diff --git a/.github/workflows/deploy.yml b/.github/workflows/deploy.yml
index cb64326..ee27eb6 100644
--- a/.github/workflows/deploy.yml
+++ b/.github/workflows/deploy.yml
@@ -10,7 +10,7 @@ jobs:
     strategy:
       fail-fast: true
       matrix:
-        python-version: ["3.9"]
+        python-version: ["3.10"]
         poetry-version: ["2.1"]
         os: ["ubuntu-latest"]
 
diff --git a/.github/workflows/test.yml b/.github/workflows/test.yml
index 26ab24b..7245073 100644
--- a/.github/workflows/test.yml
+++ b/.github/workflows/test.yml
@@ -10,7 +10,7 @@ jobs:
     strategy:
       fail-fast: true
       matrix:
-        python-version: ["3.9", "3.10", "3.11", "3.12", "3.13"]
+        python-version: ["3.10", "3.11", "3.12", "3.13", "3.14"]
         poetry-version: ["2.1"]
         os: [ubuntu-latest, macos-latest, windows-latest]
 
diff --git a/docs/conf.py b/docs/conf.py
index 90526f8..1087a8f 100644
--- a/docs/conf.py
+++ b/docs/conf.py
@@ -18,7 +18,7 @@
 # -- Project information -----------------------------------------------------
 
 project = "SnakeMD"
-copyright = "2021-2023, The Renegade Coder"
+copyright = "2021-2025, The Renegade Coder"
 author = "The Renegade Coder"
 
 # -- General configuration ---------------------------------------------------
@@ -71,8 +71,6 @@
 
 intersphinx_mapping = {"python": ("https://docs.python.org/3", None)}
 
-html_theme_options = {"display_version": True}
-
 # -- ReadTheDocs Configuration
 
 # Set canonical URL from the Read the Docs Domain
diff --git a/docs/docs/template-api.rst b/docs/docs/template-api.rst
index 51f79b3..f65fd93 100644
--- a/docs/docs/template-api.rst
+++ b/docs/docs/template-api.rst
@@ -7,6 +7,10 @@ a template system is slowly being developed for folks who
 are looking for a bit more convenience. Ultimately, these
 folks can expect support for typical document sections such
 as tables of contents, footers, copyrights, and more.
+In addition, because the core element library is designed
+to adhere as closely to vanilla Markdown as possible,
+folks can also find extended markdown features here,
+such as checklists, alerts, and more. 
 
 Template Interface
 ------------------
@@ -37,6 +41,22 @@ make use of any external dependencies. In the latter
 case, that restriction does not apply. With that said,
 the existing templates can be found below.
 
+Alert
+^^^^^
+
+.. autoclass:: snakemd.Alert
+   :members:
+   :undoc-members:
+   :show-inheritance:
+
+Checklist
+^^^^^^^^^
+
+.. autoclass:: snakemd.Checklist
+   :members:
+   :undoc-members:
+   :show-inheritance:
+
 CSVTable
 ^^^^^^^^
 
diff --git a/docs/python-support.csv b/docs/python-support.csv
index e174b73..a80a7ba 100644
--- a/docs/python-support.csv
+++ b/docs/python-support.csv
@@ -1,5 +1,6 @@
-Python,3.13,3.12,3.11,3.10,3.9,3.8
-SnakeMD >= 2.2.1,Yes,Yes,Yes,Yes,Yes, 
-SnakeMD 2.0 - 2.2.0,,,Yes,Yes,Yes,Yes
-SnakeMD 0.12 - 0.15,,,Yes,Yes,Yes,Yes
-SnakeMD < 0.12,,,,Yes,Yes,Yes
+Python,3.14,3.13,3.12,3.11,3.10,3.9,3.8
+SnakeMD >= 2.4.0,Yes,Yes,Yes,Yes,Yes
+SnakeMD 2.2.1 - 2.3,,Yes,Yes,Yes,Yes,Yes 
+SnakeMD 2.0 - 2.2.0,,,,Yes,Yes,Yes,Yes
+SnakeMD 0.12 - 0.15,,,,Yes,Yes,Yes,Yes
+SnakeMD < 0.12,,,,,Yes,Yes,Yes
diff --git a/docs/version-history.rst b/docs/version-history.rst
index 498ed72..706037c 100644
--- a/docs/version-history.rst
+++ b/docs/version-history.rst
@@ -13,10 +13,22 @@ as follows:
 v2.x
 ----
 
