diff --git a/Gemfile.lock b/Gemfile.lock
index c0283d9c2..0e8efd8fa 100644
--- a/Gemfile.lock
+++ b/Gemfile.lock
@@ -125,6 +125,7 @@ GEM
       rack (~> 2)
     aws-sigv4 (1.4.0)
       aws-eventstream (~> 1, >= 1.0.2)
+    base64 (0.2.0)
     bcrypt (3.1.18)
     bindata (2.4.10)
     bindex (0.8.1)
@@ -138,7 +139,7 @@ GEM
     bootstrap-sass (3.4.1)
       autoprefixer-rails (>= 5.2.1)
       sassc (>= 2.0.0)
-    builder (3.2.4)
+    builder (3.3.0)
     byebug (11.1.3)
     capybara (3.35.3)
       addressable
@@ -185,7 +186,7 @@ GEM
       compass (~> 1.0.0)
       sass-rails (< 5.1)
       sprockets (< 4.0)
-    concurrent-ruby (1.2.3)
+    concurrent-ruby (1.3.3)
     crack (0.4.5)
       rexml
     crass (1.0.6)
@@ -251,7 +252,7 @@ GEM
       http_parser.rb (~> 0.6.0)
     errbase (0.2.2)
     error_page_assets (0.4)
-    erubi (1.12.0)
+    erubi (1.13.0)
     eventmachine (1.2.0.1)
     exception_notification (4.4.3)
       actionmailer (>= 4.0, < 7)
@@ -337,7 +338,8 @@ GEM
       activesupport (>= 4.2)
       aes_key_wrap
       bindata
-    jwt (2.7.1)
+    jwt (2.8.2)
+      base64
     keyword_search (1.5.0)
     knockoutjs-rails (3.5.0)
       railties (>= 3.1, < 6)
@@ -384,31 +386,31 @@ GEM
       nokogiri (~> 1)
       rake
     mini_mime (1.1.5)
-    mini_portile2 (2.8.5)
+    mini_portile2 (2.8.7)
     mini_racer (0.6.2)
       libv8-node (~> 16.10.0.0)
-    minitest (5.21.2)
+    minitest (5.24.0)
     msgpack (1.5.2)
     multi_json (1.15.0)
     multi_xml (0.6.0)
-    multipart-post (2.3.0)
+    multipart-post (2.4.1)
     nenv (0.3.0)
-    net-imap (0.4.9.1)
+    net-imap (0.4.14)
       date
       net-protocol
     net-pop (0.1.2)
       net-protocol
     net-protocol (0.2.2)
       timeout
-    net-smtp (0.4.0.1)
+    net-smtp (0.5.0)
       net-protocol
-    nio4r (2.7.0)
-    nokogiri (1.15.5)
+    nio4r (2.7.3)
+    nokogiri (1.15.6)
       mini_portile2 (~> 2.8.2)
       racc (~> 1.4)
-    nokogiri (1.15.5-x86_64-darwin)
+    nokogiri (1.15.6-x86_64-darwin)
       racc (~> 1.4)
-    nokogiri (1.15.5-x86_64-linux)
+    nokogiri (1.15.6-x86_64-linux)
       racc (~> 1.4)
     notiffany (0.1.0)
       nenv (~> 0.1)
@@ -463,7 +465,7 @@ GEM
       rails (>= 3.0)
     openstax_rescue_from (4.2.0)
       rails (>= 3.1, < 7.0)
-    openstax_salesforce (7.6.2)
+    openstax_salesforce (7.7.0)
       openstax_active_force
       rails (>= 5.0, < 7.0)
       restforce
@@ -499,8 +501,8 @@ GEM
     puma_worker_killer (0.3.1)
       get_process_mem (~> 0.2)
       puma (>= 2.7)
-    racc (1.7.3)
-    rack (2.2.8)
+    racc (1.8.0)
+    rack (2.2.9)
     rack-contrib (2.3.0)
       rack (~> 2.0)
     rack-cors (1.1.1)
@@ -553,7 +555,7 @@ GEM
       rake (>= 0.8.7)
       thor (>= 0.19.0, < 2.0)
     rainbow (3.0.0)
-    rake (13.1.0)
+    rake (13.2.1)
     rb-fsevent (0.11.0)
     rb-inotify (0.10.1)
       ffi (~> 1.0)
@@ -682,7 +684,8 @@ GEM
     spring (1.7.2)
     spring-commands-rspec (1.0.4)
       spring (>= 0.9.1)
-    sprockets (3.7.2)
+    sprockets (3.7.3)
+      base64
       concurrent-ruby (~> 1.0)
       rack (> 1, < 3)
     sprockets-rails (3.4.2)
@@ -694,7 +697,7 @@ GEM
     test_xml (0.1.8)
       diffy (~> 3.0)
       nokogiri (>= 1.3.2)
-    thor (1.3.0)
+    thor (1.3.1)
     thread_safe (0.3.6)
     tilt (2.0.10)
     timecop (0.8.1)
diff --git a/app/controllers/admin/users_controller.rb b/app/controllers/admin/users_controller.rb
index 53a7d1306..ebecdc12b 100644
--- a/app/controllers/admin/users_controller.rb
+++ b/app/controllers/admin/users_controller.rb
@@ -93,8 +93,8 @@ def change_salesforce_contact
         return true
       end
 
-      if new_id.downcase == "remove"
-        flash[:notice] = "Removed the Salesforce Contact ID"
+      if new_id.downcase == 'remove'
+        flash[:notice] = 'Removed the Salesforce Contact ID'
         @user.salesforce_contact_id = nil
         return @user.save
       end
@@ -104,16 +104,19 @@ def change_salesforce_contact
 
         if contact.present?
