diff --git a/pkgs/by-name/ev/evil-winrm/Gemfile b/pkgs/by-name/ev/evil-winrm/Gemfile
index ebdf6f575a05..2105c75d7aaa 100644
--- a/pkgs/by-name/ev/evil-winrm/Gemfile
+++ b/pkgs/by-name/ev/evil-winrm/Gemfile
@@ -1,7 +1,11 @@
 source 'https://rubygems.org'
 
+gem 'benchmark'
+gem 'csv'
+gem 'fileutils'
+gem 'logger'
+gem 'readline'
+gem 'stringio'
+gem 'syslog'
 gem 'winrm'
 gem 'winrm-fs'
-gem 'stringio'
-gem 'logger'
-gem 'fileutils'
diff --git a/pkgs/by-name/ev/evil-winrm/Gemfile.lock b/pkgs/by-name/ev/evil-winrm/Gemfile.lock
index 0c88daea6d14..ed156fecffc3 100644
--- a/pkgs/by-name/ev/evil-winrm/Gemfile.lock
+++ b/pkgs/by-name/ev/evil-winrm/Gemfile.lock
@@ -2,8 +2,10 @@ GEM
   remote: https://rubygems.org/
   specs:
     base64 (0.3.0)
+    benchmark (0.5.0)
     bigdecimal (3.3.1)
     builder (3.3.0)
+    csv (3.3.6)
     erubi (1.13.1)
     ffi (1.17.2)
     fileutils (1.7.3)
@@ -14,6 +16,7 @@ GEM
       rexml (~> 3.0)
     httpclient (2.9.0)
       mutex_m
+    io-console (0.9.4)
     little-plugger (1.1.4)
     logger (1.7.0)
     logging (2.4.0)
@@ -23,11 +26,17 @@ GEM
     mutex_m (0.3.0)
     nori (2.7.1)
       bigdecimal
+    readline (0.0.4)
+      reline
+    reline (0.7.0)
+      io-console (~> 0.5)
     rexml (3.4.4)
     rubyntlm (0.6.5)
       base64
     rubyzip (2.4.1)
     stringio (3.1.7)
+    syslog (0.4.0)
+      logger
     winrm (2.3.9)
       builder (>= 2.1.2)
       erubi (~> 1.8)
@@ -48,11 +57,15 @@ PLATFORMS
   ruby
 
 DEPENDENCIES
+  benchmark
+  csv
   fileutils
   logger
+  readline
   stringio
+  syslog
   winrm
   winrm-fs
 
 BUNDLED WITH
-   2.7.1
+   2.6.9
diff --git a/pkgs/by-name/ev/evil-winrm/gemset.nix b/pkgs/by-name/ev/evil-winrm/gemset.nix
index 54c38cb871a5..f72aefb0a5a7 100644
--- a/pkgs/by-name/ev/evil-winrm/gemset.nix
+++ b/pkgs/by-name/ev/evil-winrm/gemset.nix
@@ -9,6 +9,16 @@
     };
     version = "0.3.0";
   };
+  benchmark = {
+    groups = [ "default" ];
+    platforms = [ ];
+    source = {
+      remotes = [ "https://rubygems.org" ];
+      sha256 = "0v1337j39w1z7x9zs4q7ag0nfv4vs4xlsjx2la0wpv8s6hig2pa6";
+      type = "gem";
+    };
+    version = "0.5.0";
+  };
   bigdecimal = {
     groups = [ "default" ];
     platforms = [ ];
@@ -29,6 +39,16 @@
     };
     version = "3.3.0";
   };
+  csv = {
+    groups = [ "default" ];
+    platforms = [ ];
+    source = {
+      remotes = [ "https://rubygems.org" ];
+      sha256 = "0mj4kq4wwpc7c8ll52q30hsir1jrcd5kq7yb8lyz0rksa1z1x9mb";
+      type = "gem";
+    };
+    version = "3.3.6";
+  };
   erubi = {
     groups = [ "default" ];
     platforms = [ ];
@@ -95,6 +115,16 @@
     };
     version = "2.9.0";
   };
+  io-console = {
+    groups = [ "default" ];
+    platforms = [ ];
+    source = {
+      remotes = [ "https://rubygems.org" ];
+      sha256 = "1cgvhm0d4awr8j42b8v1nl1jfgx45ihv8mylargfi3lj697k00x4";
+      type = "gem";
+    };
+    version = "0.9.4";
+  };
   little-plugger = {
     groups = [ "default" ];
     platforms = [ ];
@@ -160,6 +190,28 @@
     };
     version = "2.7.1";
   };
+  readline = {
+    dependencies = [ "reline" ];
+    groups = [ "default" ];
+    platforms = [ ];
+    source = {
+      remotes = [ "https://rubygems.org" ];
+      sha256 = "0shxkj3kbwl43rpg490k826ibdcwpxiymhvjnsc85fg2ggqywf31";
+      type = "gem";
+    };
+    version = "0.0.4";
+  };
+  reline = {
+    dependencies = [ "io-console" ];
+    groups = [ "default" ];
+    platforms = [ ];
+    source = {
+      remotes = [ "https://rubygems.org" ];
+      sha256 = "0gaq2lc463ap1srz7y5kh2p4dxazs7vjrpiby58d9yfvan72s0av";
+      type = "gem";
+    };
+    version = "0.7.0";
+  };
   rexml = {
     groups = [ "default" ];
     platforms = [ ];
@@ -201,6 +253,17 @@
     };
     version = "3.1.7";
   };
+  syslog = {
+    dependencies = [ "logger" ];
+    groups = [ "default" ];
+    platforms = [ ];
+    source = {
+      remotes = [ "https://rubygems.org" ];
+      sha256 = "0wklh86rhpiff34ja0hda5pwdfywybjvb50hqhz90wpyhblqmhy4";
+      type = "gem";
+    };
+    version = "0.4.0";
+  };
   winrm = {
     dependencies = [
       "builder"
diff --git a/pkgs/by-name/ev/evil-winrm/package.nix b/pkgs/by-name/ev/evil-winrm/package.nix
index d1e8cb0de4dd..4aa8b7b892ab 100644
--- a/pkgs/by-name/ev/evil-winrm/package.nix
+++ b/pkgs/by-name/ev/evil-winrm/package.nix
@@ -3,6 +3,7 @@
   stdenv,
   fetchFromGitHub,
   makeWrapper,
+  versionCheckHook,
   bundlerEnv,
   bundlerUpdateScript,
   writeText,
@@ -65,6 +66,9 @@ stdenv.mkDerivation (finalAttrs: {
 
   passthru.updateScript = bundlerUpdateScript "evil-winrm";
 
+  nativeInstallCheckInputs = [ versionCheckHook ];
+  doInstallCheck = true;
+
   meta = {
     description = "WinRM shell for hacking/pentesting";
     mainProgram = "evil-winrm";