diff --git a/devel/rubygem-datadog-ci/Makefile b/devel/rubygem-datadog-ci/Makefile
index 721694e9a69d..1e5c264b91c7 100644
--- a/devel/rubygem-datadog-ci/Makefile
+++ b/devel/rubygem-datadog-ci/Makefile
@@ -1,22 +1,22 @@
 PORTNAME=	datadog-ci
-PORTVERSION=	1.20.2
+PORTVERSION=	1.21.0
 CATEGORIES=	devel rubygems
 MASTER_SITES=	RG
 
 MAINTAINER=	sunpoet@FreeBSD.org
 COMMENT=	Datadog's Test Optimization library for Ruby
 WWW=		https://docs.datadoghq.com/continuous_integration/ \
 		https://github.com/DataDog/datadog-ci-rb
 
 LICENSE=	BSD3CLAUSE
 LICENSE_FILE=	${WRKSRC}/LICENSE.BSD3
 
 RUN_DEPENDS=	rubygem-datadog>=2.4<3:devel/rubygem-datadog \
 		rubygem-drb>=0:devel/rubygem-drb \
 		rubygem-msgpack>=0:devel/rubygem-msgpack
 
 USES=		gem
 
 PLIST_FILES=	bin/ddcirb
 
 .include <bsd.port.mk>
diff --git a/devel/rubygem-datadog-ci/distinfo b/devel/rubygem-datadog-ci/distinfo
index d456f3b3f850..039bc9ac1592 100644
--- a/devel/rubygem-datadog-ci/distinfo
+++ b/devel/rubygem-datadog-ci/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1752266216
-SHA256 (rubygem/datadog-ci-1.20.2.gem) = 0774ce76173c0f321e0afb2965e4e97c32b4cbe6dd5b79e603e0b7f3ae3a860b
-SIZE (rubygem/datadog-ci-1.20.2.gem) = 117760
+TIMESTAMP = 1752566734
+SHA256 (rubygem/datadog-ci-1.21.0.gem) = 6ccb297d1b7e2eda161d896311d97d022d8b7605350c82d9424e470ca09792e3
+SIZE (rubygem/datadog-ci-1.21.0.gem) = 118784