diff --git a/changelogs/unreleased/322043-insert-plan-trial.yml b/changelogs/unreleased/322043-insert-plan-trial.yml
new file mode 100644
index 0000000000000000000000000000000000000000..a65860a5f852b0de755b453a3da0023364a1c4c6
--- /dev/null
+++ b/changelogs/unreleased/322043-insert-plan-trial.yml
@@ -0,0 +1,5 @@
+---
+title: Add a migration to insert trail plans within SAAS for Ultimate and Premium plans
+merge_request: 57814
+author:
+type: added
diff --git a/db/post_migrate/20210329102724_add_new_trail_plans.rb b/db/post_migrate/20210329102724_add_new_trail_plans.rb
new file mode 100644
index 0000000000000000000000000000000000000000..b142f6385f78cb099eb50d6c38edec9d378199a8
--- /dev/null
+++ b/db/post_migrate/20210329102724_add_new_trail_plans.rb
@@ -0,0 +1,41 @@
+# frozen_string_literal: true
+
+class AddNewTrailPlans < ActiveRecord::Migration[6.0]
+  class Plan < ActiveRecord::Base
+    self.inheritance_column = :_type_disabled
+
+    has_one :limits, class_name: 'PlanLimits'
+
+    def actual_limits
+      self.limits || self.build_limits
+    end
+  end
+
+  class PlanLimits < ActiveRecord::Base
+    self.inheritance_column = :_type_disabled
+
+    belongs_to :plan
+  end
+
+  def create_plan_limits(plan_limit_name, plan)
+    plan_limit = Plan.find_or_initialize_by(name: plan_limit_name).actual_limits.dup
+    plan_limit.plan = plan
+    plan_limit.save!
+  end
+
+  def up
+    return unless Gitlab.dev_env_or_com?
+
+    ultimate_trial = Plan.create!(name: 'ultimate_trial', title: 'Ultimate Trial')
+    premium_trial = Plan.create!(name: 'premium_trial', title: 'Premium Trial')
+
+    create_plan_limits('gold', ultimate_trial)
+    create_plan_limits('silver', premium_trial)
+  end
+
+  def down
+    return unless Gitlab.dev_env_or_com?
+
+    Plan.where(name: %w(ultimate_trial premium_trial)).delete_all
+  end
+end
diff --git a/db/schema_migrations/20210329102724 b/db/schema_migrations/20210329102724
new file mode 100644
index 0000000000000000000000000000000000000000..b2fdccf2bb878db93d78a80c14b15433149c650f
--- /dev/null
+++ b/db/schema_migrations/20210329102724
@@ -0,0 +1 @@
+b40c702ea6b2120da6fe11b213064a7a124dbc86bfb2d6785bfd2274c44f1e22
\ No newline at end of file
diff --git a/spec/migrations/add_new_trail_plans_spec.rb b/spec/migrations/add_new_trail_plans_spec.rb
new file mode 100644
index 0000000000000000000000000000000000000000..8ba6da11ad10df3ab5d2af1541a9a5ce2f1985b2
--- /dev/null
+++ b/spec/migrations/add_new_trail_plans_spec.rb
@@ -0,0 +1,95 @@
+# frozen_string_literal: true
+
+require 'spec_helper'
+
+require_migration!
+
+RSpec.describe AddNewTrailPlans, :migration do
+  describe '#up' do
+    before do
+      allow(Gitlab).to receive(:dev_env_or_com?).and_return true
+    end
+
+    it 'creates 2 entries within the plans table' do
+      expect { migrate! }.to change { AddNewTrailPlans::Plan.count }.by 2
+      expect(AddNewTrailPlans::Plan.last(2).pluck(:name)).to match_array(%w(ultimate_trial premium_trial))
+    end
+
+    it 'creates 2 entries for plan limits' do
+      expect { migrate! }.to change { AddNewTrailPlans::PlanLimits.count }.by 2
+    end
+
+    context 'when the plan limits for gold and silver exists' do
+      before do
+        table(:plans).create!(id: 1, name: 'gold', title: 'Gold')
+        table(:plan_limits).create!(id: 1, plan_id: 1, storage_size_limit: 2000)
+        table(:plans).create!(id: 2, name: 'silver', title: 'Silver')
+        table(:plan_limits).create!(id: 2, plan_id: 2, storage_size_limit: 1000)
+      end
+
+      it 'duplicates the gold and silvers plan limits entries' do
+        migrate!
+
+        ultimate_plan_limits = AddNewTrailPlans::Plan.find_by(name: 'ultimate_trial').limits
+        expect(ultimate_plan_limits.storage_size_limit).to be 2000
+
+        premium_plan_limits = AddNewTrailPlans::Plan.find_by(name: 'premium_trial').limits
+        expect(premium_plan_limits.storage_size_limit).to be 1000
+      end
+    end
+
+    context 'when the instance is not SaaS' do
+      before do
+        allow(Gitlab).to receive(:dev_env_or_com?).and_return false
+      end
+
+      it 'does not create plans and plan limits and returns' do
+        expect { migrate! }.not_to change { AddNewTrailPlans::Plan.count }
+        expect { migrate! }.not_to change { AddNewTrailPlans::Plan.count }
+      end
+    end
+  end
+
+  describe '#down' do
+    before do
+      table(:plans).create!(id: 3, name: 'other')
+      table(:plan_limits).create!(plan_id: 3)
+    end
+
+    context 'when the instance is SaaS' do
+      before do
+        allow(Gitlab).to receive(:dev_env_or_com?).and_return true
+      end
+
+      it 'removes the newly added ultimate and premium trial entries' do
+        migrate!
+
+        expect { described_class.new.down }.to change { AddNewTrailPlans::Plan.count }.by(-2)
+        expect(AddNewTrailPlans::Plan.find_by(name: 'premium_trial')).to be_nil
+        expect(AddNewTrailPlans::Plan.find_by(name: 'ultimate_trial')).to be_nil
+
+        other_plan = AddNewTrailPlans::Plan.find_by(name: 'other')
+        expect(other_plan).to be_persisted
+        expect(AddNewTrailPlans::PlanLimits.count).to eq(1)
+        expect(AddNewTrailPlans::PlanLimits.first.plan_id).to eq(other_plan.id)
+      end
+    end
+
+    context 'when the instance is not SaaS' do
+      before do
+        allow(Gitlab).to receive(:dev_env_or_com?).and_return false
+        table(:plans).create!(id: 1, name: 'ultimate_trial', title: 'Ultimate Trial')
+        table(:plans).create!(id: 2, name: 'premium_trial', title: 'Premium Trial')
+        table(:plan_limits).create!(id: 1, plan_id: 1)
+        table(:plan_limits).create!(id: 2, plan_id: 2)
+      end
+
+      it 'does not delete plans and plan limits and returns' do
+        migrate!
+
+        expect { described_class.new.down }.not_to change { AddNewTrailPlans::Plan.count }
+        expect(AddNewTrailPlans::PlanLimits.count).to eq(3)
+      end
+    end
+  end
+end