diff --git a/pkgs/development/ruby-modules/bundler-update-script/default.nix b/pkgs/development/ruby-modules/bundler-update-script/default.nix
index 50d0364aa067..cf4942f6e58c 100644
--- a/pkgs/development/ruby-modules/bundler-update-script/default.nix
+++ b/pkgs/development/ruby-modules/bundler-update-script/default.nix
@@ -1,11 +1,11 @@
-{ runtimeShell, lib, writeScript, bundix, bundler, bundler-audit, coreutils, git, nix }:
+{ runtimeShell, lib, writeScript, bundix, bundler, bundler-audit, coreutils, git, nix_2_3 }:
 
 attrPath:
 
 let
   updateScript = writeScript "bundler-update-script" ''
     #!${runtimeShell}
-    PATH=${lib.makeBinPath [ bundler bundler-audit bundix coreutils git nix ]}
+    PATH=${lib.makeBinPath [ bundler bundler-audit bundix coreutils git nix_2_3 ]}
     set -o errexit
     set -o nounset
     set -o pipefail
diff --git a/pkgs/tools/package-management/licensee/Gemfile.lock b/pkgs/tools/package-management/licensee/Gemfile.lock
index e631b63963c3..438ba3e8c6f3 100644
--- a/pkgs/tools/package-management/licensee/Gemfile.lock
+++ b/pkgs/tools/package-management/licensee/Gemfile.lock
@@ -1,38 +1,36 @@
 GEM
   remote: https://rubygems.org/
   specs:
-    addressable (2.7.0)
-      public_suffix (>= 2.0.2, < 5.0)
-    dotenv (2.7.6)
-    faraday (1.3.0)
-      faraday-net_http (~> 1.0)
-      multipart-post (>= 1.2, < 3)
-      ruby2_keywords
-    faraday-net_http (1.0.1)
-    licensee (9.15.1)
+    addressable (2.8.1)
+      public_suffix (>= 2.0.2, < 6.0)
+    dotenv (2.8.1)
+    faraday (2.7.1)
+      faraday-net_http (>= 2.0, < 3.1)
+      ruby2_keywords (>= 0.0.4)
+    faraday-net_http (3.0.2)
+    licensee (9.15.3)
       dotenv (~> 2.0)
-      octokit (~> 4.20)
-      reverse_markdown (~> 1.0)
+      octokit (>= 4.20, < 7.0)
+      reverse_markdown (>= 1, < 3)
       rugged (>= 0.24, < 2.0)
       thor (>= 0.19, < 2.0)
-    mini_portile2 (2.5.0)
-    multipart-post (2.1.1)
-    nokogiri (1.11.1)
-      mini_portile2 (~> 2.5.0)
+    mini_portile2 (2.8.0)
+    nokogiri (1.13.9)
+      mini_portile2 (~> 2.8.0)
       racc (~> 1.4)
-    octokit (4.20.0)
-      faraday (>= 0.9)
-      sawyer (~> 0.8.0, >= 0.5.3)
-    public_suffix (4.0.6)
-    racc (1.5.2)
-    reverse_markdown (1.4.0)
+    octokit (6.0.1)
+      faraday (>= 1, < 3)
+      sawyer (~> 0.9)
+    public_suffix (5.0.0)
+    racc (1.6.0)
+    reverse_markdown (2.1.1)
       nokogiri
-    ruby2_keywords (0.0.4)
-    rugged (1.1.0)
-    sawyer (0.8.2)
+    ruby2_keywords (0.0.5)
+    rugged (1.5.0.1)
+    sawyer (0.9.2)
       addressable (>= 2.3.5)
-      faraday (> 0.8, < 2.0)
-    thor (1.1.0)
+      faraday (>= 0.17.3, < 3)
+    thor (1.2.1)
 