+* v2.4.0 [:pr:`174`, :pr:`175`, :pr:`178`, :pr:`179`, :pr:`180`]
+  
+  * Fixed an issue where quotes would crash when inline elements were provided as input
+  * Added the alerts feature as a new template
+  * Added the checklist feature to templates
+  * Deprecated the :code:`checked` parameter in :code:`MDList`
+  * Added a handful of convenience methods to the document API to expose the new templates
+  * Dropped support for Python 3.9 due to deprecation
+  * Added supported for Python 3.14
+  * Added new templates to docs
+  * Updated a variety of developmental dependencies
+
 * v2.4.0b1 [:pr:`171`]
 
   * Upgraded Poetry file format to 2.x
-  * Added `breakline()` and `unbreakline()` methods
+  * Added :code:`breakline()` and :code:`unbreakline()` methods
   * Fixed issue where inserting a link in a paragraph would strip styles
 
 * v2.3.0 [:pr:`168`]
diff --git a/poetry.lock b/poetry.lock
index bb2639c..5be45a4 100644
--- a/poetry.lock
+++ b/poetry.lock
@@ -44,34 +44,34 @@ dev = ["backports.zoneinfo ; python_version < \"3.9\"", "freezegun (>=1.0,<2.0)"
 
 [[package]]
 name = "black"
-version = "23.12.1"
+version = "25.9.0"
 description = "The uncompromising code formatter."
 optional = false
-python-versions = ">=3.8"
+python-versions = ">=3.9"
 groups = ["analysis"]
 files = [
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-    {file = "black-23.12.1-cp310-cp310-macosx_11_0_arm64.whl", hash = "sha256:c88b3711d12905b74206227109272673edce0cb29f27e1385f33b0163c414bba"},
-    {file = "black-23.12.1-cp310-cp310-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:a920b569dc6b3472513ba6ddea21f440d4b4c699494d2e972a1753cdc25df7b0"},
-    {file = "black-23.12.1-cp310-cp310-win_amd64.whl", hash = "sha256:3fa4be75ef2a6b96ea8d92b1587dd8cb3a35c7e3d51f0738ced0781c3aa3a5a3"},
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-    {file = "black-23.12.1-py3-none-any.whl", hash = "sha256:78baad24af0f033958cad29731e27363183e140962595def56423e626f4bee3e"},
-    {file = "black-23.12.1.tar.gz", hash = "sha256:4ce3ef14ebe8d9509188014d96af1c456a910d5b5cbf434a09fef7e024b3d0d5"},
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+    {file = "black-25.9.0-cp310-cp310-macosx_11_0_arm64.whl", hash = "sha256:2ab0ce111ef026790e9b13bd216fa7bc48edd934ffc4cbf78808b235793cbc92"},
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+    {file = "black-25.9.0-cp312-cp312-macosx_10_13_x86_64.whl", hash = "sha256:1b9dc70c21ef8b43248f1d86aedd2aaf75ae110b958a7909ad8463c4aa0880b0"},
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+    {file = "black-25.9.0-cp312-cp312-manylinux_2_17_x86_64.manylinux2014_x86_64.manylinux_2_28_x86_64.whl", hash = "sha256:9101ee58ddc2442199a25cb648d46ba22cd580b00ca4b44234a324e3ec7a0f7e"},
+    {file = "black-25.9.0-cp312-cp312-win_amd64.whl", hash = "sha256:77e7060a00c5ec4b3367c55f39cf9b06e68965a4f2e61cecacd6d0d9b7ec945a"},
+    {file = "black-25.9.0-cp313-cp313-macosx_10_13_x86_64.whl", hash = "sha256:0172a012f725b792c358d57fe7b6b6e8e67375dd157f64fa7a3097b3ed3e2175"},
+    {file = "black-25.9.0-cp313-cp313-macosx_11_0_arm64.whl", hash = "sha256:3bec74ee60f8dfef564b573a96b8930f7b6a538e846123d5ad77ba14a8d7a64f"},
+    {file = "black-25.9.0-cp313-cp313-manylinux_2_17_x86_64.manylinux2014_x86_64.manylinux_2_28_x86_64.whl", hash = "sha256:b756fc75871cb1bcac5499552d771822fd9db5a2bb8db2a7247936ca48f39831"},
+    {file = "black-25.9.0-cp313-cp313-win_amd64.whl", hash = "sha256:846d58e3ce7879ec1ffe816bb9df6d006cd9590515ed5d17db14e17666b2b357"},
+    {file = "black-25.9.0-cp39-cp39-macosx_10_9_x86_64.whl", hash = "sha256:ef69351df3c84485a8beb6f7b8f9721e2009e20ef80a8d619e2d1788b7816d47"},
+    {file = "black-25.9.0-cp39-cp39-macosx_11_0_arm64.whl", hash = "sha256:e3c1f4cd5e93842774d9ee4ef6cd8d17790e65f44f7cdbaab5f2cf8ccf22a823"},
+    {file = "black-25.9.0-cp39-cp39-manylinux_2_17_x86_64.manylinux2014_x86_64.manylinux_2_28_x86_64.whl", hash = "sha256:154b06d618233fe468236ba1f0e40823d4eb08b26f5e9261526fde34916b9140"},
+    {file = "black-25.9.0-cp39-cp39-win_amd64.whl", hash = "sha256:e593466de7b998374ea2585a471ba90553283fb9beefcfa430d84a2651ed5933"},
+    {file = "black-25.9.0-py3-none-any.whl", hash = "sha256:474b34c1342cdc157d307b56c4c65bce916480c4a8f6551fdc6bf9b486a7c4ae"},
+    {file = "black-25.9.0.tar.gz", hash = "sha256:0474bca9a0dd1b51791fcc507a4e02078a1c63f6d4e4ae5544b9848c7adfb619"},
 ]
 
