diff --git a/devel/rubygem-bootsnap/Makefile b/devel/rubygem-bootsnap/Makefile
index f2549814af04..f98036c6a4c8 100644
--- a/devel/rubygem-bootsnap/Makefile
+++ b/devel/rubygem-bootsnap/Makefile
@@ -1,18 +1,17 @@
 # $FreeBSD$
 
 PORTNAME=	bootsnap
-PORTVERSION=	1.3.2
-PORTREVISION=	1
+PORTVERSION=	1.4.4
 CATEGORIES=	devel rubygems
 MASTER_SITES=	RG
 
-MAINTAINER=	ruby@FreeBSD.org
+MAINTAINER=	sunpoet@FreeBSD.org
 COMMENT=	Boot large ruby/rails apps faster
 
 LICENSE=	MIT
 LICENSE_FILE=	${WRKSRC}/LICENSE.txt
 
-RUN_DEPENDS=	rubygem-msgpack>=1.0:devel/rubygem-msgpack
+RUN_DEPENDS=	rubygem-msgpack>=1.0<2.0:devel/rubygem-msgpack
 
 USES=		gem shebangfix
 USE_RUBY=	yes
diff --git a/devel/rubygem-bootsnap/distinfo b/devel/rubygem-bootsnap/distinfo
index 10e10d334c47..aed17dfa62b3 100644
--- a/devel/rubygem-bootsnap/distinfo
+++ b/devel/rubygem-bootsnap/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1536690403
-SHA256 (rubygem/bootsnap-1.3.2.gem) = 1ed6954af9e975de1a1d38c8c913f68b103135bc02714340e4d0c94a093ad93c
-SIZE (rubygem/bootsnap-1.3.2.gem) = 36352
+TIMESTAMP = 1565627650
+SHA256 (rubygem/bootsnap-1.4.4.gem) = 5b0d01f3dd0d0275bfaca9d47b19446c2428294949068a32ba0acb4141078cc9
+SIZE (rubygem/bootsnap-1.4.4.gem) = 39424