diff --git a/sysutils/rubygem-bolt/Makefile b/sysutils/rubygem-bolt/Makefile
index a48da854f4d3..7f1a3a71c7af 100644
--- a/sysutils/rubygem-bolt/Makefile
+++ b/sysutils/rubygem-bolt/Makefile
@@ -1,51 +1,51 @@
 PORTNAME=	bolt
-PORTVERSION=	3.8.1
+PORTVERSION=	3.9.0
 CATEGORIES=	sysutils rubygems
 MASTER_SITES=	RG
 
 MAINTAINER=	puppet@FreeBSD.org
 COMMENT=	Execute commands remotely over SSH and WinRM
 
 LICENSE=	APACHE20
 
 RUN_DEPENDS=	r10k:sysutils/rubygem-r10k \
 		rubygem-addressable>=2.5:www/rubygem-addressable \
 		rubygem-aws-sdk-ec2>1:devel/rubygem-aws-sdk-ec2 \
 		rubygem-CFPropertyList>=2.2:devel/rubygem-CFPropertyList \
 		rubygem-ffi>=1.13:devel/rubygem-ffi \
 		rubygem-concurrent-ruby>=1.0:devel/rubygem-concurrent-ruby \
 		rubygem-hiera-eyaml>=3:sysutils/rubygem-hiera-eyaml \
 		rubygem-jwt>=2.2:www/rubygem-jwt \
 		rubygem-logging>=2.2:devel/rubygem-logging \
 		rubygem-net-scp>=1.2:security/rubygem-net-scp \
 		rubygem-net-ssh>=4.0:security/rubygem-net-ssh \
 		rubygem-net-ssh-krb>=0.5:security/rubygem-net-ssh-krb \
 		rubygem-orchestrator_client>=0.5:net/rubygem-orchestrator_client \
 		rubygem-paint>=2.2:devel/rubygem-paint \
 		rubygem-puppet-resource_api>=1.8.1:devel/rubygem-puppet-resource_api \
 		rubygem-puppet-strings>=2.3:textproc/rubygem-puppet-strings \
 		rubygem-puppetfile-resolver>=0.1:sysutils/rubygem-puppetfile-resolver \
 		rubygem-ruby_smb>=1.0:net/rubygem-ruby_smb \
 		rubygem-terminal-table1>=1.8<2:textproc/rubygem-terminal-table1 \
 		rubygem-winrm-fs>=1.3:sysutils/rubygem-winrm-fs \
 		rubygem-winrm>=2.0:sysutils/rubygem-winrm
 
 USES=		gem shebangfix
 USE_RUBY=	yes
 
 ruby_OLD_CMD+=	/opt/puppetlabs/puppet/bin/ruby
 SHEBANG_FILES=	libexec/*
 
 PLIST_FILES=	bin/bolt
 
 OPTIONS_SINGLE= PUPPET
 OPTIONS_SINGLE_PUPPET=PUPPET6 PUPPET7
 OPTIONS_DEFAULT=PUPPET7
 
 PUPPET6_DESC=   Depend on sysutils/puppet6
 PUPPET7_DESC=   Depend on sysutils/puppet7
 
 PUPPET6_RUN_DEPENDS=puppet:sysutils/puppet6
 PUPPET7_RUN_DEPENDS=puppet:sysutils/puppet7
 
 .include <bsd.port.mk>
diff --git a/sysutils/rubygem-bolt/distinfo b/sysutils/rubygem-bolt/distinfo
index 7876bbbf1072..754a7287b3ff 100644
--- a/sysutils/rubygem-bolt/distinfo
+++ b/sysutils/rubygem-bolt/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1621289080
-SHA256 (rubygem/bolt-3.8.1.gem) = 1b77eab8b282122da069f1e0b823efc18c05498931bf2c0e513200a265ed7870
-SIZE (rubygem/bolt-3.8.1.gem) = 222720
+TIMESTAMP = 1622223450
+SHA256 (rubygem/bolt-3.9.0.gem) = 92ec707f0daf9a7d23064fe274bf322f442a1ce3945a1da68bc162c13dcebff2
+SIZE (rubygem/bolt-3.9.0.gem) = 225792