 [package.dependencies]
@@ -80,156 +80,161 @@ mypy-extensions = ">=0.4.3"
 packaging = ">=22.0"
 pathspec = ">=0.9.0"
 platformdirs = ">=2"
+pytokens = ">=0.1.10"
 tomli = {version = ">=1.1.0", markers = "python_version < \"3.11\""}
 typing-extensions = {version = ">=4.0.1", markers = "python_version < \"3.11\""}
 
 [package.extras]
 colorama = ["colorama (>=0.4.3)"]
-d = ["aiohttp (>=3.7.4) ; sys_platform != \"win32\" or implementation_name != \"pypy\"", "aiohttp (>=3.7.4,!=3.9.0) ; sys_platform == \"win32\" and implementation_name == \"pypy\""]
+d = ["aiohttp (>=3.10)"]
 jupyter = ["ipython (>=7.8.0)", "tokenize-rt (>=3.2.0)"]
 uvloop = ["uvloop (>=0.15.2)"]
 
 [[package]]
 name = "certifi"
-version = "2025.7.14"
+version = "2025.10.5"
 description = "Python package for providing Mozilla's CA Bundle."
 optional = false
 python-versions = ">=3.7"
 groups = ["docs"]
 files = [
-    {file = "certifi-2025.7.14-py3-none-any.whl", hash = "sha256:6b31f564a415d79ee77df69d757bb49a5bb53bd9f756cbbe24394ffd6fc1f4b2"},
-    {file = "certifi-2025.7.14.tar.gz", hash = "sha256:8ea99dbdfaaf2ba2f9bac77b9249ef62ec5218e7c2b2e903378ed5fccf765995"},
+    {file = "certifi-2025.10.5-py3-none-any.whl", hash = "sha256:0f212c2744a9bb6de0c56639a6f68afe01ecd92d91f14ae897c4fe7bbeeef0de"},
+    {file = "certifi-2025.10.5.tar.gz", hash = "sha256:47c09d31ccf2acf0be3f701ea53595ee7e0b8fa08801c6624be771df09ae7b43"},
 ]
 
 [[package]]
 name = "charset-normalizer"
-version = "3.4.2"
+version = "3.4.4"
 description = "The Real First Universal Charset Detector. Open, modern and actively maintained alternative to Chardet."
 optional = false
 python-versions = ">=3.7"
 groups = ["docs"]
 files = [
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 ]
 
