diff --git a/sysutils/rubygem-chef-licensing/Makefile b/sysutils/rubygem-chef-licensing/Makefile
index 0f382f302482..c19d80ad1468 100644
--- a/sysutils/rubygem-chef-licensing/Makefile
+++ b/sysutils/rubygem-chef-licensing/Makefile
@@ -1,23 +1,24 @@
 PORTNAME=	chef-licensing
-PORTVERSION=	1.0.0
+PORTVERSION=	1.1.0
 CATEGORIES=	sysutils rubygems
 MASTER_SITES=	RG
 
 MAINTAINER=	sunpoet@FreeBSD.org
 COMMENT=	Support CLI tools that use Progress Chef license storage, generation, and entitlement
 WWW=		https://github.com/chef/chef-licensing
 
 LICENSE=	APACHE20
 
-RUN_DEPENDS=	rubygem-activesupport70>=7.0<7.1:devel/rubygem-activesupport70 \
+RUN_DEPENDS=	rubygem-activesupport72>=7.2.2.1<8:devel/rubygem-activesupport72 \
 		rubygem-chef-config>=15:sysutils/rubygem-chef-config \
 		rubygem-faraday>=1<3:www/rubygem-faraday \
 		rubygem-faraday-http-cache>=0:www/rubygem-faraday-http-cache \
+		rubygem-ostruct>=0.1.0<1:devel/rubygem-ostruct \
 		rubygem-tty-prompt>=0.23<1:devel/rubygem-tty-prompt \
 		rubygem-tty-spinner>=0.9.3<0.10:devel/rubygem-tty-spinner
 
 USES=		gem
 
 NO_ARCH=	yes
 
 .include <bsd.port.mk>
diff --git a/sysutils/rubygem-chef-licensing/distinfo b/sysutils/rubygem-chef-licensing/distinfo
index 25947c1cf18a..547a2cf8c374 100644
--- a/sysutils/rubygem-chef-licensing/distinfo
+++ b/sysutils/rubygem-chef-licensing/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1721710306
-SHA256 (rubygem/chef-licensing-1.0.0.gem) = 87b1e10c4c0bada5bcfbb44ed48c4731dfda5b70f1e7e13f8155304ec599d462
-SIZE (rubygem/chef-licensing-1.0.0.gem) = 31232
+TIMESTAMP = 1752566746
+SHA256 (rubygem/chef-licensing-1.1.0.gem) = 14fe5cf31700d03dc6e91d7591f92f24c4b704f92060cbba80f3e838221a3d69
+SIZE (rubygem/chef-licensing-1.1.0.gem) = 31232
diff --git a/sysutils/rubygem-chef-licensing/files/patch-gemspec b/sysutils/rubygem-chef-licensing/files/patch-gemspec
new file mode 100644
index 000000000000..28014bc548a9
--- /dev/null
+++ b/sysutils/rubygem-chef-licensing/files/patch-gemspec
@@ -0,0 +1,10 @@
+--- chef-licensing.gemspec.orig	2025-07-15 09:54:51 UTC
++++ chef-licensing.gemspec
+@@ -28,6 +28,6 @@ Gem::Specification.new do |s|
+   s.add_runtime_dependency(%q<faraday-http-cache>.freeze, [">= 0".freeze])
+   s.add_runtime_dependency(%q<activesupport>.freeze, ["~> 7.2".freeze, ">= 7.2.2.1".freeze])
+   s.add_runtime_dependency(%q<tty-spinner>.freeze, ["~> 0.9.3".freeze])
+-  s.add_runtime_dependency(%q<ostruct>.freeze, ["~> 0.1.0".freeze])
++  s.add_runtime_dependency(%q<ostruct>.freeze, ["~> 0.1".freeze])
+ end
+