diff --git a/pg-ldap-sync.gemspec b/pg-ldap-sync.gemspec
index e7d1901..e2294a8 100644
--- a/pg-ldap-sync.gemspec
+++ b/pg-ldap-sync.gemspec
@@ -25,7 +25,7 @@ Gem::Specification.new do |spec|
   spec.add_runtime_dependency "pg", ">= 0.14", "< 2.0"
   spec.add_development_dependency "ruby-ldapserver", "~> 0.3"
   spec.add_development_dependency "minitest", "~> 5.0"
-  spec.add_development_dependency "bundler", "~> 1.16"
-  spec.add_development_dependency "rake", "~> 10.0"
+  spec.add_development_dependency "bundler", ">= 1.16", "< 3.0"
+  spec.add_development_dependency "rake", "~> 13.0"
   spec.add_development_dependency "minitest-hooks", "~> 1.4"
 end