diff --git a/bin/crew b/bin/crew
index a6f90ea48..5b8d52a47 100755
--- a/bin/crew
+++ b/bin/crew
@@ -1526,7 +1526,7 @@ def upload(pkg_name = nil, pkg_version = nil, gitlab_token = nil, gitlab_token_u
         puts "curl -Ls #{new_url} | sha256sum" if CREW_VERBOSE
         upstream_sha256 = `curl -Ls #{new_url} | sha256sum`.chomp.split.first
         if upstream_sha256 == new_sha256
-          puts output.lightgreen
+          puts "#{output}\n".lightgreen
         else
           if CREW_VERBOSE
             puts "expected sha256 hash=#{new_sha256}"
diff --git a/lib/buildsystems/ruby.rb b/lib/buildsystems/ruby.rb
index ee10faab7..d7e238864 100644
--- a/lib/buildsystems/ruby.rb
+++ b/lib/buildsystems/ruby.rb
@@ -74,7 +74,10 @@ class RUBY < Package
       system "gem contents #{@gem_name} > #{@gem_filelist_path}" unless File.file?(@gem_filelist_path)
       @device = ConvenienceFunctions.load_symbolized_json
       pkg_info = @device[:installed_packages].select { |pkg| pkg[:name] == name } [0]
-      @install_gem = false if Gem::Version.new(version) == pkg_info[:version]
+      # Handle case of Chromebrew gem pkg not yet having been installed
+      # or having a changed version number despite the gem having been
+      # installed.
+      @install_gem = false if pkg_info.nil? || Gem::Version.new(version) == pkg_info[:version]
     end
   end
 
diff --git a/lib/const.rb b/lib/const.rb
index c7372cb0a..3f1a01b4e 100644
--- a/lib/const.rb
+++ b/lib/const.rb
@@ -3,7 +3,7 @@
 require 'etc'
 
 OLD_CREW_VERSION ||= defined?(CREW_VERSION) ? CREW_VERSION : '1.0'
-CREW_VERSION ||= '1.53.5' unless defined?(CREW_VERSION) && CREW_VERSION == OLD_CREW_VERSION
+CREW_VERSION ||= '1.53.6' unless defined?(CREW_VERSION) && CREW_VERSION == OLD_CREW_VERSION
 
 # Kernel architecture.
 KERN_ARCH ||= Etc.uname[:machine]