diff --git a/devel/rubygem-debug/Makefile b/devel/rubygem-debug/Makefile
index b27b483ddc72..139ad24f4b1d 100644
--- a/devel/rubygem-debug/Makefile
+++ b/devel/rubygem-debug/Makefile
@@ -1,20 +1,20 @@
 PORTNAME=	debug
-DISTVERSION=	1.3.4
+DISTVERSION=	1.4.0
 CATEGORIES=	devel rubygems
 MASTER_SITES=	RG
 
 MAINTAINER=	yasu@FreeBSD.org
 COMMENT=	Debugging functionality for Ruby
 
 LICENSE=	BSD2CLAUSE
 LICENSE_FILE=	${WRKSRC}/LICENSE.txt
 
 RUN_DEPENDS=	rubygem-irb>=1.3.6:devel/rubygem-irb \
 		rubygem-reline>=0.2.7:devel/rubygem-reline
 
 USES=		gem
 USE_RUBY=	yes
 
 PLIST_FILES=	bin/rdbg
 
 .include <bsd.port.mk>
diff --git a/devel/rubygem-debug/distinfo b/devel/rubygem-debug/distinfo
index b6d29979a40f..fac0fef55d65 100644
--- a/devel/rubygem-debug/distinfo
+++ b/devel/rubygem-debug/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1636536257
-SHA256 (rubygem/debug-1.3.4.gem) = 9b4852d2f84adedc14458e65d5ec597b911465258e911992bf1a9a95bcc124db
-SIZE (rubygem/debug-1.3.4.gem) = 74752
+TIMESTAMP = 1639854889
+SHA256 (rubygem/debug-1.4.0.gem) = 9eec3c3a91866bb1b0d04fab2f977ab84292ab47e644c576af2460ed8bb90d0d
+SIZE (rubygem/debug-1.4.0.gem) = 80384