diff --git a/.tool-versions b/.tool-versions
index 94ec5a45..abb528da 100644
--- a/.tool-versions
+++ b/.tool-versions
@@ -1,3 +1,3 @@
-python 3.10.14
+python 3.12.4
 poetry 1.8.3
 nodejs 16.20.2
diff --git a/Dockerfile b/Dockerfile
index 5de70dd4..59435394 100644
--- a/Dockerfile
+++ b/Dockerfile
@@ -1,5 +1,5 @@
 # TODO:
-# - Consider python:3.10-slim
+# - Consider python:3.12-slim
 # - Once dropping legacy AngularJS, build FE bundles separately
 
 # Things needed to use this in production:
@@ -7,7 +7,7 @@
 # - Ensure that Celery works as well
 # - Run WSGI with an ENTRYPOINT
 
-FROM ubuntu:22.04 AS build
+FROM ubuntu:24.04 AS build
 
 WORKDIR /app/
 
@@ -22,7 +22,7 @@ RUN apt-get update && apt-get install --no-install-recommends -y \
     locales \
     # Postgres client (for accessing RDS in production) \
     postgresql-client postgresql-contrib libpq-dev \
-    python3.10 python3-dev python3-pip \
+    python3.12 python3-dev python3-pip \
     && apt-get clean \
     && rm -rf /var/lib/apt/lists/*
 
diff --git a/poetry.lock b/poetry.lock
index 79c7c518..96061899 100644
--- a/poetry.lock
+++ b/poetry.lock
@@ -26,10 +26,8 @@ files = [
 ]
 
 [package.dependencies]
-exceptiongroup = {version = ">=1.0.2", markers = "python_version < \"3.11\""}
 idna = ">=2.8"
 sniffio = ">=1.1"
-typing-extensions = {version = ">=4.1", markers = "python_version < \"3.11\""}
 
 [package.extras]
 doc = ["Sphinx (>=7)", "packaging", "sphinx-autodoc-typehints (>=1.2.0)", "sphinx-rtd-theme"]
@@ -47,9 +45,6 @@ files = [
     {file = "asgiref-3.8.1.tar.gz", hash = "sha256:c343bd80a0bec947a9860adb4c432ffa7db769836c64238fc34bdc3fec84d590"},
 ]
 
-[package.dependencies]
-typing-extensions = {version = ">=4", markers = "python_version < \"3.11\""}
-
 [package.extras]
 tests = ["mypy (>=0.800)", "pytest", "pytest-asyncio"]
 
@@ -64,9 +59,6 @@ files = [
     {file = "astroid-3.2.2.tar.gz", hash = "sha256:8ead48e31b92b2e217b6c9733a21afafe479d52d6e164dd25fb1a770c7c3cf94"},
 ]
 
-[package.dependencies]
-typing-extensions = {version = ">=4.0.0", markers = "python_version < \"3.11\""}
-
 [[package]]
 name = "asttokens"
 version = "2.4.1"
@@ -729,7 +721,6 @@ files = [
 asgiref = "*"
 django = "*"
 django-stubs-ext = ">=5.0.2"
-tomli = {version = "*", markers = "python_version < \"3.11\""}
 types-PyYAML = "*"
 typing-extensions = ">=4.11.0"
 
@@ -764,20 +755,6 @@ files = [
     {file = "django_webpack_loader-1.8.1-py2.py3-none-any.whl", hash = "sha256:2d50a902256cf94bdd87eac3e7687989c9aa757a63af21db68773115216cedee"},
 ]
 
-[[package]]
-name = "exceptiongroup"
-version = "1.2.1"
-description = "Backport of PEP 654 (exception groups)"
-optional = false
-python-versions = ">=3.7"
-files = [
-    {file = "exceptiongroup-1.2.1-py3-none-any.whl", hash = "sha256:5258b9ed329c5bbdd31a309f53cbfb0b155341807f6ff7606a1e801a891b29ad"},
-    {file = "exceptiongroup-1.2.1.tar.gz", hash = "sha256:a4785e48b045528f5bfe627b6ad554ff32def154f42372786903b7abcfe1aa16"},
-]
-
-[package.extras]
-test = ["pytest (>=6)"]
-
 [[package]]
 name = "executing"
 version = "2.0.1"
@@ -1005,9 +982,8 @@ files = [
 ]
 
