diff --git a/.github/workflows/tests.yml b/.github/workflows/tests.yml
index 4e25d17b02..0ae6976753 100644
--- a/.github/workflows/tests.yml
+++ b/.github/workflows/tests.yml
@@ -12,12 +12,6 @@ jobs:
       matrix:
         python-version: ['3.14']
         tmux-version: ['2.6', '2.7', '2.8', '3.0a', '3.1b', '3.2a', '3.3a', '3.4', '3.5', 'master']
-        # balance ci coverage across supported python/tmux versions with CI speed
-        include:
-          - python-version: '3.9'
-            tmux-version: '2.6'
-          - python-version: '3.9'
-            tmux-version: 'master'
     steps:
       - uses: actions/checkout@v4
 
diff --git a/CHANGES b/CHANGES
index 14e4161f07..fffff50134 100644
--- a/CHANGES
+++ b/CHANGES
@@ -33,6 +33,14 @@ $ pipx install --suffix=@next 'tmuxp' --pip-args '\--pre' --force
 
 - _Future release notes will be placed here_
 
+### Breaking changes
+
+- Drop Python 3.9, EOL October 5th, 2025 (#987)
+
+  tmuxp 1.55.0 was the last release for Python 3.9.
+
+  The minimum Python for tmuxp as of 1.56.0 is Python 3.10
+
 ### Development
 
 - Add Python 3.14 to test matrix (#986)
diff --git a/README.md b/README.md
index 5230935450..849fc35c36 100644
--- a/README.md
+++ b/README.md
@@ -294,7 +294,7 @@ See donation options at <https://tony.sh/support.html>.
 # Project details
 
 - tmux support: 1.8+
-- python support: >= 3.9, pypy, pypy3
+- python support: >= 3.10, pypy, pypy3
 - Source: <https://github.com/tmux-python/tmuxp>
 - Docs: <https://tmuxp.git-pull.com>
 - API: <https://tmuxp.git-pull.com/api.html>
diff --git a/docs/_ext/aafig.py b/docs/_ext/aafig.py
index 5e9c79357d..f1c4bb2d24 100644
--- a/docs/_ext/aafig.py
+++ b/docs/_ext/aafig.py
@@ -16,6 +16,7 @@
 
 import locale
 import logging
+import pathlib
 import posixpath
 import typing as t
 from hashlib import sha1 as sha
@@ -130,9 +131,11 @@ def render_aafig_images(app: Sphinx, doctree: nodes.Node) -> None:
             options["format"] = format_map[format_]
         else:
             logger.warning(
-                f'unsupported builder format "{format_}", please '
-                "add a custom entry in aafig_format config "
-                "option for this builder",
+                (
+                    'unsupported builder format "%s", please add a custom entry in '
+                    "aafig_format config option for this builder"
+                ),
+                format_,
             )
             img.replace_self(nodes.literal_block(text, text))
             continue
@@ -196,11 +199,9 @@ def render_aafigure(
                 f = None
                 try:
                     try:
-                        with open(
-                            metadata_fname,
-                            encoding=locale.getpreferredencoding(False),
-                        ) as f:
-                            extra = f.read()
+                        extra = pathlib.Path(metadata_fname).read_text(
+                            encoding=locale.getpreferredencoding(False)
+                        )
                     except Exception as e:
                         raise AafigError from e
                 finally:
@@ -221,12 +222,9 @@ def render_aafigure(
     extra = None
     if options["format"].lower() == "svg":
         extra = visitor.get_size_attrs()
-        with open(
-            metadata_fname,
-            "w",
-            encoding=locale.getpreferredencoding(False),
-        ) as f:
-            f.write(extra)
+        pathlib.Path(metadata_fname).write_text(
+            extra, encoding=locale.getpreferredencoding(False)
+        )
 