           # The contact really exists, so save its ID to the User
-          flash[:notice] = "Updated Salesforce Contact"
+          flash[:notice] = 'Updated Salesforce Contact'
           @user.salesforce_contact_id = new_id
           return @user.save
+        else
+          flash[:alert] = "Can't find a Salesforce contact with ID #{new_id}"
         end
       rescue
         # exploded, probably due to badly formed SF ID
+        flash[:alert] = 'Failed to update Salesforce Contact ID'
       end
 
       # if haven't returned yet, either exploded or contact was `nil` (not found)
-      flash[:alert] = "Can't find a Salesforce contact with ID #{new_id}"
+      return false
     end
 
     def update_user
diff --git a/app/routines/update_salesforce_assignable_fields.rb b/app/routines/update_salesforce_assignable_fields.rb
new file mode 100644
index 000000000..99a78faef
--- /dev/null
+++ b/app/routines/update_salesforce_assignable_fields.rb
@@ -0,0 +1,25 @@
+class UpdateSalesforceAssignableFields
+  def self.call(created_after = nil)
+    new.call(created_after)
+  end
+
+  def call(created_after)
+    created_after ||= 1.month.ago
+
+    # Currently ExternalIds are only used by Assignable
+    # If this will change at some point, migrate ExternalIds first to add a field to distinguish them
+    ExternalId.select(:user_id, ExternalId.arel_table[:created_at].minimum.as('min_created_at'))
+              .group(:user_id)
+              .having(ExternalId.arel_table[:created_at].minimum.gt(created_after))
+              .preload(:user)
+              .each do |external_id|
+      contact_id = external_id.user.salesforce_contact_id
+      next if contact_id.nil?
+
+      contact = OpenStax::Salesforce::Remote::Contact.find(contact_id)
+      contact.assignable_interest = 'Fully Integrated'
+      contact.assignable_adoption_date = external_id.min_created_at
+      contact.save!
+    end
+  end
+end
diff --git a/spec/cassettes/Change_Salesforce_contact_manually/can_be_set_if_the_Contact_exists_in_SF.yml b/spec/cassettes/Change_Salesforce_contact_manually/can_be_set_if_the_Contact_exists_in_SF.yml
index f2374d52b..a074606c0 100644
--- a/spec/cassettes/Change_Salesforce_contact_manually/can_be_set_if_the_Contact_exists_in_SF.yml
+++ b/spec/cassettes/Change_Salesforce_contact_manually/can_be_set_if_the_Contact_exists_in_SF.yml
@@ -122,7 +122,7 @@ http_interactions:
   recorded_at: Mon, 22 Jan 2024 19:56:09 GMT
 - request:
     method: get
-    uri: "<salesforce_instance_url>/services/data/v51.0/query?q=SELECT%20Id,%20Name,%20FirstName,%20LastName,%20Email,%20Email_alt__c,%20Faculty_Confirmed_Date__c,%20FV_Status__c,%20LastModifiedDate,%20AccountId,%20School_Type__c,%20SendFacultyVerificationTo__c,%20All_Emails__c,%20Adoption_Status__c,%20Grant_Tutor_Access__c,%20Title_1_school__c,%20Accounts_UUID__c,%20LeadSource,%20Signup_Date__c,%20Renewal_Eligible__c%20FROM%20Contact%20WHERE%20(Id%20=%20%27003VZ000002wESuYAM%27)%20LIMIT%201"
+    uri: "<salesforce_instance_url>/services/data/v51.0/query?q=SELECT%20Id,%20Name,%20FirstName,%20LastName,%20Email,%20Email_alt__c,%20Faculty_Confirmed_Date__c,%20FV_Status__c,%20LastModifiedDate,%20AccountId,%20School_Type__c,%20SendFacultyVerificationTo__c,%20All_Emails__c,%20Adoption_Status__c,%20Grant_Tutor_Access__c,%20Title_1_school__c,%20Accounts_UUID__c,%20LeadSource,%20Signup_Date__c,%20Renewal_Eligible__c,%20Assignable_Interest__c,%20Assignable_Adoption_Date__c%20FROM%20Contact%20WHERE%20(Id%20=%20%27003VZ000002wESuYAM%27)%20LIMIT%201"
