diff --git a/lib/tasks/survey.rake b/lib/tasks/survey.rake
index b2d2fd97..5499980c 100644
--- a/lib/tasks/survey.rake
+++ b/lib/tasks/survey.rake
@@ -1,7 +1,7 @@
 namespace :survey do
 
   desc 'Text all Recipients ready for an Attempt'
-  task :attempt_qustions => :environment do
+  task :attempt_questions => :environment do
     Schedule.active.each do |schedule|
       schedule.recipient_schedules.ready.each do |recipient_schedule|
         recipient_schedule.attempt_question
diff --git a/spec/controllers/attempts_controller_spec.rb b/spec/controllers/attempts_controller_spec.rb
index c42ad893..a7f938fa 100644
--- a/spec/controllers/attempts_controller_spec.rb
+++ b/spec/controllers/attempts_controller_spec.rb
@@ -26,7 +26,7 @@ RSpec.describe AttemptsController, type: :controller do
   }
 
 
-  describe "POS #twilio" do
+  describe "POST #twilio" do
     context "with valid params" do
       let(:twilio_attributes) {
         {'MessageSid' => 'ewuefhwieuhfweiuhfewiuhf','AccountSid' => 'wefiuwhefuwehfuwefinwefw','MessagingServiceSid' => 'efwneufhwuefhweiufhiuewhf','From' => '+11231231234','To' => '2223334444','Body' => '3','NumMedia' => '0'}
@@ -37,6 +37,8 @@ RSpec.describe AttemptsController, type: :controller do
         attempt.reload
         expect(attempt.answer_index).to eq(3)
         expect(attempt.twilio_details).to eq(twilio_attributes.with_indifferent_access.to_yaml)
+        expect(first_attempt.answer_index).to be_nil
+        expect(first_attempt.twilio_details).to be_nil
       end
 
       it "sends back a message" do
diff --git a/spec/lib/tasks/survey_rake_spec.rb b/spec/lib/tasks/survey_rake_spec.rb
index 7452f955..62445e05 100644
--- a/spec/lib/tasks/survey_rake_spec.rb
+++ b/spec/lib/tasks/survey_rake_spec.rb
@@ -1,26 +1,107 @@
 require 'rails_helper'
 
-describe "survey:attempt_qustions" do
+describe "survey:attempt_questions" do
   include_context "rake"
 
-  let(:ready_recipient_schedule)    { double('ready recipient schedule', attempt_question: nil) }
-  let(:recipient_schedules)         { double("recipient schedules", ready: [ready_recipient_schedule]) }
-  let(:active_schedule)             { double("active schedule", recipient_schedules: recipient_schedules) }
-
-  before do
-    # ReportGenerator.stubs(:generate)
-    # UsersReport.stubs(:new => report)
-    # User.stubs(:all => user_records)
-  end
-
   it 'should have environment as a prerequisite' do
     expect(subject.prerequisites).to include("environment")
   end
 
-  it "finds all active schedules" do
-    expect(ready_recipient_schedule).to receive(:attempt_question)
-    expect(active_schedule).to receive(:recipient_schedules)
-    expect(Schedule).to receive(:active).and_return([active_schedule])
-    subject.invoke
+  describe "basic flow" do
+    let(:ready_recipient_schedule)    { double('ready recipient schedule', attempt_question: nil) }
+    let(:recipient_schedules)         { double("recipient schedules", ready: [ready_recipient_schedule]) }
+    let(:active_schedule)             { double("active schedule", recipient_schedules: recipient_schedules) }
+
+    it "finds all active schedules" do
+      expect(ready_recipient_schedule).to receive(:attempt_question)
+      expect(active_schedule).to receive(:recipient_schedules)
+      expect(Schedule).to receive(:active).and_return([active_schedule])
+      subject.invoke
+    end
+  end
+
+  describe "complex flow" do
+
+    let!(:school) { School.create!(name: 'School') }
+
+    let!(:recipients) { create_recipients(school, 3) }
+    let!(:recipient_list) do
+      school.recipient_lists.create!(name: 'Parents', recipient_ids: recipients.map(&:id).join(','))
+    end
+
+    let!(:questions) { create_questions(3) }
+    let!(:question_list) do
+      QuestionList.create!(name: 'Parent Questions', question_ids: questions.map(&:id).join(','))
+    end
+
+    let!(:schedule) do
+      Schedule.create!(
+        name: 'Parent Schedule',
+        recipient_list_id: recipient_list.id,
+        question_list: question_list,
+        frequency_hours: 24 * 7,
+        start_date: Time.new,
+        end_date: 1.year.from_now
+      )
+    end
+
+    describe 'First Attempt' do
+
+      before :each do
+        Timecop.freeze
+        subject.invoke
+      end
+
+      it 'should create the first attempt for each recipient' do
+        recipients.each do |recipient|
+          recipient.reload
+          expect(recipient.attempts.count).to eq(1)
+          attempt = recipient.attempts.first
+          expect(attempt.sent_at).to be_present
+          expect(attempt.answer_index).to be_nil
+        end
+      end
+    end
+
+    describe 'Second Attempts' do
+      before :each do
+        recipients.each do |recipient|
+          recipient_schedule = schedule.recipient_schedules.for(recipient).first
+          recipient_schedule.attempt_question
+        end
+      end
+
+      describe 'Immediate' do
+        before :each do
+          subject.invoke
+        end
+
+        it 'should do nothing' do
+          recipients.each do |recipient|
+            recipient.reload
+            expect(recipient.attempts.count).to eq(1)
+          end
+        end
+      end
+
+      describe 'A Week Later' do
+        before :each do
+          Timecop.freeze(Date.today + 8) { subject.invoke }
+        end
+
+        it 'should create the second attempt for each recipient with a different question' do
+          recipients.each do |recipient|
+            recipient.reload
+            expect(recipient.attempts.count).to eq(2)
+            attempt = recipient.attempts.last
+            expect(attempt.sent_at).to be_present
+            expect(attempt.answer_index).to be_nil
+
+            first_attempt = recipient.attempts.first
+            expect(first_attempt.question).to_not eq(attempt.question)
+          end
+        end
+      end
+    end
   end
 end
diff --git a/spec/spec_helper.rb b/spec/spec_helper.rb
index 58310aa9..a5bff0f2 100644
--- a/spec/spec_helper.rb
+++ b/spec/spec_helper.rb
@@ -100,6 +100,10 @@ RSpec.configure do |config|
   config.before(:each) do
     stub_const("Twilio::REST::Client", FakeSMS)
   end
+
+  config.after(:each) do
+    FakeSMS.reset
+  end
 end
 
 
@@ -113,6 +117,10 @@ class FakeSMS
   def initialize(_account_sid, _auth_token)
   end
 
+  def self.reset
+    self.messages = []
+  end
+
   def messages
     self
   end