     return relfn, outfn, None, extra
 
diff --git a/pyproject.toml b/pyproject.toml
index 31b4d6ca42..9604eac69f 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -2,7 +2,7 @@
 name = "tmuxp"
 version = "1.55.0"
 description = "Session manager for tmux, which allows users to save and load tmux sessions through simple configuration files."
-requires-python = ">=3.9,<4.0"
+requires-python = ">=3.10,<4.0"
 authors = [
   {name = "Tony Narlock", email = "tony@git-pull.com"}
 ]
@@ -15,7 +15,6 @@ classifiers = [
   "Environment :: Web Environment",
   "Intended Audience :: Developers",
   "Programming Language :: Python",
-  "Programming Language :: Python :: 3.9",
   "Programming Language :: Python :: 3.10",
   "Programming Language :: Python :: 3.11",
   "Programming Language :: Python :: 3.12",
@@ -156,7 +155,7 @@ exclude_lines = [
 
 [tool.mypy]
 strict = true
-python_version = "3.9"
+python_version = "3.10"
 files = [
   "src/",
   "tests/",
@@ -175,7 +174,7 @@ module = [
 ignore_missing_imports = true
 
 [tool.ruff]
-target-version = "py39"
+target-version = "py310"
 
 [tool.ruff.lint]
 select = [
diff --git a/src/tmuxp/_internal/config_reader.py b/src/tmuxp/_internal/config_reader.py
index f7db20e48d..3c667bbceb 100644
--- a/src/tmuxp/_internal/config_reader.py
+++ b/src/tmuxp/_internal/config_reader.py
@@ -9,7 +9,7 @@
 import yaml
 
 if t.TYPE_CHECKING:
-    from typing_extensions import TypeAlias
+    from typing import TypeAlias
 
     FormatLiteral = t.Literal["json", "yaml"]
 
@@ -106,7 +106,7 @@ def _from_file(cls, path: pathlib.Path) -> dict[str, t.Any]:
         {'session_name': 'my session'}
         """
         assert isinstance(path, pathlib.Path)
-        content = path.open().read()
+        content = path.open(encoding="utf-8").read()
 
         if path.suffix in {".yaml", ".yml"}:
             fmt: FormatLiteral = "yaml"
diff --git a/src/tmuxp/cli/__init__.py b/src/tmuxp/cli/__init__.py
index 8af6a50547..2b542face5 100644
--- a/src/tmuxp/cli/__init__.py
+++ b/src/tmuxp/cli/__init__.py
@@ -34,8 +34,7 @@
 
 if t.TYPE_CHECKING:
     import pathlib
-
-    from typing_extensions import TypeAlias
+    from typing import TypeAlias
 
     CLIVerbosity: TypeAlias = t.Literal["DEBUG", "INFO", "WARNING", "ERROR", "CRITICAL"]
     CLISubparserName: TypeAlias = t.Literal[
diff --git a/src/tmuxp/cli/convert.py b/src/tmuxp/cli/convert.py
index aee50356f7..d93f95adbc 100644
--- a/src/tmuxp/cli/convert.py
+++ b/src/tmuxp/cli/convert.py
@@ -96,6 +96,7 @@ def command_convert(
         answer_yes = True
 
     if answer_yes:
-        with open(newfile, "w", encoding=locale.getpreferredencoding(False)) as buf:
-            buf.write(new_workspace)
+        pathlib.Path(newfile).write_text(
+            new_workspace, encoding=locale.getpreferredencoding(False)
+        )
         print(f"New workspace file saved to <{newfile}>.")  # NOQA: T201 RUF100
diff --git a/src/tmuxp/cli/freeze.py b/src/tmuxp/cli/freeze.py
index fcff100404..e44ca4be98 100644
--- a/src/tmuxp/cli/freeze.py
+++ b/src/tmuxp/cli/freeze.py
@@ -20,7 +20,7 @@
 from .utils import prompt, prompt_choices, prompt_yes_no
 
 if t.TYPE_CHECKING:
-    from typing_extensions import TypeAlias, TypeGuard
+    from typing import TypeAlias, TypeGuard
 
