diff --git a/devel/py-types-retry/Makefile b/devel/py-types-retry/Makefile
index 5535f9010846..3fa05fb5b741 100644
--- a/devel/py-types-retry/Makefile
+++ b/devel/py-types-retry/Makefile
@@ -1,19 +1,30 @@
 PORTNAME=	types-retry
-DISTVERSION=	0.9.9.4
-PORTREVISION=	1
+DISTVERSION=	0.9.9.20260408
 CATEGORIES=	devel python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
+DISTNAME=	types_retry-${DISTVERSION}
 
 MAINTAINER=	yuri@FreeBSD.org
 COMMENT=	Typing stubs for retry
 WWW=		https://github.com/python/typeshed
 
 LICENSE=	APACHE20
 
 USES=		python
 USE_PYTHON=	autoplist distutils
 
 NO_ARCH=	yes
 
+# Use generated setup.py because upstream PEP 621 license metadata is incompatible with the ports setuptools version.
+post-extract:
+	@${ECHO} "from setuptools import setup" > ${WRKSRC}/setup.py
+	@${ECHO} "setup(" >> ${WRKSRC}/setup.py
+	@${ECHO} "    name='types-retry'," >> ${WRKSRC}/setup.py
+	@${ECHO} "    version='${DISTVERSION}'," >> ${WRKSRC}/setup.py
+	@${ECHO} "    packages=['retry-stubs']," >> ${WRKSRC}/setup.py
+	@${ECHO} "    package_data={'retry-stubs': ['__init__.pyi', 'api.pyi', 'METADATA.toml', 'py.typed']}," >> ${WRKSRC}/setup.py
+	@${ECHO} "    include_package_data=False," >> ${WRKSRC}/setup.py
+	@${ECHO} ")" >> ${WRKSRC}/setup.py
+
 .include <bsd.port.mk>
diff --git a/devel/py-types-retry/distinfo b/devel/py-types-retry/distinfo
index 1653f3cbd877..dc15f36e6914 100644
--- a/devel/py-types-retry/distinfo
+++ b/devel/py-types-retry/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1689920187
-SHA256 (types-retry-0.9.9.4.tar.gz) = e4731dc684b56b875d9746459ad665d3bc281a56b530acdf1c97730167799941
-SIZE (types-retry-0.9.9.4.tar.gz) = 2845
+TIMESTAMP = 1785521697
+SHA256 (types_retry-0.9.9.20260408.tar.gz) = 3f98fa62ec027449383f5c019cceacc784c1dbab4760989ddab421f7b8407d92
+SIZE (types_retry-0.9.9.20260408.tar.gz) = 7778
diff --git a/devel/py-types-retry/files/patch-pyproject.toml b/devel/py-types-retry/files/patch-pyproject.toml
new file mode 100644
index 000000000000..83ecd4aa1579
--- /dev/null
+++ b/devel/py-types-retry/files/patch-pyproject.toml
@@ -0,0 +1,26 @@
+-- Convert the deprecated string form of project.license to the PEP 621
+-- table form, remove project.license-files, and drop the [tool.setuptools]
+-- configuration that the setuptools version in the ports tree does not accept.
+-- Package metadata is supplied by the generated setup.py instead.
+--- pyproject.toml.orig	2026-07-31 21:19:26.267079000 -0700
++++ pyproject.toml
+@@ -5,8 +5,7 @@
+ [project]
+ name = "types-retry"
+ version = "0.9.9.20260408"
+-license = "Apache-2.0"
+-license-files = ["LICENSE"]
++license = {text = "Apache-2.0"}
+ description = "Typing stubs for retry"
+ readme = { text = """\
+ ## Typing stubs for retry
+@@ -45,9 +44,3 @@
+ "Issue tracker" = "https://github.com/python/typeshed/issues"
+ "Chat" = "https://gitter.im/python/typeshed"
+
+-[tool.setuptools]
+-packages = ['retry-stubs']
+-include-package-data = false
+-
+-[tool.setuptools.package-data]
+-'retry-stubs' = ['__init__.pyi', 'api.pyi', 'METADATA.toml', 'py.typed']