diff --git a/devel/rubygem-inspec-core/Makefile b/devel/rubygem-inspec-core/Makefile
index 299f01b6680d..65fadf1655f6 100644
--- a/devel/rubygem-inspec-core/Makefile
+++ b/devel/rubygem-inspec-core/Makefile
@@ -1,40 +1,40 @@
 PORTNAME=	inspec-core
-PORTVERSION=	5.22.3
+PORTVERSION=	5.22.40
 CATEGORIES=	devel rubygems
 MASTER_SITES=	RG
 
 MAINTAINER=	ruby@FreeBSD.org
 COMMENT=	Framework to create end-to-end infrastructure tests
 WWW=		https://github.com/inspec/inspec
 
 LICENSE=	APACHE20
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
 RUN_DEPENDS=	rubygem-addressable>=2.4<3:www/rubygem-addressable \
 		rubygem-chef-telemetry>=1.0.8<2:sysutils/rubygem-chef-telemetry \
 		rubygem-faraday>=1<3:www/rubygem-faraday \
 		rubygem-faraday-follow_redirects>=0.3<1:www/rubygem-faraday-follow_redirects \
-		rubygem-hashie4>=3.4<5:devel/rubygem-hashie4 \
+		rubygem-hashie>=3.4<6.0:devel/rubygem-hashie \
 		rubygem-license-acceptance>=0.2.13<3.0:sysutils/rubygem-license-acceptance \
 		rubygem-method_source>=0.8<2.0:devel/rubygem-method_source \
 		rubygem-mixlib-log>=3.0<4:devel/rubygem-mixlib-log \
 		rubygem-multipart-post>=2.0<3:www/rubygem-multipart-post \
 		rubygem-parallel>=1.9<2:sysutils/rubygem-parallel \
-		rubygem-parslet1>=1.5<2:textproc/rubygem-parslet1 \
+		rubygem-parslet>=1.5<3.0:textproc/rubygem-parslet \
 		rubygem-pry>=0.13<1:devel/rubygem-pry \
-		rubygem-rspec>=3.9<3.13:devel/rubygem-rspec \
+		rubygem-rspec>=3.9<3.14:devel/rubygem-rspec \
 		rubygem-rspec-its>=1.2<2:devel/rubygem-rspec-its \
 		rubygem-rubyzip>=1.2.2<3:archivers/rubygem-rubyzip \
 		rubygem-semverse>=3.0<4:devel/rubygem-semverse \
 		rubygem-sslshake>=1.2<2:security/rubygem-sslshake \
 		rubygem-thor>=0.20<2.0:devel/rubygem-thor \
 		rubygem-tomlrb>=1.2<2.1:textproc/rubygem-tomlrb \
 		rubygem-train-core>=3.10<4:net/rubygem-train-core \
 		rubygem-tty-prompt>=0.17<1:devel/rubygem-tty-prompt \
 		rubygem-tty-table>=0.10<1:devel/rubygem-tty-table
 
 USES=		gem
 
 NO_ARCH=	yes
 
 .include <bsd.port.mk>
diff --git a/devel/rubygem-inspec-core/distinfo b/devel/rubygem-inspec-core/distinfo
index f301f809a892..f6768d6180e1 100644
--- a/devel/rubygem-inspec-core/distinfo
+++ b/devel/rubygem-inspec-core/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1685162512
-SHA256 (rubygem/inspec-core-5.22.3.gem) = 73b70dca8d891b2f4bdea61afea2c62a2753af1b8d19d74e32a68b9820391960
-SIZE (rubygem/inspec-core-5.22.3.gem) = 435712
+TIMESTAMP = 1708450770
+SHA256 (rubygem/inspec-core-5.22.40.gem) = e79c2badb4df9b3c8326116436229219c96ef2873c6cf171efbf9f9e6fa012f3
+SIZE (rubygem/inspec-core-5.22.40.gem) = 442368
diff --git a/devel/rubygem-inspec-core/files/patch-gemspec b/devel/rubygem-inspec-core/files/patch-gemspec
index c09617d3d7fd..95c6b925aaa4 100644
--- a/devel/rubygem-inspec-core/files/patch-gemspec
+++ b/devel/rubygem-inspec-core/files/patch-gemspec
@@ -1,11 +1,15 @@
---- inspec-core.gemspec.orig	2023-01-05 19:05:28 UTC
+--- inspec-core.gemspec.orig	2024-02-18 19:02:22 UTC
 +++ inspec-core.gemspec
-@@ -25,7 +25,7 @@ Gem::Specification.new do |s|
-   s.add_runtime_dependency(%q<thor>.freeze, [">= 0.20", "< 2.0"])
+@@ -22,10 +22,10 @@ Gem::Specification.new do |s|
+ 
+   s.add_runtime_dependency(%q<chef-telemetry>.freeze, ["~> 1.0", ">= 1.0.8"])
+   s.add_runtime_dependency(%q<license-acceptance>.freeze, [">= 0.2.13", "< 3.0"])
+-  s.add_runtime_dependency(%q<thor>.freeze, [">= 0.20", "< 1.3.0"])
++  s.add_runtime_dependency(%q<thor>.freeze, [">= 0.20", "< 2.0"])
    s.add_runtime_dependency(%q<method_source>.freeze, [">= 0.8", "< 2.0"])
    s.add_runtime_dependency(%q<rubyzip>.freeze, [">= 1.2.2", "< 3.0"])
--  s.add_runtime_dependency(%q<rspec>.freeze, [">= 3.9", "<= 3.11"])
-+  s.add_runtime_dependency(%q<rspec>.freeze, [">= 3.9", "< 3.13"])
+-  s.add_runtime_dependency(%q<rspec>.freeze, [">= 3.9", "<= 3.12"])
++  s.add_runtime_dependency(%q<rspec>.freeze, [">= 3.9", "<= 3.14"])
    s.add_runtime_dependency(%q<rspec-its>.freeze, ["~> 1.2"])
    s.add_runtime_dependency(%q<pry>.freeze, ["~> 0.13"])
-   s.add_runtime_dependency(%q<hashie>.freeze, [">= 3.4", "< 5.0"])
+   s.add_runtime_dependency(%q<hashie>.freeze, [">= 3.4", "< 6.0"])