diff --git a/app/decorators/contact_type_decorator.rb b/app/decorators/contact_type_decorator.rb
index 808a90d5d0..d5ad16232a 100644
--- a/app/decorators/contact_type_decorator.rb
+++ b/app/decorators/contact_type_decorator.rb
@@ -15,4 +15,9 @@ def last_time_used_with_cases(casa_case_ids)
 
     last_contact.nil? ? "never" : "#{time_ago_in_words(last_contact.occurred_at)} ago"
   end
+
+  def last_contact_timestamp(casa_case_ids)
+    last_contact = CaseContact.joins(:contact_types).where(casa_case_id: casa_case_ids, contact_types: {id: object.id}).order(occurred_at: :desc).first
+    last_contact&.occurred_at || Time.at(0)
+  end
 end
diff --git a/app/models/case_contact.rb b/app/models/case_contact.rb
index 213c55d1be..2bc85d759d 100644
--- a/app/models/case_contact.rb
+++ b/app/models/case_contact.rb
@@ -18,6 +18,7 @@ class CaseContact < ApplicationRecord
   validate :reimbursement_only_when_miles_driven, if: :active_or_expenses?
   validate :volunteer_address_when_reimbursement_wanted, if: :active_or_expenses?
   validate :volunteer_address_is_valid, if: :active_or_expenses?
+  validates :contact_type_ids, presence: true, if: :active_or_details?
 
   belongs_to :creator, class_name: "User"
   has_one :supervisor_volunteer, -> {
diff --git a/app/views/case_contacts/form/_contact_types.html.erb b/app/views/case_contacts/form/_contact_types.html.erb
index 1f91e5f1d1..8365bbf83f 100644
--- a/app/views/case_contacts/form/_contact_types.html.erb
+++ b/app/views/case_contacts/form/_contact_types.html.erb
@@ -3,7 +3,7 @@
   <%= render(Form::MultipleSelectComponent.new(
     form: form,
     name: :contact_type_ids,
-    options: options.decorate.map { |ct| ct.hash_for_multi_select_with_cases(casa_cases&.pluck(:id)) },
+    options: options.decorate.sort_by { |ct| ct.last_contact_timestamp(casa_cases.pluck(:id)) }.reverse.map { |ct| ct.hash_for_multi_select_with_cases(casa_cases.pluck(:id)) },
     selected_items: selected_items,
     render_option_subtext: true
   )) %>
diff --git a/app/views/case_contacts/form/details.html.erb b/app/views/case_contacts/form/details.html.erb
index 049fbd6d53..aeee3956fb 100644
--- a/app/views/case_contacts/form/details.html.erb
+++ b/app/views/case_contacts/form/details.html.erb
@@ -19,9 +19,9 @@
     </div>
 
     <div id="enter-contact-details" class="card-style-1 pl-25 mb-10">
-      <h4 class="mb-3"><label>3. Record contact details</label><span class="red-letter"> *</span></h4>
+      <h4 class="mb-3"><label>3. Record contact details</label></h4>
       <div class="">
-        <h5 classs="mb-3"><label>a. Was contact made?</label></h5>
+        <h5 classs="mb-3"><label>a. Was contact made?</label><span class="red-letter"> *</span></h5>
         <div class="form-check radio-style mb-20">
           <%= form.radio_button :contact_made, true,
             checked: @case_contact.contact_made,
@@ -41,7 +41,7 @@
       </div>
 
       <div class="field contact-medium form-group">
-        <h5 classs="mb-3"><label>b. How was contact made?</label></h5>
+        <h5 classs="mb-3"><label>b. How was contact made?</label><span class="red-letter"> *</span></h5>
         <%= form.collection_radio_buttons(:medium_type, contact_mediums, 'value', 'label') do |b| %>
           <div class="form-check radio-style mb-20">
             <%= b.radio_button(class: ["form-check-input", "case-contacts-form-checkbox"]) %>
diff --git a/spec/decorators/contact_type_decorator_spec.rb b/spec/decorators/contact_type_decorator_spec.rb
index 3da2daea62..a3a62b3f4e 100644
--- a/spec/decorators/contact_type_decorator_spec.rb
+++ b/spec/decorators/contact_type_decorator_spec.rb
@@ -46,4 +46,19 @@
       end
     end
   end
+
+  describe "last_contact_timestamp" do
+    context "with empty array" do
+      it { expect(contact_type.decorate.last_contact_timestamp([])).to eq Time.at(0) }
+    end
+
+    context "with cases" do
+      let(:casa_case) { create(:casa_case, casa_org: casa_org) }
+      let(:casa_case_ids) { [casa_case.id] }
+
+      context "with no case contacts" do
+        it { expect(contact_type.decorate.last_contact_timestamp([])).to eq Time.at(0) }
+      end
+    end
+  end
 end