 [[package]]
@@ -363,7 +393,7 @@ description = "Backport of PEP 654 (exception groups)"
 optional = false
 python-versions = ">=3.7"
 groups = ["test"]
-markers = "python_version < \"3.11\""
+markers = "python_version == \"3.10\""
 files = [
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@@ -377,14 +407,14 @@ test = ["pytest (>=6)"]
 
 [[package]]
 name = "idna"
-version = "3.10"
+version = "3.11"
 description = "Internationalized Domain Names in Applications (IDNA)"
 optional = false
-python-versions = ">=3.6"
+python-versions = ">=3.8"
 groups = ["docs"]
 files = [
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 ]
 
 [package.extras]
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-description = "Read metadata from Python packages"
-optional = false
-python-versions = ">=3.9"
-groups = ["docs", "test"]
-markers = "python_version == \"3.9\""
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-
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-cover = ["pytest-cov"]
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-type = ["pytest-mypy"]
-
 [[package]]
 name = "iniconfig"
-version = "2.1.0"
+version = "2.3.0"
 description = "brain-dead simple config-ini parsing"
 optional = false
-python-versions = ">=3.8"
+python-versions = ">=3.10"
 groups = ["test"]
 files = [
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 [[package]]
@@ -474,92 +479,117 @@ i18n = ["Babel (>=2.7)"]
 
 [[package]]
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-version = "3.8.2"
+version = "3.9"
 description = "Python implementation of John Gruber's Markdown."
 optional = false
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-[package.dependencies]
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-
 [package.extras]
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 testing = ["coverage", "pyyaml"]
 
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-version = "3.0.2"
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 [[package]]
@@ -612,20 +642,20 @@ files = [
 
 [[package]]
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-version = "4.3.8"
+version = "4.5.0"
 description = "A small Python package for determining appropriate platform-specific dirs, e.g. a `user data dir`."
 optional = false
-python-versions = ">=3.9"
+python-versions = ">=3.10"
 groups = ["analysis"]
 files = [
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 ]
 
 [package.extras]
-docs = ["furo (>=2024.8.6)", "proselint (>=0.14)", "sphinx (>=8.1.3)", "sphinx-autodoc-typehints (>=3)"]
-test = ["appdirs (==1.4.4)", "covdefaults (>=2.3)", "pytest (>=8.3.4)", "pytest-cov (>=6)", "pytest-mock (>=3.14)"]
-type = ["mypy (>=1.14.1)"]
+docs = ["furo (>=2025.9.25)", "proselint (>=0.14)", "sphinx (>=8.2.3)", "sphinx-autodoc-typehints (>=3.2)"]
+test = ["appdirs (==1.4.4)", "covdefaults (>=2.3)", "pytest (>=8.4.2)", "pytest-cov (>=7)", "pytest-mock (>=3.15.1)"]
+type = ["mypy (>=1.18.2)"]
 
 [[package]]
 name = "pluggy"
@@ -664,7 +694,7 @@ version = "2.19.2"
 description = "Pygments is a syntax highlighting package written in Python."
 optional = false
 python-versions = ">=3.8"
-groups = ["docs"]
+groups = ["docs", "test"]
 files = [
     {file = "pygments-2.19.2-py3-none-any.whl", hash = "sha256:86540386c03d588bb81d44bc3928634ff26449851e99741617ecb9037ee5ec0b"},
     {file = "pygments-2.19.2.tar.gz", hash = "sha256:636cb2477cec7f8952536970bc533bc43743542f70392ae026374600add5b887"},
@@ -675,14 +705,14 @@ windows-terminal = ["colorama (>=0.4.6)"]
 
 [[package]]
 name = "pylint"
-version = "3.3.7"
+version = "3.3.9"
 description = "python code static checker"
 optional = false
 python-versions = ">=3.9.0"
 groups = ["analysis"]
 files = [
-    {file = "pylint-3.3.7-py3-none-any.whl", hash = "sha256:43860aafefce92fca4cf6b61fe199cdc5ae54ea28f9bf4cd49de267b5195803d"},
-    {file = "pylint-3.3.7.tar.gz", hash = "sha256:2b11de8bde49f9c5059452e0c310c079c746a0a8eeaa789e5aa966ecc23e4559"},
+    {file = "pylint-3.3.9-py3-none-any.whl", hash = "sha256:01f9b0462c7730f94786c283f3e52a1fbdf0494bbe0971a78d7277ef46a751e7"},
+    {file = "pylint-3.3.9.tar.gz", hash = "sha256:d312737d7b25ccf6b01cc4ac629b5dcd14a0fcf3ec392735ac70f137a9d5f83a"},
 ]
 
