diff --git a/py-towncrier/Makefile b/py-towncrier/Makefile
index fe1ca614f33..c5cee9ecb29 100644
--- a/py-towncrier/Makefile
+++ b/py-towncrier/Makefile
@@ -1,6 +1,6 @@
 # $NetBSD$
 
-DISTNAME=	towncrier-19.2.0
+DISTNAME=	towncrier-22.12.0
 PKGNAME=	${PYPKGPREFIX}-${DISTNAME}
 CATEGORIES=	devel python
 MASTER_SITES=	${MASTER_SITE_PYPI:=t/towncrier/}
@@ -10,12 +10,24 @@ HOMEPAGE=	https://github.com/hawkowl/towncrier
 COMMENT=	Building newsfiles for your project
 LICENSE=	mit
 
-DEPENDS+=	${PYPKGPREFIX}-click>=7.1.2:../../devel/py-click
-DEPENDS+=	${PYPKGPREFIX}-incremental>=17.5.0:../../devel/py-incremental
-DEPENDS+=	${PYPKGPREFIX}-jinja2>=2.11.2:../../textproc/py-jinja2
-DEPENDS+=	${PYPKGPREFIX}-toml>=0.10.2:../../textproc/py-toml
+DEPENDS+=	${PYPKGPREFIX}-click>=0:../../devel/py-click
+DEPENDS+=	${PYPKGPREFIX}-click-default-group>=0:../../devel/py-click-default-group
+DEPENDS+=	${PYPKGPREFIX}-incremental>=0:../../devel/py-incremental
+DEPENDS+=	${PYPKGPREFIX}-jinja2>=0:../../textproc/py-jinja2
+DEPENDS+=	${PYPKGPREFIX}-setuptools>=0:../../devel/py-setuptools
+TEST_DEPENDS+=	${PYPKGPREFIX}-test>=0:../../devel/py-test
+TEST_DEPENDS+=	${PYPKGPREFIX}-twisted>=0:../../net/py-twisted
 