     CLIOutputFormatLiteral: TypeAlias = t.Literal["yaml", "json"]
 
@@ -210,8 +210,9 @@ def extract_workspace_format(
         destdir = os.path.dirname(dest)
         if not os.path.isdir(destdir):
             os.makedirs(destdir)
-        with open(dest, "w", encoding=locale.getpreferredencoding(False)) as buf:
-            buf.write(workspace)
+        pathlib.Path(dest).write_text(
+            workspace, encoding=locale.getpreferredencoding(False)
+        )
 
         if not args.quiet:
             print(f"Saved to {dest}.")  # NOQA: T201 RUF100
diff --git a/src/tmuxp/cli/import_config.py b/src/tmuxp/cli/import_config.py
index a014e1558e..9edd593aca 100644
--- a/src/tmuxp/cli/import_config.py
+++ b/src/tmuxp/cli/import_config.py
@@ -178,8 +178,9 @@ def import_config(
             if prompt_yes_no(f"Save to {dest_path}?"):
                 dest = dest_path
 
-        with open(dest, "w", encoding=locale.getpreferredencoding(False)) as buf:
-            buf.write(new_config)
+        pathlib.Path(dest).write_text(
+            new_config, encoding=locale.getpreferredencoding(False)
+        )
 
         tmuxp_echo(f"Saved to {dest}.")
     else:
diff --git a/src/tmuxp/cli/load.py b/src/tmuxp/cli/load.py
index fa65e1b8f5..f4139b4950 100644
--- a/src/tmuxp/cli/load.py
+++ b/src/tmuxp/cli/load.py
@@ -22,8 +22,10 @@
 from .utils import prompt_choices, prompt_yes_no, style, tmuxp_echo
 
 if t.TYPE_CHECKING:
+    from typing import TypeAlias
+
     from libtmux.session import Session
-    from typing_extensions import NotRequired, TypeAlias, TypedDict
+    from typing_extensions import NotRequired, TypedDict
 
     from tmuxp.types import StrPath
 
diff --git a/src/tmuxp/cli/shell.py b/src/tmuxp/cli/shell.py
index c3b005c287..459e5350dc 100644
--- a/src/tmuxp/cli/shell.py
+++ b/src/tmuxp/cli/shell.py
@@ -13,7 +13,7 @@
 from tmuxp._compat import PY3, PYMINOR
 
 if t.TYPE_CHECKING:
-    from typing_extensions import TypeAlias
+    from typing import TypeAlias
 
     CLIColorsLiteral: TypeAlias = t.Literal[56, 88]
     CLIShellLiteral: TypeAlias = t.Literal[
diff --git a/src/tmuxp/cli/utils.py b/src/tmuxp/cli/utils.py
index dbb40b08b7..68de22f7c0 100644
--- a/src/tmuxp/cli/utils.py
+++ b/src/tmuxp/cli/utils.py
@@ -10,10 +10,9 @@
 
 if t.TYPE_CHECKING:
     from collections.abc import Callable, Sequence
+    from typing import TypeAlias
 
-    from typing_extensions import TypeAlias
-
-    CLIColour: TypeAlias = t.Union[int, tuple[int, int, int], str]
+    CLIColour: TypeAlias = int | tuple[int, int, int] | str
 
 
 logger = logging.getLogger(__name__)
diff --git a/src/tmuxp/plugin.py b/src/tmuxp/plugin.py
index 4873112c8b..e6356f8bf9 100644
--- a/src/tmuxp/plugin.py
+++ b/src/tmuxp/plugin.py
@@ -31,9 +31,11 @@
 
 
 if t.TYPE_CHECKING:
+    from typing import TypeGuard
+
     from libtmux.session import Session
     from libtmux.window import Window
-    from typing_extensions import TypedDict, TypeGuard, Unpack
+    from typing_extensions import TypedDict, Unpack
 