 [package.dependencies]
@@ -698,7 +728,6 @@ mccabe = ">=0.6,<0.8"
 platformdirs = ">=2.2"
 tomli = {version = ">=1.1", markers = "python_version < \"3.11\""}
 tomlkit = ">=0.10.1"
-typing-extensions = {version = ">=3.10", markers = "python_version < \"3.10\""}
 
 [package.extras]
 spelling = ["pyenchant (>=3.2,<4.0)"]
@@ -706,37 +735,53 @@ testutils = ["gitpython (>3)"]
 
 [[package]]
 name = "pytest"
-version = "7.4.4"
+version = "8.4.2"
 description = "pytest: simple powerful testing with Python"
 optional = false
-python-versions = ">=3.7"
+python-versions = ">=3.9"
 groups = ["test"]
 files = [
-    {file = "pytest-7.4.4-py3-none-any.whl", hash = "sha256:b090cdf5ed60bf4c45261be03239c2c1c22df034fbffe691abe93cd80cea01d8"},
-    {file = "pytest-7.4.4.tar.gz", hash = "sha256:2cf0005922c6ace4a3e2ec8b4080eb0d9753fdc93107415332f50ce9e7994280"},
+    {file = "pytest-8.4.2-py3-none-any.whl", hash = "sha256:872f880de3fc3a5bdc88a11b39c9710c3497a547cfa9320bc3c5e62fbf272e79"},
+    {file = "pytest-8.4.2.tar.gz", hash = "sha256:86c0d0b93306b961d58d62a4db4879f27fe25513d4b969df351abdddb3c30e01"},
 ]
 
 [package.dependencies]
-colorama = {version = "*", markers = "sys_platform == \"win32\""}
-exceptiongroup = {version = ">=1.0.0rc8", markers = "python_version < \"3.11\""}
-iniconfig = "*"
-packaging = "*"
-pluggy = ">=0.12,<2.0"
-tomli = {version = ">=1.0.0", markers = "python_version < \"3.11\""}
+colorama = {version = ">=0.4", markers = "sys_platform == \"win32\""}
+exceptiongroup = {version = ">=1", markers = "python_version < \"3.11\""}
+iniconfig = ">=1"
+packaging = ">=20"
+pluggy = ">=1.5,<2"
+pygments = ">=2.7.2"
+tomli = {version = ">=1", markers = "python_version < \"3.11\""}
+
+[package.extras]
+dev = ["argcomplete", "attrs (>=19.2)", "hypothesis (>=3.56)", "mock", "requests", "setuptools", "xmlschema"]
+
+[[package]]
+name = "pytokens"
+version = "0.2.0"
+description = "A Fast, spec compliant Python 3.13+ tokenizer that runs on older Pythons."
+optional = false
+python-versions = ">=3.8"
+groups = ["analysis"]
+files = [
+    {file = "pytokens-0.2.0-py3-none-any.whl", hash = "sha256:74d4b318c67f4295c13782ddd9abcb7e297ec5630ad060eb90abf7ebbefe59f8"},
+    {file = "pytokens-0.2.0.tar.gz", hash = "sha256:532d6421364e5869ea57a9523bf385f02586d4662acbcc0342afd69511b4dd43"},
+]
 
 [package.extras]
-testing = ["argcomplete", "attrs (>=19.2.0)", "hypothesis (>=3.56)", "mock", "nose", "pygments (>=2.7.2)", "requests", "setuptools", "xmlschema"]
+dev = ["black", "build", "mypy", "pytest", "pytest-cov", "setuptools", "tox", "twine", "wheel"]
 
 [[package]]
 name = "requests"
-version = "2.32.4"
+version = "2.32.5"
 description = "Python HTTP for Humans."
 optional = false
-python-versions = ">=3.8"
+python-versions = ">=3.9"
 groups = ["docs"]
 files = [
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-    {file = "requests-2.32.4.tar.gz", hash = "sha256:27d0316682c8a29834d3264820024b62a36942083d52caf2f14c0591336d3422"},
+    {file = "requests-2.32.5-py3-none-any.whl", hash = "sha256:2462f94637a34fd532264295e186976db0f5d453d1cdd31473c85a6a161affb6"},
+    {file = "requests-2.32.5.tar.gz", hash = "sha256:dbba0bac56e100853db0ea71b82b4dfd5fe2bf6d3754a8893c3af500cec7d7cf"},
 ]
 
