diff --git a/app/controllers/lti_api_controller.rb b/app/controllers/lti_api_controller.rb
index 0e4180f9e2b..56adea785af 100644
--- a/app/controllers/lti_api_controller.rb
+++ b/app/controllers/lti_api_controller.rb
@@ -35,7 +35,7 @@ class LtiApiController < ApplicationController
 
     xml = Nokogiri::XML.parse(request.body)
 
-    lti_response = BasicLTI::BasicOutcomes.process_request(@tool, xml)
+    lti_response = check_outcome BasicLTI::BasicOutcomes.process_request(@tool, xml)
     render :text => lti_response.to_xml, :content_type => 'application/xml'
   end
 
@@ -45,7 +45,7 @@ class LtiApiController < ApplicationController
   def legacy_grade_passback
     verify_oauth
 
-    lti_response = BasicLTI::BasicOutcomes.process_legacy_request(@tool, params)
+    lti_response = check_outcome BasicLTI::BasicOutcomes.process_legacy_request(@tool, params)
     render :text => lti_response.to_xml, :content_type => 'application/xml'
   end
 
@@ -176,4 +176,15 @@ class LtiApiController < ApplicationController
       generated_signature: @signature.signature
     }
   end
+
+  def check_outcome(outcome)
+    if ['unsupported', 'failure'].include? outcome.code_major
+      opts = {type: :grade_passback}
+      error_info = Canvas::Errors::Info.new(request, @domain_root_account, @current_user, opts).to_h
+      capture_outputs = Canvas::Errors.capture("Grade pass back #{outcome.code_major}", error_info)
+      outcome.description += "\n[EID_#{capture_outputs[:error_report]}]"
+    end
+
+    outcome
+  end
 end
diff --git a/lib/basic_lti/basic_outcomes.rb b/lib/basic_lti/basic_outcomes.rb
index 2e1d452e24b..b707182e9d6 100644
--- a/lib/basic_lti/basic_outcomes.rb
+++ b/lib/basic_lti/basic_outcomes.rb
@@ -66,6 +66,7 @@ module BasicLTI
 
       unless res.handle_request(tool)
         res.code_major = 'unsupported'
+        res.description = 'Request could not be handled. ¯\_(ツ)_/¯'
       end
       return res
     end
@@ -75,6 +76,7 @@ module BasicLTI
 
       unless res.handle_request(tool)
         res.code_major = 'unsupported'
+        res.description = 'Legacy request could not be handled. ¯\_(ツ)_/¯'
       end
       return res
     end
diff --git a/spec/apis/lti/grade_passback_spec.rb b/spec/apis/lti/grade_passback_spec.rb
index 2e3c3a1fcdb..1974db33b0b 100644
--- a/spec/apis/lti/grade_passback_spec.rb
+++ b/spec/apis/lti/grade_passback_spec.rb
@@ -259,8 +259,12 @@ XML
     expect(response.content_type).to eq 'application/xml'
     xml = Nokogiri::XML.parse(response.body)
     expect(xml.at_css('imsx_POXEnvelopeResponse > imsx_POXHeader > imsx_POXResponseHeaderInfo > imsx_statusInfo > imsx_codeMajor').content).to eq failure_type
-    expect(xml.at_css('imsx_description').content).to eq error_message if error_message
     expect(@assignment.submissions.where(user_id: @student)).not_to be_exists
+    desc = xml.at_css('imsx_description').content.match(/(?<description>.+)\n\[EID_(?<error_report>[^\]]+)\]/)
+    expect(desc[:description]).to eq error_message if error_message
+    expect(desc[:error_report]).to_not be_empty
+
+
   end
 
   def check_success
@@ -341,7 +345,7 @@ XML
       expect(response).to be_success
       xml = Nokogiri::XML.parse(response.body)
       expect(xml.at_css('imsx_codeMajor').content).to eq 'failure'
-      expect(xml.at_css('imsx_description').content).to eq "No score given"
+      expect(xml.at_css('imsx_description').content).to match /^No score given/
 
       expect(@assignment.submissions.where(user_id: @student)).not_to be_exists
     end
@@ -351,7 +355,7 @@ XML
       expect(response).to be_success
       xml = Nokogiri::XML.parse(response.body)
       expect(xml.at_css('imsx_codeMajor').content).to eq 'failure'
-      expect(xml.at_css('imsx_description').content).to eq "Score is not between 0 and 1"
+      expect(xml.at_css('imsx_description').content).to match /^Score is not between 0 and 1/
 
       expect(@assignment.submissions.where(user_id: @student)).not_to be_exists
     end
@@ -362,7 +366,7 @@ XML
       expect(response).to be_success
       xml = Nokogiri::XML.parse(response.body)
       expect(xml.at_css('imsx_codeMajor').content).to eq 'failure'
-      expect(xml.at_css('imsx_description').content).to eq "Assignment has no points possible."
+      expect(xml.at_css('imsx_description').content).to match /^Assignment has no points possible\./
     end
 
     it "should pass if assignment has 0 points possible" do