diff --git a/share/ruby-build/2.3.0 b/share/ruby-build/2.3.0
index 85ef7d7220..3aa6ded7c1 100644
--- a/share/ruby-build/2.3.0
+++ b/share/ruby-build/2.3.0
@@ -1,2 +1,2 @@
-install_package "openssl-1.0.2q" "https://www.openssl.org/source/openssl-1.0.2q.tar.gz#5744cfcbcec2b1b48629f7354203bc1e5e9b5466998bbccc5b5fcde3b18eb684" mac_openssl
+install_package "openssl-1.0.2u" "https://www.openssl.org/source/openssl-1.0.2u.tar.gz#ecd0c6ffb493dd06707d38b14bb4d8c2288bb7033735606569d8f90f89669d16" mac_openssl
 install_package "ruby-2.3.0" "https://cache.ruby-lang.org/pub/ruby/2.3/ruby-2.3.0.tar.bz2#ec7579eaba2e4c402a089dbc86c98e5f1f62507880fd800b9b34ca30166bfa5e" ldflags_dirs standard verify_openssl
diff --git a/share/ruby-build/2.3.1 b/share/ruby-build/2.3.1
index 6a3d58da1c..8486de4934 100644
--- a/share/ruby-build/2.3.1
+++ b/share/ruby-build/2.3.1
@@ -1,2 +1,2 @@
-install_package "openssl-1.0.2q" "https://www.openssl.org/source/openssl-1.0.2q.tar.gz#5744cfcbcec2b1b48629f7354203bc1e5e9b5466998bbccc5b5fcde3b18eb684" mac_openssl
+install_package "openssl-1.0.2u" "https://www.openssl.org/source/openssl-1.0.2u.tar.gz#ecd0c6ffb493dd06707d38b14bb4d8c2288bb7033735606569d8f90f89669d16" mac_openssl
 install_package "ruby-2.3.1" "https://cache.ruby-lang.org/pub/ruby/2.3/ruby-2.3.1.tar.bz2#4a7c5f52f205203ea0328ca8e1963a7a88cf1f7f0e246f857d595b209eac0a4d" ldflags_dirs standard verify_openssl
diff --git a/share/ruby-build/2.3.2 b/share/ruby-build/2.3.2
index 6365351a55..8944402907 100644
--- a/share/ruby-build/2.3.2
+++ b/share/ruby-build/2.3.2
@@ -1,2 +1,2 @@
-install_package "openssl-1.0.2q" "https://www.openssl.org/source/openssl-1.0.2q.tar.gz#5744cfcbcec2b1b48629f7354203bc1e5e9b5466998bbccc5b5fcde3b18eb684" mac_openssl
+install_package "openssl-1.0.2u" "https://www.openssl.org/source/openssl-1.0.2u.tar.gz#ecd0c6ffb493dd06707d38b14bb4d8c2288bb7033735606569d8f90f89669d16" mac_openssl
 install_package "ruby-2.3.2" "https://cache.ruby-lang.org/pub/ruby/2.3/ruby-2.3.2.tar.bz2#e6ce83d46819c4120c9295ff6b36b90393dd5f6bef3bb117a06d7399c11fc7c0" ldflags_dirs standard verify_openssl
diff --git a/share/ruby-build/2.3.3 b/share/ruby-build/2.3.3
index 2f1c62b80b..a728a04507 100644
--- a/share/ruby-build/2.3.3
+++ b/share/ruby-build/2.3.3
@@ -1,2 +1,2 @@
-install_package "openssl-1.0.2q" "https://www.openssl.org/source/openssl-1.0.2q.tar.gz#5744cfcbcec2b1b48629f7354203bc1e5e9b5466998bbccc5b5fcde3b18eb684" mac_openssl
+install_package "openssl-1.0.2u" "https://www.openssl.org/source/openssl-1.0.2u.tar.gz#ecd0c6ffb493dd06707d38b14bb4d8c2288bb7033735606569d8f90f89669d16" mac_openssl
 install_package "ruby-2.3.3" "https://cache.ruby-lang.org/pub/ruby/2.3/ruby-2.3.3.tar.bz2#882e6146ed26c6e78c02342835f5d46b86de95f0dc4e16543294bc656594cc5b" ldflags_dirs standard verify_openssl
diff --git a/share/ruby-build/2.3.4 b/share/ruby-build/2.3.4
index ae752efc93..38dee1dff2 100644
--- a/share/ruby-build/2.3.4
+++ b/share/ruby-build/2.3.4
@@ -1,2 +1,2 @@
-install_package "openssl-1.0.2q" "https://www.openssl.org/source/openssl-1.0.2q.tar.gz#5744cfcbcec2b1b48629f7354203bc1e5e9b5466998bbccc5b5fcde3b18eb684" mac_openssl