     from ._internal.types import PluginConfigSchema
 
diff --git a/src/tmuxp/shell.py b/src/tmuxp/shell.py
index 2acf09e725..aea0e92020 100644
--- a/src/tmuxp/shell.py
+++ b/src/tmuxp/shell.py
@@ -13,12 +13,13 @@
 if t.TYPE_CHECKING:
     from collections.abc import Callable
     from types import ModuleType
+    from typing import TypeAlias
 
     from libtmux.pane import Pane
     from libtmux.server import Server
     from libtmux.session import Session
     from libtmux.window import Window
-    from typing_extensions import NotRequired, TypeAlias, TypedDict, Unpack
+    from typing_extensions import NotRequired, TypedDict, Unpack
 
     CLIShellLiteral: TypeAlias = t.Literal[
         "best",
diff --git a/src/tmuxp/workspace/builder.py b/src/tmuxp/workspace/builder.py
index b02d80d70e..9cf8fb0cc1 100644
--- a/src/tmuxp/workspace/builder.py
+++ b/src/tmuxp/workspace/builder.py
@@ -418,8 +418,11 @@ def iter_create_windows(
                 else:
                     target = "windows"
                 logger.warning(
-                    f"Cannot set environment for new {target}. "
-                    "You need tmux 3.0 or newer for this.",
+                    (
+                        "Cannot set environment for new %s. "
+                        "You need tmux 3.0 or newer for this."
+                    ),
+                    target,
                 )
                 environment = None
 
diff --git a/src/tmuxp/workspace/finders.py b/src/tmuxp/workspace/finders.py
index dccc7dadfd..a4edfef7ec 100644
--- a/src/tmuxp/workspace/finders.py
+++ b/src/tmuxp/workspace/finders.py
@@ -15,8 +15,7 @@
 
 if t.TYPE_CHECKING:
     import pathlib
-
-    from typing_extensions import TypeAlias
+    from typing import TypeAlias
 
     from tmuxp.types import StrPath
 
diff --git a/tests/cli/test_load.py b/tests/cli/test_load.py
index da473b9543..2afa27c698 100644
--- a/tests/cli/test_load.py
+++ b/tests/cli/test_load.py
@@ -186,10 +186,11 @@ def test_load_symlinked_workspace(
 
 
 if t.TYPE_CHECKING:
+    from typing import TypeAlias
+
     from pytest_mock import MockerFixture
-    from typing_extensions import TypeAlias
 
-    ExpectedOutput: TypeAlias = t.Optional[t.Union[str, list[str]]]
+    ExpectedOutput: TypeAlias = str | list[str] | None
 
 
 class CLILoadFixture(t.NamedTuple):
@@ -309,7 +310,7 @@ def test_load(
     assert server.socket_name is not None
 
     monkeypatch.chdir(tmp_path)
-    for session_name, config_path in zip(session_names, config_paths):
+    for session_name, config_path in zip(session_names, config_paths, strict=False):
         tmuxp_config = pathlib.Path(
             config_path.format(tmp_path=tmp_path, TMUXP_CONFIGDIR=tmuxp_configdir),
         )
diff --git a/tests/fixtures/pluginsystem/partials/_types.py b/tests/fixtures/pluginsystem/partials/_types.py
index 0809596bdf..cf5c5c0380 100644
--- a/tests/fixtures/pluginsystem/partials/_types.py
+++ b/tests/fixtures/pluginsystem/partials/_types.py
@@ -12,7 +12,18 @@
 
 from __future__ import annotations
 
-from typing_extensions import NotRequired, TypedDict
+import typing as t
+
+if t.TYPE_CHECKING:
+    from typing_extensions import NotRequired, TypedDict
+else:
+    # Fallback for runtime, though this module should not be imported at runtime
+    try:
+        from typing_extensions import NotRequired, TypedDict
+    except ImportError:
+        # Create dummy classes for runtime
+        NotRequired = t.Any  # type: ignore[misc, assignment]
+        TypedDict = type  # type: ignore[assignment, misc]
 
