diff --git a/scripts/_utils.py b/scripts/_utils.py
index 23ac16d57d..7871be6cd9 100644
--- a/scripts/_utils.py
+++ b/scripts/_utils.py
@@ -1,3 +1,5 @@
+from __future__ import annotations
+
 import re
 from pathlib import Path
 
diff --git a/scripts/add_plugin.py b/scripts/add_plugin.py
index 7cc83974b7..9e171faf5c 100755
--- a/scripts/add_plugin.py
+++ b/scripts/add_plugin.py
@@ -8,6 +8,7 @@ Example usage:
         --url https://pypi.org/project/flake8-pie/
         --prefix PIE
 """
+from __future__ import annotations
 
 import argparse
 
diff --git a/scripts/add_rule.py b/scripts/add_rule.py
index 43bfddfade..1fb271aa85 100755
--- a/scripts/add_rule.py
+++ b/scripts/add_rule.py
@@ -9,6 +9,7 @@ Example usage:
         --code 807 \
         --linter flake8-pie
 """
+from __future__ import annotations
 
 import argparse
 import subprocess
diff --git a/scripts/check_docs_formatted.py b/scripts/check_docs_formatted.py
index 336ce040eb..7256f28c7c 100755
--- a/scripts/check_docs_formatted.py
+++ b/scripts/check_docs_formatted.py
@@ -1,17 +1,22 @@
 #!/usr/bin/env python3
 """Check code snippets in docs are formatted by black."""
+from __future__ import annotations
+
 import argparse
 import os
 import re
 import textwrap
-from collections.abc import Sequence
 from pathlib import Path
 from re import Match
+from typing import TYPE_CHECKING
 
 import black
 from black.mode import Mode, TargetVersion
 from black.parsing import InvalidInput
 
+if TYPE_CHECKING:
+    from collections.abc import Sequence
+
 TARGET_VERSIONS = ["py37", "py38", "py39", "py310", "py311"]
 SNIPPED_RE = re.compile(
     r"(?P<before>^(?P<indent> *)```\s*python\n)"
diff --git a/scripts/ecosystem_all_check.py b/scripts/ecosystem_all_check.py
index 9f509c57ac..96107c7365 100644
--- a/scripts/ecosystem_all_check.py
+++ b/scripts/ecosystem_all_check.py
@@ -3,13 +3,14 @@ panics, autofix errors and similar problems.
 
 It's a less elaborate, more hacky version of check_ecosystem.py
 """
+from __future__ import annotations
 
 import json
 import subprocess
 import sys
 from pathlib import Path
 from subprocess import CalledProcessError
-from typing import NamedTuple, Optional
+from typing import NamedTuple
 
 from tqdm import tqdm
 
@@ -19,7 +20,7 @@ class Repository(NamedTuple):
 
     org: str
     repo: str
-    ref: Optional[str]
+    ref: str | None
 
 
 def main() -> None:
diff --git a/scripts/generate_known_standard_library.py b/scripts/generate_known_standard_library.py
index 7fd7ae7222..5d9c66c58b 100644
--- a/scripts/generate_known_standard_library.py
+++ b/scripts/generate_known_standard_library.py
@@ -5,6 +5,7 @@ Source:
 
 Only the generation of the file has been modified for use in this project.
 """
+from __future__ import annotations
 
 from pathlib import Path
 
diff --git a/scripts/generate_mkdocs.py b/scripts/generate_mkdocs.py
index 5793858e91..8d0b92b882 100644
--- a/scripts/generate_mkdocs.py
+++ b/scripts/generate_mkdocs.py
@@ -1,4 +1,6 @@
 """Generate an MkDocs-compatible `docs` and `mkdocs.yml` from the README.md."""
+from __future__ import annotations
+
 import argparse
 import re
 import shutil
diff --git a/scripts/pyproject.toml b/scripts/pyproject.toml
index ca7d45e508..7f4282c4c3 100644
--- a/scripts/pyproject.toml
+++ b/scripts/pyproject.toml
@@ -2,7 +2,7 @@
 name = "scripts"
 version = "0.0.1"
 dependencies = ["sphinx"]
-requires-python = ">=3.9"
+requires-python = ">=3.8"
 
 [tool.black]
 line-length = 88
@@ -21,5 +21,8 @@ ignore = [
   "FBT",   # flake8-boolean-trap
 ]
 
+[tool.ruff.isort]
+required-imports = ["from __future__ import annotations"]
+
 [tool.ruff.pydocstyle]
 convention = "pep257"
diff --git a/scripts/transform_readme.py b/scripts/transform_readme.py
index 963f55ca3f..7170eef20f 100644
--- a/scripts/transform_readme.py
+++ b/scripts/transform_readme.py
@@ -4,6 +4,8 @@ By default, we assume that our README.md will be rendered on GitHub. However, di
 targets have different strategies for rendering light- and dark-mode images. This script
 adjusts the images in the README.md to support the given target.
 """
+from __future__ import annotations
+
 import argparse
 from pathlib import Path
 
diff --git a/scripts/update_ambiguous_characters.py b/scripts/update_ambiguous_characters.py
index 4243313e6e..27a06fd039 100644
--- a/scripts/update_ambiguous_characters.py
+++ b/scripts/update_ambiguous_characters.py
@@ -1,4 +1,6 @@
 """Generate the confusables.rs file from the VS Code ambiguous.json file."""
+from __future__ import annotations
+
 import json
 import subprocess
 from pathlib import Path
diff --git a/scripts/update_schemastore.py b/scripts/update_schemastore.py
index 9c79d7dc42..685fa7bbff 100644
--- a/scripts/update_schemastore.py
+++ b/scripts/update_schemastore.py
@@ -4,6 +4,7 @@ This script will clone astral-sh/schemastore, update the schema and push the cha
 to a new branch tagged with the ruff git hash. You should see a URL to create the PR
 to schemastore in the CLI.
 """
+from __future__ import annotations
 
 import json
 from pathlib import Path