 PLATFORMS
   ruby
@@ -41,4 +39,4 @@ DEPENDENCIES
   licensee
 
 BUNDLED WITH
-   2.1.4
+   2.3.25
diff --git a/pkgs/tools/package-management/licensee/gemset.nix b/pkgs/tools/package-management/licensee/gemset.nix
index b9b11b465f69..656f67f3a270 100644
--- a/pkgs/tools/package-management/licensee/gemset.nix
+++ b/pkgs/tools/package-management/licensee/gemset.nix
@@ -5,41 +5,41 @@
     platforms = [];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "1fvchp2rhp2rmigx7qglf69xvjqvzq7x0g49naliw29r2bz656sy";
+      sha256 = "1ypdmpdn20hxp5vwxz3zc04r5xcwqc25qszdlg41h8ghdqbllwmw";
       type = "gem";
     };
-    version = "2.7.0";
+    version = "2.8.1";
   };
   dotenv = {
     groups = ["default"];
     platforms = [];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "0iym172c5337sm1x2ykc2i3f961vj3wdclbyg1x6sxs3irgfsl94";
+      sha256 = "1n0pi8x8ql5h1mijvm8lgn6bhq4xjb5a500p5r1krq4s6j9lg565";
       type = "gem";
     };
-    version = "2.7.6";
+    version = "2.8.1";
   };
   faraday = {
-    dependencies = ["faraday-net_http" "multipart-post" "ruby2_keywords"];
+    dependencies = ["faraday-net_http" "ruby2_keywords"];
     groups = ["default"];
     platforms = [];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "1hmssd8pj4n7yq4kz834ylkla8ryyvhaap6q9nzymp93m1xq21kz";
+      sha256 = "1wyz9ab0mzi84gpf81fs19vrixglmmxi25k6n1mn9h141qmsp590";
       type = "gem";
     };
-    version = "1.3.0";
+    version = "2.7.1";
   };
   faraday-net_http = {
     groups = ["default"];
     platforms = [];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "1fi8sda5hc54v1w3mqfl5yz09nhx35kglyx72w7b8xxvdr0cwi9j";
+      sha256 = "13byv3mp1gsjyv8k0ih4612y6vw5kqva6i03wcg4w2fqpsd950k8";
       type = "gem";
     };
-    version = "1.0.1";
+    version = "3.0.2";
   };
   licensee = {
     dependencies = ["dotenv" "octokit" "reverse_markdown" "rugged" "thor"];
@@ -47,30 +47,20 @@
     platforms = [];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "1pvrz9fjvxzk3aq85zgh8dkw98kz54jmwi10k3shc8dqbrlvragy";
+      sha256 = "0n0l1c8kxhpdg6pgv1wgwpdfc7gqkygpd8h41shwc95rapdha9gg";
       type = "gem";
     };
-    version = "9.15.1";
+    version = "9.15.3";
   };
   mini_portile2 = {
     groups = ["default"];
     platforms = [];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "1hdbpmamx8js53yk3h8cqy12kgv6ca06k0c9n3pxh6b6cjfs19x7";
+      sha256 = "0rapl1sfmfi3bfr68da4ca16yhc0pp93vjwkj7y3rdqrzy3b41hy";
       type = "gem";
     };
-    version = "2.5.0";
-  };
-  multipart-post = {
-    groups = ["default"];
-    platforms = [];
-    source = {
-      remotes = ["https://rubygems.org"];
-      sha256 = "1zgw9zlwh2a6i1yvhhc4a84ry1hv824d6g2iw2chs3k5aylpmpfj";
-      type = "gem";
-    };
-    version = "2.1.1";
+    version = "2.8.0";
   };
   nokogiri = {
     dependencies = ["mini_portile2" "racc"];
@@ -78,10 +68,10 @@
     platforms = [];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "1ajwkqr28hwqbyl1l3czx4a34c88acxywyqp8cjyy0zgsd6sbhj2";
+      sha256 = "0cam1455nmi3fzzpa9ixn2hsim10fbprmj62ajpd6d02mwdprwwn";
       type = "gem";
     };
-    version = "1.11.1";
+    version = "1.13.9";
   };
   octokit = {
     dependencies = ["faraday" "sawyer"];
@@ -89,30 +79,30 @@
     platforms = [];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "1fl517ld5vj0llyshp3f9kb7xyl9iqy28cbz3k999fkbwcxzhlyq";
+      sha256 = "0a5iy1v1n8f5ggp6q601mn8dz1n08ffs4gv0zsh5ca68j8dfmpx5";
       type = "gem";
     };
-    version = "4.20.0";
+    version = "6.0.1";
   };
   public_suffix = {
     groups = ["default"];
     platforms = [];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "1xqcgkl7bwws1qrlnmxgh8g4g9m10vg60bhlw40fplninb3ng6d9";
+      sha256 = "0sqw1zls6227bgq38sxb2hs8nkdz4hn1zivs27mjbniswfy4zvi6";
       type = "gem";
     };
-    version = "4.0.6";
+    version = "5.0.0";
   };
   racc = {
     groups = ["default"];
     platforms = [];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "178k7r0xn689spviqzhvazzvxfq6fyjldxb3ywjbgipbfi4s8j1g";
+      sha256 = "0la56m0z26j3mfn1a9lf2l03qx1xifanndf9p3vx1azf6sqy7v9d";
       type = "gem";
     };
-    version = "1.5.2";
+    version = "1.6.0";
   };
   reverse_markdown = {
     dependencies = ["nokogiri"];
@@ -120,30 +110,30 @@
     platforms = [];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "0w786j869fjhjf72waj0hc9i4ghi45b78a2am27kij4sa2hmsc53";
+      sha256 = "0087vhw5ik50lxvddicns01clkx800fk5v5qnrvi3b42nrk6885j";
       type = "gem";
     };
-    version = "1.4.0";
+    version = "2.1.1";
   };
   ruby2_keywords = {
     groups = ["default"];
     platforms = [];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "15wfcqxyfgka05v2a7kpg64x57gl1y4xzvnc9lh60bqx5sf1iqrs";
+      sha256 = "1vz322p8n39hz3b4a9gkmz9y7a5jaz41zrm2ywf31dvkqm03glgz";
       type = "gem";
     };
-    version = "0.0.4";
+    version = "0.0.5";
   };
   rugged = {
     groups = ["default"];
     platforms = [];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "04aq913plcxjw71l5r62qgz3bx3466p0wvgyfqahg5n3nybmcwqy";
+      sha256 = "02h1cv73znwfgy61mqmfylcfvwyyp3lddiz3njgivfx234mpz50x";
       type = "gem";
     };
-    version = "1.1.0";
+    version = "1.5.0.1";
   };
   sawyer = {
     dependencies = ["addressable" "faraday"];
@@ -151,19 +141,19 @@
     platforms = [];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "0yrdchs3psh583rjapkv33mljdivggqn99wkydkjdckcjn43j3cz";
+      sha256 = "1jks1qjbmqm8f9kvwa81vqj39avaj9wdnzc531xm29a55bb74fps";
       type = "gem";
     };
-    version = "0.8.2";
+    version = "0.9.2";
   };
   thor = {
     groups = ["default"];
     platforms = [];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "18yhlvmfya23cs3pvhr1qy38y41b6mhr5q9vwv5lrgk16wmf3jna";
+      sha256 = "0inl77jh4ia03jw3iqm5ipr76ghal3hyjrd6r8zqsswwvi9j2xdi";
       type = "gem";
     };
-    version = "1.1.0";
+    version = "1.2.1";
   };
 }