 
 class PluginTestConfigSchema(TypedDict):
diff --git a/tests/workspace/test_builder.py b/tests/workspace/test_builder.py
index c71c1b275a..82f1d6482c 100644
--- a/tests/workspace/test_builder.py
+++ b/tests/workspace/test_builder.py
@@ -457,7 +457,7 @@ def test_environment_variables_warns_prior_to_tmux_3_0(
         sum(
             1
             for record in caplog.records
-            if "Cannot set environment for new windows." in record.msg
+            if "Cannot set environment for new windows." in record.message
         )
         # From window_overrides and both_overrides, but not
         # both_overrides_in_first_pane.
@@ -467,7 +467,7 @@ def test_environment_variables_warns_prior_to_tmux_3_0(
         sum(
             1
             for record in caplog.records
-            if "Cannot set environment for new panes." in record.msg
+            if "Cannot set environment for new panes." in record.message
         )
         # From pane_overrides and both_overrides, but not both_overrides_in_first_pane.
         == 2
@@ -476,7 +476,7 @@ def test_environment_variables_warns_prior_to_tmux_3_0(
         sum(
             1
             for record in caplog.records
-            if "Cannot set environment for new panes and windows." in record.msg
+            if "Cannot set environment for new panes and windows." in record.message
         )
         # From both_overrides_in_first_pane.
         == 1
@@ -586,7 +586,7 @@ def test_start_directory(session: Session, tmp_path: pathlib.Path) -> None:
     assert session == builder.session
     dirs = ["/usr/bin", "/dev", str(test_dir), "/usr", "/usr"]
 
-    for path, window in zip(dirs, session.windows):
+    for path, window in zip(dirs, session.windows, strict=False):
         for p in window.panes:
 
             def f(path: str, p: Pane) -> bool:
@@ -641,7 +641,7 @@ def test_start_directory_relative(session: Session, tmp_path: pathlib.Path) -> N
 
     dirs = ["/usr/bin", "/dev", str(test_dir), str(config_dir), str(config_dir)]
 
-    for path, window in zip(dirs, session.windows):
+    for path, window in zip(dirs, session.windows, strict=False):
         for p in window.panes:
 
             def f(path: str, p: Pane) -> bool:
@@ -1430,7 +1430,7 @@ def test_first_pane_start_directory(session: Session, tmp_path: pathlib.Path) ->
 
     assert session.windows
     window = session.windows[0]
-    for path, p in zip(dirs, window.panes):
+    for path, p in zip(dirs, window.panes, strict=False):
 
         def f(path: str, p: Pane) -> bool:
             pane_path = p.pane_current_path
diff --git a/uv.lock b/uv.lock
index b35f6335bd..2749da2e4e 100644
--- a/uv.lock
+++ b/uv.lock
@@ -1,10 +1,9 @@
 version = 1
 revision = 3
-requires-python = ">=3.9, <4.0"
+requires-python = ">=3.10, <4.0"
 resolution-markers = [
     "python_full_version >= '3.11'",
-    "python_full_version == '3.10.*'",
-    "python_full_version < '3.10'",
+    "python_full_version < '3.11'",
 ]
 
 [[package]]
@@ -28,26 +27,10 @@ wheels = [
     { url = "https://files.pythonhosted.org/packages/8d/3f/95338030883d8c8b91223b4e21744b04d11b161a3ef117295d8241f50ab4/accessible_pygments-0.0.5-py3-none-any.whl", hash = "sha256:88ae3211e68a1d0b011504b2ffc1691feafce124b845bd072ab6f9f66f34d4b7", size = 1395903, upload-time = "2024-05-10T11:23:08.421Z" },
 ]
 