     body:
       encoding: US-ASCII
       string: ''
diff --git a/spec/cassettes/Change_Salesforce_contact_manually/cannot_be_set_if_the_Contact_does_not_exist_in_SF.yml b/spec/cassettes/Change_Salesforce_contact_manually/cannot_be_set_if_the_Contact_does_not_exist_in_SF.yml
index 83bfdbe91..ab4162d29 100644
--- a/spec/cassettes/Change_Salesforce_contact_manually/cannot_be_set_if_the_Contact_does_not_exist_in_SF.yml
+++ b/spec/cassettes/Change_Salesforce_contact_manually/cannot_be_set_if_the_Contact_does_not_exist_in_SF.yml
@@ -2,7 +2,7 @@
 http_interactions:
 - request:
     method: get
-    uri: "<salesforce_instance_url>/services/data/v51.0/query?q=SELECT%20Id,%20Name,%20FirstName,%20LastName,%20Email,%20Email_alt__c,%20Faculty_Confirmed_Date__c,%20FV_Status__c,%20LastModifiedDate,%20AccountId,%20School_Type__c,%20SendFacultyVerificationTo__c,%20All_Emails__c,%20Adoption_Status__c,%20Grant_Tutor_Access__c,%20Title_1_school__c,%20Accounts_UUID__c,%20LeadSource,%20Signup_Date__c,%20Renewal_Eligible__c%20FROM%20Contact%20WHERE%20(Id%20=%20%270010v000002Wo0qAAC%27)%20LIMIT%201"
+    uri: "<salesforce_instance_url>/services/data/v51.0/query?q=SELECT%20Id,%20Name,%20FirstName,%20LastName,%20Email,%20Email_alt__c,%20Faculty_Confirmed_Date__c,%20FV_Status__c,%20LastModifiedDate,%20AccountId,%20School_Type__c,%20SendFacultyVerificationTo__c,%20All_Emails__c,%20Adoption_Status__c,%20Grant_Tutor_Access__c,%20Title_1_school__c,%20Accounts_UUID__c,%20LeadSource,%20Signup_Date__c,%20Renewal_Eligible__c,%20Assignable_Interest__c,%20Assignable_Adoption_Date__c%20FROM%20Contact%20WHERE%20(Id%20=%20%270010v000002Wo0qAAC%27)%20LIMIT%201"
     body:
       encoding: US-ASCII
       string: ''
diff --git a/spec/cassettes/Change_Salesforce_contact_manually/cannot_be_set_if_the_ID_is_of_malformed.yml b/spec/cassettes/Change_Salesforce_contact_manually/cannot_be_set_if_the_ID_is_of_malformed.yml
index 3215fa89d..41427e037 100644
--- a/spec/cassettes/Change_Salesforce_contact_manually/cannot_be_set_if_the_ID_is_of_malformed.yml
+++ b/spec/cassettes/Change_Salesforce_contact_manually/cannot_be_set_if_the_ID_is_of_malformed.yml
@@ -2,7 +2,7 @@
 http_interactions:
 - request:
     method: get
-    uri: "<salesforce_instance_url>/services/data/v51.0/query?q=SELECT%20Id,%20Name,%20FirstName,%20LastName,%20Email,%20Email_alt__c,%20Faculty_Confirmed_Date__c,%20FV_Status__c,%20LastModifiedDate,%20AccountId,%20School_Type__c,%20SendFacultyVerificationTo__c,%20All_Emails__c,%20Adoption_Status__c,%20Grant_Tutor_Access__c,%20Title_1_school__c,%20Accounts_UUID__c,%20LeadSource,%20Signup_Date__c,%20Renewal_Eligible__c%20FROM%20Contact%20WHERE%20(Id%20=%20%27somethingwonky%27)%20LIMIT%201"
+    uri: "<salesforce_instance_url>/services/data/v51.0/query?q=SELECT%20Id,%20Name,%20FirstName,%20LastName,%20Email,%20Email_alt__c,%20Faculty_Confirmed_Date__c,%20FV_Status__c,%20LastModifiedDate,%20AccountId,%20School_Type__c,%20SendFacultyVerificationTo__c,%20All_Emails__c,%20Adoption_Status__c,%20Grant_Tutor_Access__c,%20Title_1_school__c,%20Accounts_UUID__c,%20LeadSource,%20Signup_Date__c,%20Renewal_Eligible__c%20Assignable_Interest__c,%20Assignable_Adoption_Date__c%20FROM%20Contact%20WHERE%20(Id%20=%20%27somethingwonky%27)%20LIMIT%201"
     body:
       encoding: US-ASCII
       string: ''
diff --git a/spec/features/admin/change_salesforce_contact_manually_spec.rb b/spec/features/admin/change_salesforce_contact_manually_spec.rb
