diff --git a/sysutils/ansible/Makefile b/sysutils/ansible/Makefile
index 70d702611038..0e70400cdb6f 100644
--- a/sysutils/ansible/Makefile
+++ b/sysutils/ansible/Makefile
@@ -1,92 +1,92 @@
 PORTNAME=	ansible
-PORTVERSION?=	2.9.7
-PORTREVISION?=	1
+PORTVERSION?=	2.9.21
+PORTREVISION?=	0
 CATEGORIES=	sysutils python
 MASTER_SITES=	http://releases.ansible.com/ansible/
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 
 MAINTAINER=	0mp@FreeBSD.org
 COMMENT=	Radically simple IT automation
 
 LICENSE=	GPLv3+
 LICENSE_FILE=	${WRKSRC}/COPYING
 
 RUN_DEPENDS?=	${PYTHON_PKGNAMEPREFIX}cryptography>0:security/py-cryptography@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}Jinja2>0:devel/py-Jinja2@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}jmespath>0:devel/py-jmespath@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}netaddr>0:net/py-netaddr@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}paramiko>0:security/py-paramiko@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}yaml>0:devel/py-yaml@${PY_FLAVOR}
 TEST_DEPENDS?=	${PYTHON_PKGNAMEPREFIX}boto3>0:www/py-boto3@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}mock>0:devel/py-mock@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}nose>0:devel/py-nose@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}packaging>=0:devel/py-packaging@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}passlib>0:security/py-passlib@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pycrypto>=0:security/py-pycrypto@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest-mock>0:devel/py-pytest-mock@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest-xdist>0:devel/py-pytest-xdist@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pytest>0:devel/py-pytest@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}requests>0:www/py-requests@${PY_FLAVOR}
 
 USES?=		cpe gmake python:3.6+ shebangfix
 CPE_VENDOR=	ansibleworks
 USE_PYTHON=	autoplist concurrent distutils
 
 SHEBANG_REGEX?=	[.]/test/.*[.]py
 
 TEST_ARGS=	VERSION=${PORTVERSION} \
 		PYTHON=${PYTHON_CMD} \
 		DATE=
 TEST_ENV=	PYTHON_VERSION=${PYTHON_VER}
 TEST_TARGET=	tests
 
 CONFLICTS_INSTALL=	${_ANSIBLE_PACKAGES:N${PKGBASE}-*}
 
 EXTRA_PATCHES?=
 NO_ARCH=	yes
 SUB_FILES=	pkg-message
 
 PLIST_FILES?=	man/man1/ansible-config.1.gz \
 		man/man1/ansible-console.1.gz \
 		man/man1/ansible-doc.1.gz \
 		man/man1/ansible-galaxy.1.gz \
 		man/man1/ansible-inventory.1.gz \
 		man/man1/ansible-playbook.1.gz \
 		man/man1/ansible-pull.1.gz \
 		man/man1/ansible-vault.1.gz \
 		man/man1/ansible.1.gz
 PORTEXAMPLES=	ansible.cfg hosts
 
 _ANSIBLE_VERSIONS=	1 23 24 25 26 27 28
 _ANSIBLE_PACKAGES=	${PYTHON_PKGNAMEPREFIX}ansible-*
 .for version in ${_ANSIBLE_VERSIONS}
 _ANSIBLE_PACKAGES+=	${PYTHON_PKGNAMEPREFIX}ansible${version}-*
 .endfor
 
 OPTIONS_DEFINE=	DOCS EXAMPLES
 
 post-patch:
 	${FIND} ${WRKSRC} -type f -print0 | ${XARGS} -0 ${REINPLACE_CMD} \
 		-e 's|/etc/ansible|${ETCDIR:S/${PY_FLAVOR}-//}|g' \
 		-e 's|/usr/share/ansible|${DATADIR}|g'
 	${FIND} ${WRKSRC} -type f -name "*.bak" -delete
 
 	${REINPLACE_CMD} 's|"/etc"|"${PREFIX}/etc/"|g' ${WRKSRC}/test/units/playbook/test_helpers.py
 
 post-install:
 	@${MKDIR} ${STAGEDIR}${MAN1PREFIX}/man/man1
 	${INSTALL_MAN} ${WRKSRC}/docs/man/man1/*.1 \
 		${STAGEDIR}${MAN1PREFIX}/man/man1
 
 post-install-EXAMPLES-on:
 	@${MKDIR} ${STAGEDIR}${EXAMPLESDIR}
 	${INSTALL_DATA} ${WRKSRC}/examples/ansible.cfg ${STAGEDIR}${EXAMPLESDIR}
 	${INSTALL_DATA} ${WRKSRC}/examples/hosts ${STAGEDIR}${EXAMPLESDIR}
 
 post-stage:
 	${FIND} ${STAGEDIR}${PREFIX}/bin -type l -name ansible-\* -lname ansible \
 		-execdir ${RLN} ansible-${PYTHON_VER} {} \;
 # python autoplist doesn't add this file in plist
 	${RM} ${STAGEDIR}${PYTHONPREFIX_SITELIBDIR}/ansible_test/_data/injector/ansible-inventory
 
 .include <bsd.port.mk>
diff --git a/sysutils/ansible/distinfo b/sysutils/ansible/distinfo
index 42376a66557d..7a1b3c1a7f07 100644
--- a/sysutils/ansible/distinfo
+++ b/sysutils/ansible/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1588106713
-SHA256 (ansible-2.9.7.tar.gz) = 7222ce925536a25b2912364e13b03a3e21dbf2f96799ebff304f48509324de7b
-SIZE (ansible-2.9.7.tar.gz) = 14215538
+TIMESTAMP = 1620220411
+SHA256 (ansible-2.9.21.tar.gz) = 4098246b67aa143e1e3af79d99346419e0545d5405d1cdf6e7fd389beab6de5a
+SIZE (ansible-2.9.21.tar.gz) = 14277062