-[[package]]
-name = "alabaster"
-version = "0.7.16"
-source = { registry = "https://pypi.org/simple" }
-resolution-markers = [
-    "python_full_version < '3.10'",
-]
-sdist = { url = "https://files.pythonhosted.org/packages/c9/3e/13dd8e5ed9094e734ac430b5d0eb4f2bb001708a8b7856cbf8e084e001ba/alabaster-0.7.16.tar.gz", hash = "sha256:75a8b99c28a5dad50dd7f8ccdd447a121ddb3892da9e53d1ca5cca3106d58d65", size = 23776, upload-time = "2024-01-10T00:56:10.189Z" }
-wheels = [
-    { url = "https://files.pythonhosted.org/packages/32/34/d4e1c02d3bee589efb5dfa17f88ea08bdb3e3eac12bc475462aec52ed223/alabaster-0.7.16-py3-none-any.whl", hash = "sha256:b46733c07dce03ae4e150330b975c75737fa60f0a7c591b6c8bf4928a28e2c92", size = 13511, upload-time = "2024-01-10T00:56:08.388Z" },
-]
-
 [[package]]
 name = "alabaster"
 version = "1.0.0"
 source = { registry = "https://pypi.org/simple" }
-resolution-markers = [
-    "python_full_version >= '3.11'",
-    "python_full_version == '3.10.*'",
-]
 sdist = { url = "https://files.pythonhosted.org/packages/a6/f8/d9c74d0daf3f742840fd818d69cfae176fa332022fd44e3469487d5a9420/alabaster-1.0.0.tar.gz", hash = "sha256:c00dca57bca26fa62a6d7d0a9fcce65f3e026e9bfe33e9c538fd3fbb2144fd9e", size = 24210, upload-time = "2024-07-26T18:15:03.762Z" }
 wheels = [
     { url = "https://files.pythonhosted.org/packages/7e/b3/6b4067be973ae96ba0d615946e314c5ae35f9f993eca561b356540bb0c2b/alabaster-1.0.0-py3-none-any.whl", hash = "sha256:fc6786402dc3fcb2de3cabd5fe455a2db534b371124f1f21de8731783dec828b", size = 13929, upload-time = "2024-07-26T18:15:02.05Z" },
@@ -185,50 +168,15 @@ wheels = [
     { url = "https://files.pythonhosted.org/packages/b0/6f/8f7af07237c34a1defe7defc565a9bc1807762f672c0fde711a4b22bf9c0/charset_normalizer-3.4.4-cp314-cp314-win32.whl", hash = "sha256:f9d332f8c2a2fcbffe1378594431458ddbef721c1769d78e2cbc06280d8155f9", size = 99940, upload-time = "2025-10-14T04:41:49.946Z" },
     { url = "https://files.pythonhosted.org/packages/4b/51/8ade005e5ca5b0d80fb4aff72a3775b325bdc3d27408c8113811a7cbe640/charset_normalizer-3.4.4-cp314-cp314-win_amd64.whl", hash = "sha256:8a6562c3700cce886c5be75ade4a5db4214fda19fede41d9792d100288d8f94c", size = 107104, upload-time = "2025-10-14T04:41:51.051Z" },
     { url = "https://files.pythonhosted.org/packages/da/5f/6b8f83a55bb8278772c5ae54a577f3099025f9ade59d0136ac24a0df4bde/charset_normalizer-3.4.4-cp314-cp314-win_arm64.whl", hash = "sha256:de00632ca48df9daf77a2c65a484531649261ec9f25489917f09e455cb09ddb2", size = 100743, upload-time = "2025-10-14T04:41:52.122Z" },
-    { url = "https://files.pythonhosted.org/packages/46/7c/0c4760bccf082737ca7ab84a4c2034fcc06b1f21cf3032ea98bd6feb1725/charset_normalizer-3.4.4-cp39-cp39-macosx_10_9_universal2.whl", hash = "sha256:a9768c477b9d7bd54bc0c86dbaebdec6f03306675526c9927c0e8a04e8f94af9", size = 209609, upload-time = "2025-10-14T04:42:10.922Z" },
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