diff --git a/deploy/lib/deployer/errors.rb b/deploy/lib/deployer/errors.rb
index 1847096..424acd6 100644
--- a/deploy/lib/deployer/errors.rb
+++ b/deploy/lib/deployer/errors.rb
@@ -46,4 +46,16 @@ class AutoMergeFailure < BaseError
 
   class VersionCompareFailure < BaseError
   end
+
+  class RequirementsNotMet < BaseError
+    def initialize(version)
+      super(build_message(version))
+    end
+
+    def build_message(version)
+      "Upgrade does not satisfy requirements. The latest upgradable verison is #{version}. " \
+        "Verify that the requirement allows for an upgrade to this version and check that all " \
+        "peer dependencies are satisfied."
+    end
+  end
 end
diff --git a/deploy/lib/deployer/repo/dependabot_pull_request_updater.rb b/deploy/lib/deployer/repo/dependabot_pull_request_updater.rb
index 3f6fc4d..c49a479 100644
--- a/deploy/lib/deployer/repo/dependabot_pull_request_updater.rb
+++ b/deploy/lib/deployer/repo/dependabot_pull_request_updater.rb
@@ -5,6 +5,7 @@ class Repo
     class DependabotPullRequestUpdater < PullRequestUpdater
       def run
         setup_runner
+        verify_upgrade_satisfies
         create_pr
         automerge_pr if config.automerge
       end
@@ -198,6 +199,18 @@ def sanitize_yarnrc_yml(fetcher)
         yarnrc_yml_file.content =
           yarnrc_yml_file.content.gsub("yarnPath:", "# yarnPath:")
       end
+
+      def verify_upgrade_satisfies
+        if Gem::Version.new(resolvable_version) >= Gem::Version.new(version)
+          return
+        end
+
+        raise RequirementsNotMet, resolvable_version
+      end
+
+      def resolvable_version
+        checker.latest_resolvable_version
+      end
     end
   end
 end