.rs
+++ b/crates/ruff_linter/src/rules/flake8_type_checking/helpers.rs
@@ -1,4 +1,5 @@
 use anyhow::Result;
+use std::cmp::Reverse;
 
 use ruff_diagnostics::Edit;
 use ruff_python_ast::helpers::{map_callable, map_subscript};
@@ -286,11 +287,17 @@ pub(crate) fn quote_annotation(
 
 /// Filter out any [`Edit`]s that are completely contained by any other [`Edit`].
 pub(crate) fn filter_contained(edits: Vec<Edit>) -> Vec<Edit> {
+    let mut edits = edits;
+
+    // Sort such that the largest edits are prioritized.
+    edits.sort_unstable_by_key(|edit| (edit.start(), Reverse(edit.end())));
+
+    // Remove any edits that are completely contained by another edit.
     let mut filtered: Vec<Edit> = Vec::with_capacity(edits.len());
     for edit in edits {
-        if filtered
+        if !filtered
             .iter()
-            .all(|filtered_edit| !filtered_edit.range().contains_range(edit.range()))
+            .any(|filtered_edit| filtered_edit.range().contains_range(edit.range()))
         {
             filtered.push(edit);
         }
diff --git a/crates/ruff_linter/src/rules/flake8_type_checking/snapshots/ruff_linter__rules__flake8_type_checking__tests__quote_typing-only-third-party-import_quote.py.snap b/crates/ruff_linter/src/rules/flake8_type_checking/snapshots/ruff_linter__rules__flake8_type_checking__tests__quote_typing-only-third-party-import_quote.py.snap
index 9a0e6d8adb..d9bb6a9824 100644
--- a/crates/ruff_linter/src/rules/flake8_type_checking/snapshots/ruff_linter__rules__flake8_type_checking__tests__quote_typing-only-third-party-import_quote.py.snap
+++ b/crates/ruff_linter/src/rules/flake8_type_checking/snapshots/ruff_linter__rules__flake8_type_checking__tests__quote_typing-only-third-party-import_quote.py.snap
@@ -296,6 +296,8 @@ quote.py:78:24: TCH002 [*] Move third-party import `pandas.DataFrame` into a typ
 91    |-    def func() -> DataFrame[[DataFrame[_P, _R]], DataFrame[_P, _R]]:
    91 |+    def func() -> "DataFrame[[DataFrame[_P, _R]], DataFrame[_P, _R]]":
 92 92 |         ...
+93 93 | 
+94 94 | 
 
 quote.py:78:35: TCH002 [*] Move third-party import `pandas.Series` into a type-checking block
    |
@@ -337,5 +339,61 @@ quote.py:78:35: TCH002 [*] Move third-party import `pandas.Series` into a type-c
 91    |-    def func() -> DataFrame[[DataFrame[_P, _R]], DataFrame[_P, _R]]:
    91 |+    def func() -> "DataFrame[[DataFrame[_P, _R]], DataFrame[_P, _R]]":
 92 92 |         ...
+93 93 | 
+94 94 | 
 
+quote.py:96:24: TCH002 [*] Move third-party import `pandas.DataFrame` into a type-checking block
+   |
+95 | def f():
+96 |     from pandas import DataFrame, Series
+   |                        ^^^^^^^^^ TCH002
+97 | 
+98 |     def func(self) -> DataFrame | list[Series]:
+   |
+   = help: Move into type-checking block
 
+ℹ Unsafe fix
+    1   |+from typing import TYPE_CHECKING
+    2   |+
+    3   |+if TYPE_CHECKING:
+    4   |+    from pandas import DataFrame, Series
+1   5   | def f():
+2   6   |     from pandas import DataFrame
+3   7   | 
+--------------------------------------------------------------------------------
+93  97  | 
+94  98  | 
+95  99  | def f():
+96      |-    from pandas import DataFrame, Series
+97  100 | 
+98      |-    def func(self) -> DataFrame | list[Series]:
+    101 |+    def func(self) -> "DataFrame | list[Series]":
+99  102 |         pass
+
+quote.py:96:35: TCH002 [*] Move third-party import `pandas.Series` into a type-checking block
+   |
+95 | def f():
+96 |     from pandas import DataFrame, Series
+   |                                   ^^^^^^ TCH002
+97 | 
+98 |     def func(self) -> DataFrame | list[Series]:
+   |
+   = help: Move into type-checking block
+
+ℹ Unsafe fix
+    1   |+from typing import TYPE_CHECKING
+    2   |+
+    3   |+if TYPE_CHECKING:
+    4   |+    from pandas import DataFrame, Series
+1   5   | def f():
+2   6   |     from pandas import DataFrame
+3   7   | 
+--------------------------------------------------------------------------------
+93  97  | 
+94  98  | 
+95  99  | def f():
+96      |-    from pandas import DataFrame, Series
+97  100 | 
+98      |-    def func(self) -> DataFrame | list[Series]:
+    101 |+    def func(self) -> "DataFrame | list[Series]":
+99  102 |         pass
diff --git a/crates/ruff_linter/src/test.rs b/crates/ruff_linter/src/test.rs
index 63a69f3857..b646d76bd1 100644
--- a/crates/ruff_linter/src/test.rs
+++ b/crates/ruff_linter/src/test.rs
@@ -91,7 +91,7 @@ pub fn test_snippet(contents: &str, settings: &LinterSettings) -> Vec<Message> {
 }
 
 thread_local! {
-    static MAX_ITERATIONS: std::cell::Cell<usize> = const { std::cell::Cell::new(8) };
+    static MAX_ITERATIONS: std::cell::Cell<usize> = const { std::cell::Cell::new(10) };
 }
 
 pub fn set_max_iterations(max: usize) {