diff --git a/devel/py-jaraco.context/Makefile b/devel/py-jaraco.context/Makefile
index a9df669c325b..da465da9a317 100644
--- a/devel/py-jaraco.context/Makefile
+++ b/devel/py-jaraco.context/Makefile
@@ -1,34 +1,34 @@
 PORTNAME=	jaraco.context
-PORTVERSION=	5.2.0
+PORTVERSION=	5.3.0
 CATEGORIES=	devel python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 
 MAINTAINER=	sunpoet@FreeBSD.org
 COMMENT=	Useful decorators and context managers
 WWW=		https://github.com/jaraco/jaraco.context
 
 LICENSE=	MIT
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
 BUILD_DEPENDS=	${PYTHON_PKGNAMEPREFIX}setuptools>=56:devel/py-setuptools@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}setuptools-scm>=3.4.1:devel/py-setuptools-scm@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}wheel>=0:devel/py-wheel@${PY_FLAVOR}
 TEST_DEPENDS=	${PYTHON_PKGNAMEPREFIX}pytest-black>=0.3.7:devel/py-pytest-black@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest-cov>=0:devel/py-pytest-cov@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest-enabler>=0:devel/py-pytest-enabler@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest-flake8>=0:devel/py-pytest-flake8@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest-mypy>=0:devel/py-pytest-mypy@${PY_FLAVOR}
 
 USES=		python
 USE_PYTHON=	autoplist concurrent pep517 pytest
 
 NO_ARCH=	yes
 
 .include <bsd.port.pre.mk>
 
 .if ${PYTHON_REL} < 31200
 RUN_DEPENDS+=	${PYTHON_PKGNAMEPREFIX}backports.tarfile>=0:devel/py-backports.tarfile@${PY_FLAVOR}
 .endif
 
 .include <bsd.port.post.mk>
diff --git a/devel/py-jaraco.context/distinfo b/devel/py-jaraco.context/distinfo
index 2ac4207aa215..ee3372344f4d 100644
--- a/devel/py-jaraco.context/distinfo
+++ b/devel/py-jaraco.context/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1712580510
-SHA256 (jaraco.context-5.2.0.tar.gz) = a37dfae72c77976b4403f36c6ffc21d3e084a95889008c615336ecbbb444a36a
-SIZE (jaraco.context-5.2.0.tar.gz) = 13227
+TIMESTAMP = 1712607915
+SHA256 (jaraco.context-5.3.0.tar.gz) = c2f67165ce1f9be20f32f650f25d8edfc1646a8aeee48ae06fb35f90763576d2
+SIZE (jaraco.context-5.3.0.tar.gz) = 13345