 USE_LANGUAGES=	# none
 
+do-test:
+	cd ${WRKSRC} && ${SETENV} ${TEST_ENV} pytest-${PYVERSSUFFIX}
+
+.include "../../lang/python/pyversion.mk"
+
+.if ${PYTHON_VERSION} < 311
+DEPENDS+=	${PYPKGPREFIX}-toml>=0:../../textproc/py-toml
+.endif
+
 .include "../../lang/python/egg.mk"
 .include "../../mk/bsd.pkg.mk"
diff --git a/py-towncrier/PLIST b/py-towncrier/PLIST
index ee70f4b279c..61e3c7c1ca0 100644
--- a/py-towncrier/PLIST
+++ b/py-towncrier/PLIST
@@ -22,28 +22,54 @@ ${PYSITELIB}/towncrier/_git.pyo
 ${PYSITELIB}/towncrier/_project.py
 ${PYSITELIB}/towncrier/_project.pyc
 ${PYSITELIB}/towncrier/_project.pyo
-${PYSITELIB}/towncrier/_settings.py
-${PYSITELIB}/towncrier/_settings.pyc
-${PYSITELIB}/towncrier/_settings.pyo
+${PYSITELIB}/towncrier/_settings/__init__.py
+${PYSITELIB}/towncrier/_settings/__init__.pyc
+${PYSITELIB}/towncrier/_settings/__init__.pyo
+${PYSITELIB}/towncrier/_settings/fragment_types.py
+${PYSITELIB}/towncrier/_settings/fragment_types.pyc
+${PYSITELIB}/towncrier/_settings/fragment_types.pyo
+${PYSITELIB}/towncrier/_settings/load.py
+${PYSITELIB}/towncrier/_settings/load.pyc
+${PYSITELIB}/towncrier/_settings/load.pyo
+${PYSITELIB}/towncrier/_shell.py
+${PYSITELIB}/towncrier/_shell.pyc
+${PYSITELIB}/towncrier/_shell.pyo
 ${PYSITELIB}/towncrier/_version.py
 ${PYSITELIB}/towncrier/_version.pyc
 ${PYSITELIB}/towncrier/_version.pyo
 ${PYSITELIB}/towncrier/_writer.py
 ${PYSITELIB}/towncrier/_writer.pyc
 ${PYSITELIB}/towncrier/_writer.pyo
+${PYSITELIB}/towncrier/build.py
+${PYSITELIB}/towncrier/build.pyc
+${PYSITELIB}/towncrier/build.pyo
 ${PYSITELIB}/towncrier/check.py
 ${PYSITELIB}/towncrier/check.pyc
 ${PYSITELIB}/towncrier/check.pyo
-${PYSITELIB}/towncrier/templates/template.rst
+${PYSITELIB}/towncrier/create.py
+${PYSITELIB}/towncrier/create.pyc
+${PYSITELIB}/towncrier/create.pyo
+${PYSITELIB}/towncrier/templates/default.rst
+${PYSITELIB}/towncrier/templates/hr-between-versions.rst
+${PYSITELIB}/towncrier/templates/single-file-no-bullets.rst
 ${PYSITELIB}/towncrier/test/__init__.py
 ${PYSITELIB}/towncrier/test/__init__.pyc
 ${PYSITELIB}/towncrier/test/__init__.pyo
+${PYSITELIB}/towncrier/test/helpers.py
+${PYSITELIB}/towncrier/test/helpers.pyc
+${PYSITELIB}/towncrier/test/helpers.pyo
+${PYSITELIB}/towncrier/test/test_build.py
+${PYSITELIB}/towncrier/test/test_build.pyc
+${PYSITELIB}/towncrier/test/test_build.pyo
+${PYSITELIB}/towncrier/test/test_builder.py
+${PYSITELIB}/towncrier/test/test_builder.pyc
+${PYSITELIB}/towncrier/test/test_builder.pyo
 ${PYSITELIB}/towncrier/test/test_check.py
 ${PYSITELIB}/towncrier/test/test_check.pyc
 ${PYSITELIB}/towncrier/test/test_check.pyo
-${PYSITELIB}/towncrier/test/test_cli.py
-${PYSITELIB}/towncrier/test/test_cli.pyc
-${PYSITELIB}/towncrier/test/test_cli.pyo
+${PYSITELIB}/towncrier/test/test_create.py
+${PYSITELIB}/towncrier/test/test_create.pyc
+${PYSITELIB}/towncrier/test/test_create.pyo
 ${PYSITELIB}/towncrier/test/test_format.py
 ${PYSITELIB}/towncrier/test/test_format.pyc
 ${PYSITELIB}/towncrier/test/test_format.pyo
diff --git a/py-towncrier/distinfo b/py-towncrier/distinfo
index fe2c60069c4..b934d239c67 100644
--- a/py-towncrier/distinfo
+++ b/py-towncrier/distinfo
@@ -1,5 +1,5 @@
 $NetBSD$
 
-RMD160 (towncrier-19.2.0.tar.gz) = 8d52b9b09c273ef5ad04662c7e68504ebcc9ef31
-SHA512 (towncrier-19.2.0.tar.gz) = 729cb0830b87d9ae7c630b50341b42eeb4b3e624785fbdcf529f69631e90d39e35457d874fd6248d1798b2f03dfc04c1a58397b67084d2cc9024a055a84e5b75
-Size (towncrier-19.2.0.tar.gz) = 20250 bytes
+BLAKE2s (towncrier-22.12.0.tar.gz) = 26adb5497c55805d80f159ca6983ef99c129024eb46167b37698f4de8cee4885
+SHA512 (towncrier-22.12.0.tar.gz) = af602610ddf77ad2d241347bd59ac915637123b65aa9da41197674ea338f8d7c86d1faa59e58e8675286c44ea266915896041bf6e16c3e920e40ca85cf04e52d
+Size (towncrier-22.12.0.tar.gz) = 46201 bytes