diff --git a/comms/py-cleo/Makefile b/comms/py-cleo/Makefile
index 063c3e53345a..2ca0e0c05ce9 100644
--- a/comms/py-cleo/Makefile
+++ b/comms/py-cleo/Makefile
@@ -1,6 +1,6 @@
-# $NetBSD: Makefile,v 1.5 2023/08/01 23:20:39 wiz Exp $
+# $NetBSD: Makefile,v 1.6 2023/11/07 08:48:16 wiz Exp $
 
-DISTNAME=	cleo-2.0.1
+DISTNAME=	cleo-2.1.0
 PKGNAME=	${PYPKGPREFIX}-${DISTNAME}
 CATEGORIES=	comms python
 MASTER_SITES=	${MASTER_SITE_PYPI:=c/cleo/}
@@ -10,12 +10,14 @@ HOMEPAGE=	https://github.com/python-poetry/cleo
 COMMENT=	Create beautiful and testable command-line interfaces
 LICENSE=	mit
 
+TOOL_DEPENDS+=	${PYPKGPREFIX}-poetry-core>=0:../../devel/py-poetry-core
 DEPENDS+=	${PYPKGPREFIX}-crashtest>=0.4.1:../../misc/py-crashtest
 DEPENDS+=	${PYPKGPREFIX}-rapidfuzz>=2.2.0:../../textproc/py-rapidfuzz
+TEST_DEPENDS+=	${PYPKGPREFIX}-test-mock>=0:../../devel/py-test-mock
 
 USE_LANGUAGES=	# none
 
 PYTHON_VERSIONS_INCOMPATIBLE=	27 38
 
-.include "../../lang/python/egg.mk"
+.include "../../lang/python/wheel.mk"
 .include "../../mk/bsd.pkg.mk"
diff --git a/comms/py-cleo/PLIST b/comms/py-cleo/PLIST
index d0ca6ec5d677..2c87a24d5636 100644
--- a/comms/py-cleo/PLIST
+++ b/comms/py-cleo/PLIST
@@ -1,9 +1,8 @@
-@comment $NetBSD: PLIST,v 1.2 2023/04/17 20:37:10 adam Exp $
-${PYSITELIB}/${EGG_INFODIR}/PKG-INFO
-${PYSITELIB}/${EGG_INFODIR}/SOURCES.txt
-${PYSITELIB}/${EGG_INFODIR}/dependency_links.txt
-${PYSITELIB}/${EGG_INFODIR}/requires.txt
-${PYSITELIB}/${EGG_INFODIR}/top_level.txt
+@comment $NetBSD: PLIST,v 1.3 2023/11/07 08:48:16 wiz Exp $
+${PYSITELIB}/${WHEEL_INFODIR}/LICENSE
+${PYSITELIB}/${WHEEL_INFODIR}/METADATA
+${PYSITELIB}/${WHEEL_INFODIR}/RECORD
+${PYSITELIB}/${WHEEL_INFODIR}/WHEEL
 ${PYSITELIB}/cleo/__init__.py
 ${PYSITELIB}/cleo/__init__.pyc
 ${PYSITELIB}/cleo/__init__.pyo
@@ -167,6 +166,9 @@ ${PYSITELIB}/cleo/loaders/factory_command_loader.py
 ${PYSITELIB}/cleo/loaders/factory_command_loader.pyc
 ${PYSITELIB}/cleo/loaders/factory_command_loader.pyo
 ${PYSITELIB}/cleo/py.typed
+${PYSITELIB}/cleo/terminal.py
+${PYSITELIB}/cleo/terminal.pyc
+${PYSITELIB}/cleo/terminal.pyo
 ${PYSITELIB}/cleo/testers/__init__.py
 ${PYSITELIB}/cleo/testers/__init__.pyc
 ${PYSITELIB}/cleo/testers/__init__.pyo
diff --git a/comms/py-cleo/distinfo b/comms/py-cleo/distinfo
index 2372630f52fc..b2cba73b2bd4 100644
--- a/comms/py-cleo/distinfo
+++ b/comms/py-cleo/distinfo
@@ -1,5 +1,5 @@
-$NetBSD: distinfo,v 1.2 2023/04/17 20:37:10 adam Exp $
+$NetBSD: distinfo,v 1.3 2023/11/07 08:48:16 wiz Exp $
 
-BLAKE2s (cleo-2.0.1.tar.gz) = 5d3b4ff5ef52b4013671c127c3f41052948df53023286eeb8556ae2122c02adf
-SHA512 (cleo-2.0.1.tar.gz) = fdfabdfdbf32cb600bb966e6649abee24c89f395e8a2207439fd2ff87d94714fdcc6ebffef69d3ef5cf78619b6a334eed6eed5fe2d0ca61ad7cff9098c9cc8bc
-Size (cleo-2.0.1.tar.gz) = 59723 bytes
+BLAKE2s (cleo-2.1.0.tar.gz) = e20874c68f71c0ee4829491d4756c8df7cecb39111a299220816b33fe317ce45
+SHA512 (cleo-2.1.0.tar.gz) = 0821a0cab3b1a64b5f67c8abcb860469b877a47772ad5fc5406daab95ccf6705acccefb537fb0d4bccf7757c1855e49429e2cb086e00dafc7594f1457de11deb
+Size (cleo-2.1.0.tar.gz) = 79957 bytes