diff --git a/devel/rubygem-datadog-ci/Makefile b/devel/rubygem-datadog-ci/Makefile
index c0e1e882cc93..a79e9956c385 100644
--- a/devel/rubygem-datadog-ci/Makefile
+++ b/devel/rubygem-datadog-ci/Makefile
@@ -1,22 +1,22 @@
 PORTNAME=	datadog-ci
-PORTVERSION=	1.28.0
+PORTVERSION=	1.29.0
 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 9d4fcfad6d33..b8a6cab8474d 100644
--- a/devel/rubygem-datadog-ci/distinfo
+++ b/devel/rubygem-datadog-ci/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1771421898
-SHA256 (rubygem/datadog-ci-1.28.0.gem) = 726c4be69dfd23739b1fecd334a0557bb89eb80b714a397faff648cefb40def0
-SIZE (rubygem/datadog-ci-1.28.0.gem) = 140800
+TIMESTAMP = 1777991354
+SHA256 (rubygem/datadog-ci-1.29.0.gem) = 0d9673590b0dc54683b6f3c6e5974787302be1939da42bb8cf9cb233643e7abc
+SIZE (rubygem/datadog-ci-1.29.0.gem) = 142336