index fc24ed7d9..123cff307 100644
--- a/spec/features/admin/change_salesforce_contact_manually_spec.rb
+++ b/spec/features/admin/change_salesforce_contact_manually_spec.rb
@@ -24,6 +24,7 @@
     @target_user.update_attribute(:salesforce_contact_id, 'something')
     fill_in 'user_salesforce_contact_id', with: 'remove'
     click_button 'Save'
+    expect(page).to have_content('successfully updated')
     @target_user.reload
     expect(@target_user.salesforce_contact_id).to be_nil
   end
@@ -32,6 +33,7 @@
     contact = @proxy.new_contact
     fill_in 'user_salesforce_contact_id', with: contact.id
     click_button 'Save'
+    expect(page).to have_content('successfully updated')
     @target_user.reload
     expect(@target_user.salesforce_contact_id).to eq contact.id
   end
@@ -40,14 +42,16 @@
     @target_user.update_attribute(:salesforce_contact_id, 'original')
     fill_in 'user_salesforce_contact_id', with: '0010v000002Wo0qAAC'
     click_button 'Save'
+    expect(page).to have_content("Can't find")
     @target_user.reload
     expect(@target_user.salesforce_contact_id).to eq "original"
   end
 
-  it 'cannot be set if the ID is of malformed' do
+  it 'cannot be set if the ID is malformed' do
     @target_user.update_attribute(:salesforce_contact_id, 'original')
     fill_in 'user_salesforce_contact_id', with: 'somethingwonky'
     click_button 'Save'
+    expect(page).to have_content('Failed')
     @target_user.reload
     expect(@target_user.salesforce_contact_id).to eq "original"
   end
diff --git a/spec/routines/update_salesforce_assignable_fields_spec.rb b/spec/routines/update_salesforce_assignable_fields_spec.rb
new file mode 100644
index 000000000..45783177f
--- /dev/null
+++ b/spec/routines/update_salesforce_assignable_fields_spec.rb
@@ -0,0 +1,48 @@
+require 'rails_helper'
+
+RSpec.describe UpdateSalesforceAssignableFields, type: :routine do
+  let!(:non_assignable_student)    { FactoryBot.create :user }
+
+  let!(:non_assignable_instructor) { FactoryBot.create :user, salesforce_contact_id: 'TESTCONTACT1' }
+
+  let!(:assignable_student)        do
+    FactoryBot.create(:user).tap do |user|
+      FactoryBot.create :external_id, user: user
+      FactoryBot.create :external_id, user: user
+    end
+  end
+
+  let!(:assignable_instructor)     do
+    FactoryBot.create(:user, salesforce_contact_id: 'TESTCONTACT2').tap do |user|
+      FactoryBot.create :external_id, user: user
+      FactoryBot.create :external_id, user: user
+    end
+  end
+
+  context 'new School' do
+    it "updates Salesforce Contact with Assignable user's info" do
+      stub_contacts [ non_assignable_instructor, assignable_instructor ]
+
+      expect_any_instance_of(OpenStax::Salesforce::Remote::Contact).to(
+        receive(:assignable_interest=).with('Fully Integrated').and_call_original
+      )
+      expect_any_instance_of(OpenStax::Salesforce::Remote::Contact).to(
+        receive(:assignable_adoption_date=).with(
+          assignable_instructor.external_ids.map(&:created_at).min
+        ).and_call_original
+      )
+      expect_any_instance_of(OpenStax::Salesforce::Remote::Contact).to receive(:save!)
+
+      described_class.call
+    end
+  end
+
+  def stub_contacts(users)
+    sf_contacts = [users].flatten.map do |user|
+      id = user.salesforce_contact_id
+      [ id, OpenStax::Salesforce::Remote::Contact.new(id: id) ]
+    end.to_h
+
+    expect(OpenStax::Salesforce::Remote::Contact).to receive(:find) { |id| sf_contacts[id] }
+  end
+end