 [package.dependencies]
-decorator = {version = "*", markers = "python_version > \"3.6\""}
-ipython = {version = ">=7.31.1", markers = "python_version > \"3.6\""}
-tomli = {version = "*", markers = "python_version > \"3.6\" and python_version < \"3.11\""}
+decorator = {version = "*", markers = "python_version >= \"3.11\""}
+ipython = {version = ">=7.31.1", markers = "python_version >= \"3.11\""}
 
 [[package]]
 name = "ipython"
@@ -1023,7 +999,6 @@ files = [
 [package.dependencies]
 colorama = {version = "*", markers = "sys_platform == \"win32\""}
 decorator = "*"
-exceptiongroup = {version = "*", markers = "python_version < \"3.11\""}
 jedi = ">=0.16"
 matplotlib-inline = "*"
 pexpect = {version = ">4.3", markers = "sys_platform != \"win32\" and sys_platform != \"emscripten\""}
@@ -1031,7 +1006,6 @@ prompt-toolkit = ">=3.0.41,<3.1.0"
 pygments = ">=2.4.0"
 stack-data = "*"
 traitlets = ">=5.13.0"
-typing-extensions = {version = ">=4.6", markers = "python_version < \"3.12\""}
 
 [package.extras]
 all = ["ipython[black,doc,kernel,matplotlib,nbconvert,nbformat,notebook,parallel,qtconsole]", "ipython[test,test-extra]"]
@@ -1360,7 +1334,6 @@ files = [
 
 [package.dependencies]
 mypy-extensions = ">=1.0.0"
-tomli = {version = ">=1.1.0", markers = "python_version < \"3.11\""}
 typing-extensions = ">=4.1.0"
 
 [package.extras]
@@ -1642,15 +1615,10 @@ files = [
 [package.dependencies]
 astroid = ">=3.2.2,<=3.3.0-dev0"
 colorama = {version = ">=0.4.5", markers = "sys_platform == \"win32\""}
-dill = [
-    {version = ">=0.2", markers = "python_version < \"3.11\""},
-    {version = ">=0.3.7", markers = "python_version >= \"3.12\""},
-    {version = ">=0.3.6", markers = "python_version >= \"3.11\" and python_version < \"3.12\""},
-]
+dill = {version = ">=0.3.7", markers = "python_version >= \"3.12\""}
 isort = ">=4.2.5,<5.13.0 || >5.13.0,<6"
 mccabe = ">=0.6,<0.8"
 platformdirs = ">=2.2.0"
-tomli = {version = ">=1.1.0", markers = "python_version < \"3.11\""}
 tomlkit = ">=0.10.1"
 
 [package.extras]
@@ -1670,11 +1638,9 @@ files = [
 
 [package.dependencies]
 colorama = {version = "*", markers = "sys_platform == \"win32\""}
-exceptiongroup = {version = ">=1.0.0rc8", markers = "python_version < \"3.11\""}
 iniconfig = "*"
 packaging = "*"
 pluggy = ">=1.5,<2.0"
-tomli = {version = ">=1", markers = "python_version < \"3.11\""}
 
 [package.extras]
 dev = ["argcomplete", "attrs (>=19.2)", "hypothesis (>=3.56)", "mock", "pygments (>=2.7.2)", "requests", "setuptools", "xmlschema"]
@@ -2012,17 +1978,6 @@ pure-eval = "*"
 [package.extras]
 tests = ["cython", "littleutils", "pygments", "pytest", "typeguard"]
 
-[[package]]
-name = "tomli"
-version = "2.0.1"
-description = "A lil' TOML parser"
-optional = false
-python-versions = ">=3.7"
-files = [
-    {file = "tomli-2.0.1-py3-none-any.whl", hash = "sha256:939de3e7a6161af0c887ef91b7d41a53e7c5a1ca976325f429cb46ea9bc30ecc"},
-    {file = "tomli-2.0.1.tar.gz", hash = "sha256:de526c12914f0c550d15924c62d72abc48d6fe7364aa87328337a31007fe8a4f"},
-]
-
 [[package]]
 name = "tomlkit"
 version = "0.12.5"
@@ -2159,5 +2114,5 @@ files = [
 
 [metadata]
 lock-version = "2.0"
-python-versions = "^3.10.0"
-content-hash = "7f6798435fbec82b834c582b9420cf70299b6daba3241e24757d35e1eea904f0"
+python-versions = "^3.12.0"
+content-hash = "efead7d5698bac8f07fdea95e1b02cb6a3d02c8fd562d126a5f64b355d377328"
diff --git a/pyproject.toml b/pyproject.toml
index fecf3764..e373068e 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -134,7 +134,7 @@ ignore-names = [
 # When poetry full supports PEP 621, should migrate more information here!
 # See: https://github.com/python-poetry/roadmap/issues/3
 name = "ws"
-requires-python = "~=3.10"  # Keep in sync with Poetry
+requires-python = "~=3.12"  # Keep in sync with Poetry
 
