diff --git a/devel/py-pyTooling/Makefile b/devel/py-pyTooling/Makefile
index d42e7a5e07fb..c72550ef152b 100644
--- a/devel/py-pyTooling/Makefile
+++ b/devel/py-pyTooling/Makefile
@@ -1,44 +1,44 @@
 PORTNAME=	pyTooling
 DISTVERSIONPREFIX=	v
-DISTVERSION=	8.14.0
+DISTVERSION=	8.16.1
 CATEGORIES=	devel
 #MASTER_SITES=	PYPI # requirements.txt is missing
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 
 MAINTAINER=	yuri@FreeBSD.org
 COMMENT=	Collection of arbitrary classes, decorators, meta-classes, exceptions
 WWW=		https://pytooling.github.io/pyTooling/ \
 		https://github.com/pyTooling/pyTooling
 
 LICENSE=	APACHE20
 LICENSE_FILE=	${WRKSRC}/LICENSE.md
 
 BUILD_DEPENDS=	${PY_SETUPTOOLS} \
 		${PYTHON_PKGNAMEPREFIX}wheel>=0.40.0:devel/py-wheel@${PY_FLAVOR}
 TEST_DEPENDS=	${PYTHON_PKGNAMEPREFIX}anytree>=2.8.0:devel/py-anytree@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}colorama>=0.4.6:devel/py-colorama@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}coverage>0:devel/py-coverage@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}igraph>0:math/py-igraph@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}itertree>0:devel/py-itertree@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}lxml>0:devel/py-lxml@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}mypy>=1.10:devel/py-mypy@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}networkx>=2.6:math/py-networkx@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest-benchmark>=4.0.0:devel/py-pytest-benchmark@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest-cov>0:devel/py-pytest-cov@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}ruamel.yaml>=0.17:devel/py-ruamel.yaml@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}treelib>0:devel/py-treelib@${PY_FLAVOR}
 
 USES=		python
 USE_PYTHON=	pep517 autoplist
 USE_GITHUB=	yes
 
 NO_ARCH=	yes
 
 TEST_WRKSRC=	${WRKSRC}
 
 # tests as of 8.14.0: 1149 passed, 19 skipped, 8 xfailed, 17 deselected
 
 do-test:
 	cd ${TEST_WRKSRC} && ${PYTHON_CMD} -m pytest tests/unit -k 'not ExplicitPathsOnWindows and not ExplicitPathsOnLinux and not ExplicitBinaryDirectoryOnWindows and not ExplicitBinaryDirectoryOnLinux and not test_TypeConvertToInt and not test_LineTerminal' -v
 
 .include <bsd.port.mk>
diff --git a/devel/py-pyTooling/distinfo b/devel/py-pyTooling/distinfo
index c2043366c4fd..2f956d89f73a 100644
--- a/devel/py-pyTooling/distinfo
+++ b/devel/py-pyTooling/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1777480410
-SHA256 (pyTooling-pyTooling-v8.14.0_GH0.tar.gz) = 2aa9f43a03fe4d35f74292d308be8847de26d00c873c41e683bc8963b7d5eaa1
-SIZE (pyTooling-pyTooling-v8.14.0_GH0.tar.gz) = 796212
+TIMESTAMP = 1783581648
+SHA256 (pyTooling-pyTooling-v8.16.1_GH0.tar.gz) = afc35f9aa5a780dc48923b9a990d0660a36162b7bb3ed2454899226af7999cdd
+SIZE (pyTooling-pyTooling-v8.16.1_GH0.tar.gz) = 802579
diff --git a/devel/py-pyTooling/files/patch-pyproject.toml b/devel/py-pyTooling/files/patch-pyproject.toml
index 01838589b4e9..48aea4dc2c23 100644
--- a/devel/py-pyTooling/files/patch-pyproject.toml
+++ b/devel/py-pyTooling/files/patch-pyproject.toml
@@ -1,11 +1,12 @@
 -- Remove setuptools version constraint as FreeBSD ports manages build tool
 -- versions independently. This prevents conflicts with newer setuptools versions.
---- pyproject.toml.orig2026-04-29 16:34:32 UTC
+--- pyproject.toml.orig	2026-07-08 06:26:09 UTC
 +++ pyproject.toml
-@@ -1,6 +1,6 @@
+@@ -1,6 +1,6 @@ requires = [
  [build-system]
  requires = [
--  "setuptools >= 80.0",
+-  "setuptools >= 83.0",
 +  "setuptools",
  ]
  build-backend = "setuptools.build_meta"
+