diff --git a/enterprise/app/models/captain/document.rb b/enterprise/app/models/captain/document.rb
index 99b9d8cb8..f9fc62d79 100644
--- a/enterprise/app/models/captain/document.rb
+++ b/enterprise/app/models/captain/document.rb
@@ -65,6 +65,7 @@ class Captain::Document < ApplicationRecord
   after_create_commit :update_document_usage
   after_destroy :update_document_usage
   after_commit :enqueue_response_builder_job
+  after_commit :enqueue_chunk_builder_job
   scope :ordered, -> { order(created_at: :desc) }
 
   scope :for_account, ->(account_id) { where(account_id: account_id) }
@@ -116,6 +117,12 @@ class Captain::Document < ApplicationRecord
     Captain::Documents::ResponseBuilderJob.perform_later(self)
   end
 
+  def enqueue_chunk_builder_job
+    return unless should_enqueue_chunk_builder_job?
+
+    Captain::Documents::ChunkBuilderJob.perform_later(self)
+  end
+
   def should_enqueue_response_builder?
     return false if destroyed?
     return false unless available?
@@ -125,6 +132,20 @@ class Captain::Document < ApplicationRecord
     (saved_change_to_status? || saved_change_to_content?) && content.present?
   end
 
+  def should_enqueue_chunk_builder_job?
+    return false unless chunk_builder_enabled?
+    return false if destroyed?
+    return false unless available?
+    return false if pdf_document?
+
+    (saved_change_to_status? || saved_change_to_content?) && content.present?
+  end
+
+  def chunk_builder_enabled?
+    value = InstallationConfig.find_by(name: 'CAPTAIN_DOCUMENT_CHUNKING_ENABLED')&.value
+    ActiveModel::Type::Boolean.new.cast(value)
+  end
+
   def update_document_usage
     account.update_document_usage
   end
diff --git a/spec/enterprise/models/captain/document_spec.rb b/spec/enterprise/models/captain/document_spec.rb
index e6543e0d7..a27ad8c1d 100644
--- a/spec/enterprise/models/captain/document_spec.rb
+++ b/spec/enterprise/models/captain/document_spec.rb
@@ -250,4 +250,53 @@ RSpec.describe Captain::Document, type: :model do
       end.not_to have_enqueued_job(Captain::Documents::ResponseBuilderJob)
     end
   end
+
+  describe 'chunk builder job callback' do
+    before do
+      clear_enqueued_jobs
+      InstallationConfig.find_or_initialize_by(name: 'CAPTAIN_DOCUMENT_CHUNKING_ENABLED').update!(value: 'true')
+    end
+
+    it 'enqueues for available non-PDF documents with content' do
+      expect do
+        create(:captain_document, assistant: assistant, account: account, status: :available, content: 'Doc content')
+      end.to have_enqueued_job(Captain::Documents::ChunkBuilderJob)
+    end
+
+    it 'does not enqueue when chunking flag is disabled' do
+      InstallationConfig.find_or_initialize_by(name: 'CAPTAIN_DOCUMENT_CHUNKING_ENABLED').update!(value: 'false')
+
+      expect do
+        create(:captain_document, assistant: assistant, account: account, status: :available, content: 'Doc content')
+      end.not_to have_enqueued_job(Captain::Documents::ChunkBuilderJob)
+    end
+
+    it 'does not enqueue for PDF documents' do
+      document = build(:captain_document, assistant: assistant, account: account, status: :available, content: nil)
+      document.pdf_file.attach(
+        io: StringIO.new('PDF content'),
+        filename: 'sample.pdf',
+        content_type: 'application/pdf'
+      )
+
+      expect do
+        document.save!
+      end.not_to have_enqueued_job(Captain::Documents::ChunkBuilderJob)
+    end
+
+    it 'enqueues when content is updated on available non-PDF document' do
+      document = create(
+        :captain_document,
+        assistant: assistant,
+        account: account,
+        status: :available,
+        content: nil
+      )
+      clear_enqueued_jobs
+
+      expect do
+        document.update!(content: 'Updated document content')
+      end.to have_enqueued_job(Captain::Documents::ChunkBuilderJob)
+    end
+  end
 end