 [tool.poetry]
 name = "ws"
@@ -147,7 +147,7 @@ repository = "https://github.com/DavidCain/mitoc-trips/"
 authors = ["David Cain <davidjosephcain@gmail.com>"]
 
 [tool.poetry.dependencies]
-python = "^3.10.0"
+python = "^3.12.0"
 
 [tool.poetry.group.prod.dependencies]
 Django = "^4.2"
@@ -171,7 +171,6 @@ pwned-passwords-django = "*"
 requests = "*"
 sentry-sdk = "^1.30.0"
 setuptools = "^69.5.1"  # Required by django-pipeline in prod!
-typing-extensions = "^4.11.0"  # Can remove after Python 3.11
 
 
 [tool.poetry.group.test.dependencies]
@@ -209,7 +208,7 @@ ipdb = { version = "*" }
 
 
 [tool.mypy]
-python_version = "3.10"
+python_version = "3.12"
 plugins = ["mypy_django_plugin.main"]
 
 # Better errors
diff --git a/ws/api_views.py b/ws/api_views.py
index 2894bc77..8f4542be 100644
--- a/ws/api_views.py
+++ b/ws/api_views.py
@@ -1,7 +1,7 @@
 import json
 from collections.abc import Collection, Iterable, Iterator
 from datetime import date
-from typing import Any, TypedDict, cast
+from typing import Any, NotRequired, TypedDict, cast
 from zoneinfo import ZoneInfo
 
 import jwt
@@ -18,7 +18,6 @@
 from django.views.decorators.csrf import csrf_exempt
 from django.views.generic import DetailView, ListView, View
 from django.views.generic.detail import SingleObjectMixin
-from typing_extensions import NotRequired
 
 import ws.utils.geardb as geardb_utils
 import ws.utils.membership as membership_utils
diff --git a/ws/models.py b/ws/models.py
index 9c223475..0ec24711 100644
--- a/ws/models.py
+++ b/ws/models.py
@@ -1,7 +1,7 @@
 import re
 from collections.abc import Collection, Iterable, Iterator
 from datetime import date, datetime, timedelta
-from typing import Any, Optional, cast
+from typing import Any, Optional, Self, cast
 from urllib.parse import urlencode, urljoin
 from zoneinfo import ZoneInfo
 
@@ -24,7 +24,6 @@
 from mitoc_const import affiliations
 from mitoc_const.membership import RENEWAL_ALLOWED_WITH_DAYS_LEFT
 from phonenumber_field.modelfields import PhoneNumberField
-from typing_extensions import Self
 
 import ws.utils.dates as date_utils
 from ws import enums
diff --git a/ws/tasks.py b/ws/tasks.py
index 6aee05d9..aae2ca90 100644
--- a/ws/tasks.py
+++ b/ws/tasks.py
@@ -1,7 +1,7 @@
 import contextlib
 import logging
 from collections.abc import Iterator
-from datetime import datetime, timedelta, timezone
+from datetime import UTC, datetime, timedelta
 from time import monotonic
 
 import requests
@@ -150,7 +150,7 @@ def update_member_stats(
 ) -> models.MembershipStats:
     cached = models.MembershipStats.load()
     acceptable_staleness = timedelta(seconds=acceptable_staleness_seconds)
-    now = datetime.now(timezone.utc)
+    now = datetime.now(UTC)
     if (now - cached.retrieved_at) > acceptable_staleness or not cached.response:
         response = geardb.query_api("/api-auth/v1/stats")
 
diff --git a/ws/utils/member_stats.py b/ws/utils/member_stats.py
index ed9ba491..1948f7a1 100644
--- a/ws/utils/member_stats.py
+++ b/ws/utils/member_stats.py
@@ -3,13 +3,12 @@
 import enum
 import logging
 from datetime import datetime, timedelta
-from typing import TYPE_CHECKING, Any, NamedTuple
+from typing import TYPE_CHECKING, Any, NamedTuple, assert_never
 
 from allauth.account.models import EmailAddress
 from django.db.models import Count, Exists, OuterRef
 from django.db.models.functions import Lower
 from mitoc_const import affiliations
-from typing_extensions import assert_never
 
 from ws import models, tasks