diff --git a/.gitignore b/.gitignore
index b22c5ea101..fb7c675d55 100644
--- a/.gitignore
+++ b/.gitignore
@@ -79,3 +79,4 @@ jmeter_test/jmeter.log
 
 .env
 mise.toml
+CLAUDE.md
\ No newline at end of file
diff --git a/app/jobs/campaign/send_campaign_email_job.rb b/app/jobs/campaign/send_campaign_email_job.rb
index 890d51a4b4..18f531cf87 100644
--- a/app/jobs/campaign/send_campaign_email_job.rb
+++ b/app/jobs/campaign/send_campaign_email_job.rb
@@ -8,6 +8,7 @@ def perform(email_id)
 
     return unless email && contact
     return if email.mailgun_message_id.present?
+    return if max_sends_reached?(email)
 
     send_at = email.scheduled_send_at || Time.current
     if send_at > Time.current
@@ -34,4 +35,22 @@ def perform(email_id)
   def priority
     PRIORITY_LOW
   end
+
+  private
+
+  def max_sends_reached?(email)
+    max_sends = campaign_message_class(email).max_sends_per_contact
+    return false if max_sends.nil?
+
+    sent_count = CampaignEmail.where(
+      campaign_contact_id: email.campaign_contact_id,
+      message_name: email.message_name
+    ).where.not(sent_at: nil).count
+
+    sent_count >= max_sends
+  end
+
+  def campaign_message_class(email)
+    "CampaignMessage::#{email.message_name.camelize}".constantize
+  end
 end
\ No newline at end of file
diff --git a/app/models/campaign_email.rb b/app/models/campaign_email.rb
index 6bec78b50a..4aafad18d9 100644
--- a/app/models/campaign_email.rb
+++ b/app/models/campaign_email.rb
@@ -20,7 +20,7 @@
 # Indexes
 #
 #  index_campaign_emails_on_campaign_contact_id          (campaign_contact_id)
-#  index_campaign_emails_on_contact_id_and_message_name  (campaign_contact_id,message_name) UNIQUE
+#  index_campaign_emails_on_contact_id_and_message_name  (campaign_contact_id,message_name)
 #  index_campaign_emails_on_mailgun_message_id           (mailgun_message_id) UNIQUE
 #
 # Foreign Keys
diff --git a/app/models/campaign_message/campaign_message.rb b/app/models/campaign_message/campaign_message.rb
index bcbb9353d2..748d23a426 100644
--- a/app/models/campaign_message/campaign_message.rb
+++ b/app/models/campaign_message/campaign_message.rb
@@ -7,5 +7,9 @@ def vars(contact)
         locale: contact&.locale || :en,
       }
     end
+
+    def self.max_sends_per_contact
+      1
+    end
   end
 end
\ No newline at end of file
diff --git a/app/models/campaign_message/diy_followup_survey.rb b/app/models/campaign_message/diy_followup_survey.rb
index a6e59eb6f8..856263cbe0 100644
--- a/app/models/campaign_message/diy_followup_survey.rb
+++ b/app/models/campaign_message/diy_followup_survey.rb
@@ -19,5 +19,9 @@ def email_body(contact:, **args)
 
       I18n.t("campaign_messages.diy_followup_survey.email.body_html", **vars(contact), **args)
     end
+
+    def self.max_sends_per_contact
+      2
+    end
   end
 end
\ No newline at end of file
diff --git a/app/models/campaign_message/start_of_season_outreach.rb b/app/models/campaign_message/start_of_season_outreach.rb
index 69add9e1e6..1f30e42725 100644
--- a/app/models/campaign_message/start_of_season_outreach.rb
+++ b/app/models/campaign_message/start_of_season_outreach.rb
@@ -12,6 +12,9 @@ def email_subject(contact:, **args)
       I18n.t("campaign_messages.start_of_season_outreach.email.subject", **vars(contact), **args)
     end
 
+    def self.max_sends_per_contact
+      1
+    end
     def email_body(contact:, **args)
       I18n.t("campaign_messages.start_of_season_outreach.email.body_html", **vars(contact), **args)
     end
diff --git a/db/migrate/20260320232943_remove_unique_index_from_campaign_emails.rb b/db/migrate/20260320232943_remove_unique_index_from_campaign_emails.rb
new file mode 100644
index 0000000000..5770b23973
--- /dev/null
+++ b/db/migrate/20260320232943_remove_unique_index_from_campaign_emails.rb
@@ -0,0 +1,22 @@
+class RemoveUniqueIndexFromCampaignEmails < ActiveRecord::Migration[7.1]
+  disable_ddl_transaction!
+
+  def up
+    remove_index :campaign_emails, name: "index_campaign_emails_on_contact_id_and_message_name"
+
+    add_index :campaign_emails,
+              [:campaign_contact_id, :message_name],
+              name: "index_campaign_emails_on_contact_id_and_message_name",
+              algorithm: :concurrently
+  end
+
+  def down
+    remove_index :campaign_emails, name: "index_campaign_emails_on_contact_id_and_message_name"
+
+    add_index :campaign_emails,
+              [:campaign_contact_id, :message_name],
+              name: "index_campaign_emails_on_contact_id_and_message_name",
+              unique: true,
+              algorithm: :concurrently
+  end
+end
diff --git a/db/schema.rb b/db/schema.rb
index d3098f8c88..1cbca9452e 100644
--- a/db/schema.rb
+++ b/db/schema.rb
@@ -10,7 +10,7 @@
 #
 # It's strongly recommended that you check this file into your version control system.
 