 [package.dependencies]
@@ -763,79 +808,78 @@ files = [
 
 [[package]]
 name = "sphinx"
-version = "6.2.1"
+version = "7.4.7"
 description = "Python documentation generator"
 optional = false
-python-versions = ">=3.8"
+python-versions = ">=3.9"
 groups = ["docs"]
 files = [
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+    {file = "sphinx-7.4.7-py3-none-any.whl", hash = "sha256:c2419e2135d11f1951cd994d6eb18a1835bd8fdd8429f9ca375dc1f3281bd239"},
+    {file = "sphinx-7.4.7.tar.gz", hash = "sha256:242f92a7ea7e6c5b406fdc2615413890ba9f699114a9c09192d7dfead2ee9cfe"},
 ]
 
 [package.dependencies]
-alabaster = ">=0.7,<0.8"
-babel = ">=2.9"
-colorama = {version = ">=0.4.5", markers = "sys_platform == \"win32\""}
-docutils = ">=0.18.1,<0.20"
+alabaster = ">=0.7.14,<0.8.0"
+babel = ">=2.13"
+colorama = {version = ">=0.4.6", markers = "sys_platform == \"win32\""}
+docutils = ">=0.20,<0.22"
 imagesize = ">=1.3"
-importlib-metadata = {version = ">=4.8", markers = "python_version < \"3.10\""}
-Jinja2 = ">=3.0"
-packaging = ">=21.0"
-Pygments = ">=2.13"
-requests = ">=2.25.0"
-snowballstemmer = ">=2.0"
+Jinja2 = ">=3.1"
+packaging = ">=23.0"
+Pygments = ">=2.17"
+requests = ">=2.30.0"
+snowballstemmer = ">=2.2"
 sphinxcontrib-applehelp = "*"
 sphinxcontrib-devhelp = "*"
 sphinxcontrib-htmlhelp = ">=2.0.0"
 sphinxcontrib-jsmath = "*"
 sphinxcontrib-qthelp = "*"
-sphinxcontrib-serializinghtml = ">=1.1.5"
+sphinxcontrib-serializinghtml = ">=1.1.9"
+tomli = {version = ">=2", markers = "python_version < \"3.11\""}
 
 [package.extras]
 docs = ["sphinxcontrib-websupport"]
-lint = ["docutils-stubs", "flake8 (>=3.5.0)", "flake8-simplify", "isort", "mypy (>=0.990)", "ruff", "sphinx-lint", "types-requests"]
-test = ["cython", "filelock", "html5lib", "pytest (>=4.6)"]
+lint = ["flake8 (>=6.0)", "importlib-metadata (>=6.0)", "mypy (==1.10.1)", "pytest (>=6.0)", "ruff (==0.5.2)", "sphinx-lint (>=0.9)", "tomli (>=2)", "types-docutils (==0.21.0.20240711)", "types-requests (>=2.30.0)"]
+test = ["cython (>=3.0)", "defusedxml (>=0.7.1)", "pytest (>=8.0)", "setuptools (>=70.0)", "typing_extensions (>=4.9)"]
 
 [[package]]
 name = "sphinx-issues"
-version = "3.0.1"
+version = "5.0.1"
 description = "A Sphinx extension for linking to your project's issue tracker"
 optional = false
-python-versions = ">=3.6"
+python-versions = ">=3.9"
 groups = ["docs"]
 files = [
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+    {file = "sphinx_issues-5.0.1.tar.gz", hash = "sha256:6da131d4545af00be4b48ec7c4086ea82c1371a05116bbe5779f57cff34bf16a"},
 ]
 
 [package.dependencies]
 sphinx = "*"
 
 [package.extras]
-dev = ["flake8 (==3.9.2)", "flake8-bugbear (==20.11.1)", "pre-commit (>=2.7,<3.0)", "pytest (>=6.2.0)", "tox"]
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-tests = ["pytest (>=6.2.0)"]
+dev = ["pre-commit (>=3.6,<5.0)", "sphinx-issues[tests]", "tox"]
+tests = ["pytest"]
 