+install_package "openssl-1.0.2u" "https://www.openssl.org/source/openssl-1.0.2u.tar.gz#ecd0c6ffb493dd06707d38b14bb4d8c2288bb7033735606569d8f90f89669d16" mac_openssl
 install_package "ruby-2.3.4" "https://cache.ruby-lang.org/pub/ruby/2.3/ruby-2.3.4.tar.bz2#cd9808bb53824d6edb58beaadd3906cb23b987438ce75ab7bb279b2229930e2f" ldflags_dirs standard verify_openssl
diff --git a/share/ruby-build/2.3.5 b/share/ruby-build/2.3.5
index e72a575892..fa2bcac026 100644
--- a/share/ruby-build/2.3.5
+++ b/share/ruby-build/2.3.5
@@ -1,2 +1,2 @@
-install_package "openssl-1.0.2q" "https://www.openssl.org/source/openssl-1.0.2q.tar.gz#5744cfcbcec2b1b48629f7354203bc1e5e9b5466998bbccc5b5fcde3b18eb684" mac_openssl
+install_package "openssl-1.0.2u" "https://www.openssl.org/source/openssl-1.0.2u.tar.gz#ecd0c6ffb493dd06707d38b14bb4d8c2288bb7033735606569d8f90f89669d16" mac_openssl
 install_package "ruby-2.3.5" "https://cache.ruby-lang.org/pub/ruby/2.3/ruby-2.3.5.tar.bz2#f71c4b67ba1bef424feba66774dc9d4bbe02375f5787e41596bc7f923739128b" ldflags_dirs standard verify_openssl
diff --git a/share/ruby-build/2.3.6 b/share/ruby-build/2.3.6
index aaac9963ae..317bcf6cc4 100644
--- a/share/ruby-build/2.3.6
+++ b/share/ruby-build/2.3.6
@@ -1,2 +1,2 @@
-install_package "openssl-1.0.2q" "https://www.openssl.org/source/openssl-1.0.2q.tar.gz#5744cfcbcec2b1b48629f7354203bc1e5e9b5466998bbccc5b5fcde3b18eb684" mac_openssl
+install_package "openssl-1.0.2u" "https://www.openssl.org/source/openssl-1.0.2u.tar.gz#ecd0c6ffb493dd06707d38b14bb4d8c2288bb7033735606569d8f90f89669d16" mac_openssl
 install_package "ruby-2.3.6" "https://cache.ruby-lang.org/pub/ruby/2.3/ruby-2.3.6.tar.bz2#07aa3ed3bffbfb97b6fc5296a86621e6bb5349c6f8e549bd0db7f61e3e210fd0" ldflags_dirs standard verify_openssl
diff --git a/share/ruby-build/2.3.7 b/share/ruby-build/2.3.7
index a27f0b65a5..2d8f7555fd 100644
--- a/share/ruby-build/2.3.7
+++ b/share/ruby-build/2.3.7
@@ -1,2 +1,2 @@
-install_package "openssl-1.0.2q" "https://www.openssl.org/source/openssl-1.0.2q.tar.gz#5744cfcbcec2b1b48629f7354203bc1e5e9b5466998bbccc5b5fcde3b18eb684" mac_openssl
+install_package "openssl-1.0.2u" "https://www.openssl.org/source/openssl-1.0.2u.tar.gz#ecd0c6ffb493dd06707d38b14bb4d8c2288bb7033735606569d8f90f89669d16" mac_openssl
 install_package "ruby-2.3.7" "https://cache.ruby-lang.org/pub/ruby/2.3/ruby-2.3.7.tar.bz2#18b12fafaf37d5f6c7139c1b445355aec76baa625a40300598a6c8597fc04d8e" ldflags_dirs standard verify_openssl
diff --git a/share/ruby-build/2.3.8 b/share/ruby-build/2.3.8
index ea801d9f47..f67fc85332 100644
--- a/share/ruby-build/2.3.8
+++ b/share/ruby-build/2.3.8
@@ -1,2 +1,2 @@
-install_package "openssl-1.0.2q" "https://www.openssl.org/source/openssl-1.0.2q.tar.gz#5744cfcbcec2b1b48629f7354203bc1e5e9b5466998bbccc5b5fcde3b18eb684" mac_openssl
+install_package "openssl-1.0.2u" "https://www.openssl.org/source/openssl-1.0.2u.tar.gz#ecd0c6ffb493dd06707d38b14bb4d8c2288bb7033735606569d8f90f89669d16" mac_openssl
 install_package "ruby-2.3.8" "https://cache.ruby-lang.org/pub/ruby/2.3/ruby-2.3.8.tar.bz2#4d1a3a88e8cf9aea624eb73843fbfc60a9a281582660f86d5e4e00870397407c" ldflags_dirs standard verify_openssl