-ActiveRecord::Schema[7.1].define(version: 2026_03_03_001000) do
+ActiveRecord::Schema[7.1].define(version: 2026_03_20_232943) do
   # These are extensions that must be enabled in order to support this database
   enable_extension "citext"
   enable_extension "plpgsql"
@@ -615,7 +615,7 @@
     t.text "subject"
     t.string "to_email"
     t.datetime "updated_at", null: false
-    t.index ["campaign_contact_id", "message_name"], name: "index_campaign_emails_on_contact_id_and_message_name", unique: true
+    t.index ["campaign_contact_id", "message_name"], name: "index_campaign_emails_on_contact_id_and_message_name"
     t.index ["campaign_contact_id"], name: "index_campaign_emails_on_campaign_contact_id"
     t.index ["mailgun_message_id"], name: "index_campaign_emails_on_mailgun_message_id", unique: true
   end
diff --git a/spec/factories/campaign_emails.rb b/spec/factories/campaign_emails.rb
index 67a0d11cc6..2d18c07a93 100644
--- a/spec/factories/campaign_emails.rb
+++ b/spec/factories/campaign_emails.rb
@@ -20,7 +20,7 @@
 # Indexes
 #
 #  index_campaign_emails_on_campaign_contact_id          (campaign_contact_id)
-#  index_campaign_emails_on_contact_id_and_message_name  (campaign_contact_id,message_name) UNIQUE
+#  index_campaign_emails_on_contact_id_and_message_name  (campaign_contact_id,message_name)
 #  index_campaign_emails_on_mailgun_message_id           (mailgun_message_id) UNIQUE
 #
 # Foreign Keys
diff --git a/spec/jobs/campaign/send_campaign_email_job_spec.rb b/spec/jobs/campaign/send_campaign_email_job_spec.rb
index e469e049bf..0877ac9b57 100644
--- a/spec/jobs/campaign/send_campaign_email_job_spec.rb
+++ b/spec/jobs/campaign/send_campaign_email_job_spec.rb
@@ -32,6 +32,82 @@
       end
     end
 
+    context "when max sends for the message has already been reached" do
+      let(:email) do
+        create(
+          :campaign_email,
+          campaign_contact: contact,
+          message_name: "start_of_season_outreach",
+          mailgun_message_id: nil,
+          scheduled_send_at: nil
+        )
+      end
+
+      before do
+        create(
+          :campaign_email,
+          campaign_contact: contact,
+          message_name: "start_of_season_outreach",
+          sent_at: 1.hour.ago,
+          mailgun_message_id: "<already-sent-id>"
+        )
+      end
+
+      it "does not send the email" do
+        expect(CampaignMailer).not_to receive(:email_message)
+
+        perform_job
+      end
+
+      it "does not update the email as sent" do
+        expect { perform_job }.not_to change { email.reload.mailgun_message_id }
+        expect(email.reload.sent_at).to be_nil
+      end
+    end
+
+    context "when max sends for the message has not been reached" do
+      let(:email) do
+        create(
+          :campaign_email,
+          campaign_contact: contact,
+          message_name: "diy_followup_survey",
+          mailgun_message_id: nil,
+          scheduled_send_at: nil
+        )
+      end
+
+      before do
+        create(
+          :campaign_email,
+          campaign_contact: contact,
+          message_name: "diy_followup_survey",
+          sent_at: 1.hour.ago,
+          mailgun_message_id: "<already-sent-id>"
+        )
+      end
+
+      it "still sends the email" do
+        response = instance_double(
+          "Mail::Message",
+          message_id: "<mailgun-id-123>",
+          to: ["a@example.com"],
+          from: ["noreply@example.com"],
+          subject: "Hello!",
+          date: Time.current
+        )
+
+        mailer_delivery = instance_double("MailerDelivery", deliver_now: response)
+
+        expect(CampaignMailer).to receive(:email_message).with(
+          campaign_email: email
+        ).and_return(mailer_delivery)
+
+        perform_job
+
+        expect(email.reload.mailgun_message_id).to eq("<mailgun-id-123>")
+      end
+    end
+
     context "when scheduled_send_at is blank (send now)" do
       it "sends via CampaignMailer with locale fallback and updates email fields" do
         response = instance_double(
@@ -143,4 +219,4 @@
       expect(described_class.new.priority).to eq(100)
     end
   end
-end
+end
\ No newline at end of file
diff --git a/spec/models/campaign_email_spec.rb b/spec/models/campaign_email_spec.rb
index 43a30ee29f..6e831a0d4f 100644
--- a/spec/models/campaign_email_spec.rb
+++ b/spec/models/campaign_email_spec.rb
@@ -20,7 +20,7 @@
 # Indexes
 #
 #  index_campaign_emails_on_campaign_contact_id          (campaign_contact_id)
-#  index_campaign_emails_on_contact_id_and_message_name  (campaign_contact_id,message_name) UNIQUE
+#  index_campaign_emails_on_contact_id_and_message_name  (campaign_contact_id,message_name)
 #  index_campaign_emails_on_mailgun_message_id           (mailgun_message_id) UNIQUE
 #
 # Foreign Keys