 [[package]]
 name = "sphinx-rtd-theme"
-version = "1.3.0"
+version = "3.0.2"
 description = "Read the Docs theme for Sphinx"
 optional = false
-python-versions = "!=3.0.*,!=3.1.*,!=3.2.*,!=3.3.*,!=3.4.*,!=3.5.*,>=2.7"
+python-versions = ">=3.8"
 groups = ["docs"]
 files = [
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+    {file = "sphinx_rtd_theme-3.0.2-py2.py3-none-any.whl", hash = "sha256:422ccc750c3a3a311de4ae327e82affdaf59eb695ba4936538552f3b00f4ee13"},
+    {file = "sphinx_rtd_theme-3.0.2.tar.gz", hash = "sha256:b7457bc25dda723b20b086a670b9953c859eab60a2a03ee8eb2bb23e176e5f85"},
 ]
 
 [package.dependencies]
-docutils = "<0.19"
-sphinx = ">=1.6,<8"
+docutils = ">0.18,<0.22"
+sphinx = ">=6,<9"
 sphinxcontrib-jquery = ">=4,<5"
 
 [package.extras]
-dev = ["bump2version", "sphinxcontrib-httpdomain", "transifex-client", "wheel"]
+dev = ["bump2version", "transifex-client", "twine", "wheel"]
 
 [[package]]
 name = "sphinxcontrib-applehelp"
@@ -954,45 +998,55 @@ test = ["pytest"]
 
 [[package]]
 name = "tomli"
-version = "2.2.1"
+version = "2.3.0"
 description = "A lil' TOML parser"
 optional = false
 python-versions = ">=3.8"
-groups = ["analysis", "test"]
-markers = "python_version < \"3.11\""
+groups = ["analysis", "docs", "test"]
+markers = "python_version == \"3.10\""
 files = [
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+    {file = "tomli-2.3.0-py3-none-any.whl", hash = "sha256:e95b1af3c5b07d9e643909b5abbec77cd9f1217e6d0bca72b0234736b9fb1f1b"},
+    {file = "tomli-2.3.0.tar.gz", hash = "sha256:64be704a875d2a59753d80ee8a533c3fe183e3f06807ff7dc2232938ccb01549"},
 ]
 
 [[package]]
@@ -1009,15 +1063,15 @@ files = [
 
 [[package]]
 name = "typing-extensions"
-version = "4.14.1"
+version = "4.15.0"
 description = "Backported and Experimental Type Hints for Python 3.9+"
 optional = false
 python-versions = ">=3.9"
 groups = ["analysis", "test"]
-markers = "python_version < \"3.11\""
+markers = "python_version == \"3.10\""
 files = [
-    {file = "typing_extensions-4.14.1-py3-none-any.whl", hash = "sha256:d1e1e3b58374dc93031d6eda2420a48ea44a36c2b4766a4fdeb3710755731d76"},
-    {file = "typing_extensions-4.14.1.tar.gz", hash = "sha256:38b39f4aeeab64884ce9f74c94263ef78f3c22467c8724005483154c26648d36"},
+    {file = "typing_extensions-4.15.0-py3-none-any.whl", hash = "sha256:f0fa19c6845758ab08074a0cfa8b7aecb71c999ca73d62883bc25cc018c4e548"},
+    {file = "typing_extensions-4.15.0.tar.gz", hash = "sha256:0cea48d173cc12fa28ecabc3b837ea3cf6f38c6d1136f85cbaaf598984861466"},
 ]
 
 [[package]]
@@ -1038,28 +1092,7 @@ h2 = ["h2 (>=4,<5)"]
 socks = ["pysocks (>=1.5.6,!=1.5.7,<2.0)"]
 zstd = ["zstandard (>=0.18.0)"]
 
