diff --git a/misc/py-llm/Makefile b/misc/py-llm/Makefile
index fe77ef05f2a7..629abe91abca 100644
--- a/misc/py-llm/Makefile
+++ b/misc/py-llm/Makefile
@@ -1,40 +1,40 @@
 PORTNAME=	llm
-DISTVERSION=	0.19
+DISTVERSION=	0.23
 CATEGORIES=	misc python
 MASTER_SITES=	PYPI
 PKGNAMEPREFIX=	${PYTHON_PKGNAMEPREFIX}
 
 MAINTAINER=	dch@FreeBSD.org
 COMMENT=	Interact with Large Language Models by API, or locally
 WWW=		https://llm.datasette.io/ \
 		https://github.com/simonw/llm
 
 LICENSE=	APACHE20
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
 BUILD_DEPENDS=	${PYTHON_PKGNAMEPREFIX}setuptools>=0:devel/py-setuptools@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}wheel>=0:devel/py-wheel@${PY_FLAVOR}
 RUN_DEPENDS=	${PYTHON_PKGNAMEPREFIX}click-default-group>=1.2.3:devel/py-click-default-group@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}click>0:devel/py-click@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}openai>=1.0.0:misc/py-openai@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pluggy>=1.0:devel/py-pluggy@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}pydantic2>=2.0:devel/py-pydantic2@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}python-ulid2>=1<3:textproc/py-python-ulid2@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}sqlite-migrate>0:databases/py-sqlite-migrate@${PY_FLAVOR} \
 		${PYTHON_PKGNAMEPREFIX}types-PyYAML>=0:devel/py-types-PyYAML@${PY_FLAVOR}
 
 USES=		python shebangfix
 USE_PYTHON=	autoplist concurrent pep517
 
 NO_ARCH=	yes
 
 PORTDOCS=	README.md
 
 OPTIONS_DEFINE=	DOCS
 
 post-install-DOCS-on:
 	@${MKDIR} ${STAGEDIR}${DOCSDIR}
 	${INSTALL_MAN} ${PORTDOCS:S|^|${WRKSRC}/|} \
 		${STAGEDIR}${DOCSDIR}
 
 .include <bsd.port.mk>
diff --git a/misc/py-llm/distinfo b/misc/py-llm/distinfo
index 3a4bf41b24a7..0414853eae33 100644
--- a/misc/py-llm/distinfo
+++ b/misc/py-llm/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1733908116
-SHA256 (llm-0.19.tar.gz) = 66c75ec5aa3d88d09175419a65b3742ac3b13992b26ab89e3b5c271b9e7cec82
-SIZE (llm-0.19.tar.gz) = 42849
+TIMESTAMP = 1741092893
+SHA256 (llm-0.23.tar.gz) = 552e549a46cbcae6f3414b8f5952d6651a7f8b60b5f09444057a7a52793a6c8e
+SIZE (llm-0.23.tar.gz) = 49966