-[[package]]
-name = "zipp"
-version = "3.23.0"
-description = "Backport of pathlib-compatible object wrapper for zip files"
-optional = false
-python-versions = ">=3.9"
-groups = ["docs", "test"]
-markers = "python_version == \"3.9\""
-files = [
-    {file = "zipp-3.23.0-py3-none-any.whl", hash = "sha256:071652d6115ed432f5ce1d34c336c0adfd6a884660d1e9712a256d3d3bd4b14e"},
-    {file = "zipp-3.23.0.tar.gz", hash = "sha256:a07157588a12518c9d4034df3fbbee09c814741a33ff63c05fa29d26a2404166"},
-]
-
-[package.extras]
-check = ["pytest-checkdocs (>=2.4)", "pytest-ruff (>=0.2.1) ; sys_platform != \"cygwin\""]
-cover = ["pytest-cov"]
-doc = ["furo", "jaraco.packaging (>=9.3)", "jaraco.tidelift (>=1.4)", "rst.linker (>=1.9)", "sphinx (>=3.5)", "sphinx-lint"]
-enabler = ["pytest-enabler (>=2.2)"]
-test = ["big-O", "jaraco.functools", "jaraco.itertools", "jaraco.test", "more_itertools", "pytest (>=6,!=8.1.*)", "pytest-ignore-flaky"]
-type = ["pytest-mypy"]
-
 [metadata]
 lock-version = "2.1"
-python-versions = ">=3.9,<4.0"
-content-hash = "3fcc8dbcb43643282fe638158b24d041936321d3a68ce74dbbaff45b0fa53a7a"
+python-versions = ">=3.10,<4.0"
+content-hash = "75269db4e20fc0f51bd3dd1d7476187789f32e8b735e8f57e077caf9ff22ff52"
diff --git a/pyproject.toml b/pyproject.toml
index d572193..53b72bb 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -2,11 +2,11 @@
 name = "SnakeMD"
 description = "A markdown generation library for Python."
 license = "MIT"
-version = "2.4.0b1"
+version = "2.4.0"
 dynamic = ["classifiers"]
 readme = "README.md"
 authors = [{name = "Jeremy Grifski", email = "jeremy.grifski@therenegadecoder.com"}]
-requires-python = '>=3.9,<4.0'
+requires-python = '>=3.10,<4.0'
 dependencies = []
 
 [project.urls]
@@ -21,35 +21,35 @@ Changelog = "https://www.snakemd.io/en/latest/version-history/"
 classifiers=[
     "Development Status :: 5 - Production/Stable",
     "License :: OSI Approved :: MIT License",
-    "Programming Language :: Python :: 3.9",
     "Programming Language :: Python :: 3.10",
     "Programming Language :: Python :: 3.11",
     "Programming Language :: Python :: 3.12",
     "Programming Language :: Python :: 3.13",
+    "Programming Language :: Python :: 3.14",
     "Operating System :: OS Independent",
     "Topic :: Documentation :: Sphinx",
 ]
 requires-poetry = '>=2.0,<3.0'
 
 [tool.poetry.group.test.dependencies]
-coverage = "^7.2"
-markdown = "^3.4"
-pytest = "^7.3"
+coverage = "^7.10"
+markdown = "^3.9"
+pytest = "^8.4"
 
 [tool.poetry.group.docs.dependencies]
-sphinx = "^6.2"
-sphinx-issues = "^3.0"
-sphinx_rtd_theme = "^1.2"
+sphinx = "^7.4"
+sphinx-issues = "^5.0"
+sphinx_rtd_theme = "^3.0"
 
 [tool.poetry.group.analysis.dependencies]
-black = "^23.3"
+black = "^25.9"
 isort = "^5.12"
 pydocstringformatter = "^v0.7"
 pylint = "^3.3"
 
 # Pytest settings
 [tool.pytest.ini_options]
-minversion = "7.3"
+minversion = "8.4"
 testpaths = [
     "tests"
 ]
@@ -71,7 +71,7 @@ fail_under = 95
 # Black formatting settings
 [tool.black]
 line-length = 88
-target-version = ['py39', 'py310', 'py311', 'py312', 'py313']
+target-version = ['py310', 'py311', 'py312', 'py313', 'py314']
 
 # Pylint settings
 [tool.pylint.format]
diff --git a/snakemd/templates.py b/snakemd/templates.py
index fe755c1..6d23010 100644
--- a/snakemd/templates.py
+++ b/snakemd/templates.py
@@ -187,7 +187,7 @@ def __str__(self):
         output = []
         i = 1
         for item in self._items:
-            if isinstance(item, (Checklist, MDList)):
+            if isinstance(item, Checklist | MDList):
                 item._space = self._space + " " * 2
                 output.append(str(item))
             else: