diff --git a/lms/static/js/learner_dashboard/spec/sidebar_view_spec.js b/lms/static/js/learner_dashboard/spec/sidebar_view_spec.js
index 81606b6e39..8812221cc6 100644
--- a/lms/static/js/learner_dashboard/spec/sidebar_view_spec.js
+++ b/lms/static/js/learner_dashboard/spec/sidebar_view_spec.js
@@ -45,10 +45,10 @@ describe('Sidebar View', () => {
         expect(view.$('.js-subscription-upsell .badge').html().trim())
             .toEqual('New');
         expect(view.$('.js-subscription-upsell h4').html().trim())
-            .toEqual('Monthly program subscriptions now available');
-        expect(view.$('.js-subscription-upsell .advertise-message'))
-            .toContainText(
-                'An easier way to access popular programs with more control over how much you spend.'
+            .toMatch(/^Monthly program subscriptions . more flexible, more affordable$/);
+        expect(view.$('.js-subscription-upsell .advertise-message').html().trim())
+            .toEqual(
+                'Now available for many popular programs, affordable monthly subscription pricing can help you manage your budget more effectively. Subscriptions start at $39/month USD per program, after a 7-day full access free trial. Cancel at any time.'
             );
         expect(view.$('.js-subscription-upsell a span:last').html().trim())
             .toEqual('Explore subscription options');
diff --git a/lms/static/js/learner_dashboard/views/program_alert_list_view.js b/lms/static/js/learner_dashboard/views/program_alert_list_view.js
index 78ed3ae494..687be87991 100644
--- a/lms/static/js/learner_dashboard/views/program_alert_list_view.js
+++ b/lms/static/js/learner_dashboard/views/program_alert_list_view.js
@@ -55,33 +55,20 @@ class ProgramAlertListView extends Backbone.View {
             })
         );
         return alertList.concat(this.trialEndingAlerts.map(
-            ({ title: programName, remainingDays, ...data }) => {
-                const title = 'Subscription trial expires in {remainingDays} day';
-                const message = 'Your {programName} trial will expire in {remainingDays} day at {trialEndTime} on {trialEndDate} and the card on file will be charged {subscriptionPrice}/month.';
-
-                return {
-                    title: StringUtils.interpolate(
-                        ngettext(
-                            title,
-                            title.replace(/\bday\b/, 'days'),
-                            remainingDays
-                        ),
-                        { remainingDays }
-                    ),
-                    message: StringUtils.interpolate(
-                        ngettext(
-                            message,
-                            message.replace(/\bday\b/, 'days'),
-                            remainingDays
-                        ),
-                        {
-                            programName,
-                            remainingDays,
-                            ...data,
-                        }
-                    ),
-                };
-            }
+            ({ title: programName, remainingDays, ...data }) => ({
+                title: StringUtils.interpolate(
+                    ngettext('Subscription trial expires in {remainingDays} day', 'Subscription trial expires in {remainingDays} days', remainingDays),
+                    { remainingDays }
+                ),
+                message: StringUtils.interpolate(
+                    ngettext('Your {programName} trial will expire in {remainingDays} day at {trialEndTime} on {trialEndDate} and the card on file will be charged {subscriptionPrice}/month.', 'Your {programName} trial will expire in {remainingDays} days at {trialEndTime} on {trialEndDate} and the card on file will be charged {subscriptionPrice}/month.', remainingDays),
+                    {
+                        programName,
+                        remainingDays,
+                        ...data,
+                    }
+                ),
+            })
         ));
     }
 }
diff --git a/lms/templates/learner_dashboard/program_details_sidebar.underscore b/lms/templates/learner_dashboard/program_details_sidebar.underscore
index 067833fdae..0f562fffc4 100644
--- a/lms/templates/learner_dashboard/program_details_sidebar.underscore
+++ b/lms/templates/learner_dashboard/program_details_sidebar.underscore
@@ -11,24 +11,23 @@
 <% if (isSubscriptionEligible) { %>
 <aside class="aside js-subscription-info subscription-info">
     <h2 class="divider-heading">
-        <%- gettext(
-            hasActiveTrial
-            ? 'Trial subscription'
+        <%- hasActiveTrial
+            ? gettext('Trial subscription')
             : subscriptionState === 'active'
-            ? 'Active subscription'
-            : 'Inactive subscription'
-        ) %>
+            ? gettext('Active subscription')
+            : gettext('Inactive subscription')
+        %>
     </h2>
     <div class="sidebar-section">
         <div class="subscription-section">
             <p class="my-0">
                 <%= HtmlUtils.interpolateHtml(
-                    gettext(
+                    (
                         subscriptionState === 'active'
-                        ? 'View your receipts or modify your subscription on the {a_start}Orders and subscriptions{a_end} page'
+                        ? gettext('View your receipts or modify your subscription on the {a_start}Orders and subscriptions{a_end} page')
                         : subscriptionState === 'inactive'
-                        ? 'Restart your subscription for {subscriptionPrice}/month. Your payment history is still available on the {a_start}Orders and subscriptions{a_end} page'
-                        : 'If you had a subscription previously, your payment history is still available on the {a_start}Orders and subscriptions{a_end} page'
+                        ? gettext('Restart your subscription for {subscriptionPrice}/month. Your payment history is still available on the {a_start}Orders and subscriptions{a_end} page')
+                        : gettext('If you had a subscription previously, your payment history is still available on the {a_start}Orders and subscriptions{a_end} page')
                     ),
                     {
                         subscriptionPrice,
@@ -39,9 +38,7 @@
             </p>
             <p class="my-0">
                 <%= HtmlUtils.interpolateHtml(
-                    gettext(
-                        'Need help? Check out the {a_start}Learner Help Center{span_start}{icon}{span_end}{a_end} to troubleshoot issues or contact support '
-                    ),
+                    gettext('Need help? Check out the {a_start}Learner Help Center{span_start}{icon}{span_end}{a_end} to troubleshoot issues or contact support'),
                     {
                         a_start: HtmlUtils.HTML(`<a class="subscription-link" href="${subscriptions_learner_help_center_url}" target="_blank" rel="noopener noreferrer">`),
                         a_end: HtmlUtils.HTML('</a>'),
diff --git a/lms/templates/learner_dashboard/program_details_tab_view.underscore b/lms/templates/learner_dashboard/program_details_tab_view.underscore
index 37b5597e86..9b24c6ddd8 100644
--- a/lms/templates/learner_dashboard/program_details_tab_view.underscore
+++ b/lms/templates/learner_dashboard/program_details_tab_view.underscore
@@ -83,14 +83,14 @@
                     </a>
                     <span class="subscription-info-brief">
                         <%- StringUtils.interpolate(
-                            gettext(
+                            (
                                 hasActiveTrial
-                                ? 'Active trial ends {trialEndDate} at {trialEndTime}'
+                                ? gettext('Active trial ends {trialEndDate} at {trialEndTime}')
                                 : subscriptionState === 'active'
-                                ? 'Your next billing date is {nextPaymentDate}'
+                                ? gettext('Your next billing date is {nextPaymentDate}')
                                 : subscriptionState === 'inactive'
-                                ? 'Unlock verified access to all courses for {subscriptionPrice}/month. Cancel anytime.'
-                                : '{subscriptionPrice}/month subscription after trial ends. Cancel anytime.'
+                                ? gettext('Unlock verified access to all courses for {subscriptionPrice}/month. Cancel anytime.')
+                                : gettext('{subscriptionPrice}/month subscription after trial ends. Cancel anytime.')
                             ),
                             {
                                 subscriptionPrice,
diff --git a/lms/templates/learner_dashboard/program_details_view.underscore b/lms/templates/learner_dashboard/program_details_view.underscore
index 8e3b9ec8e9..d4c69489bf 100644
--- a/lms/templates/learner_dashboard/program_details_view.underscore
+++ b/lms/templates/learner_dashboard/program_details_view.underscore
@@ -58,14 +58,14 @@
                 </a>
                 <span class="subscription-info-brief">
                     <%- StringUtils.interpolate(
-                        gettext(
+                        (
                             hasActiveTrial
-                            ? 'Active trial ends {trialEndDate} at {trialEndTime}'
+                            ? gettext('Active trial ends {trialEndDate} at {trialEndTime}')
                             : subscriptionState === 'active'
-                            ? 'Your next billing date is {nextPaymentDate}'
+                            ? gettext('Your next billing date is {nextPaymentDate}')
                             : subscriptionState === 'inactive'
-                            ? 'Unlock verified access to all courses for {subscriptionPrice}/month. Cancel anytime.'
-                            : '{subscriptionPrice}/month subscription after trial ends. Cancel anytime.'
+                            ? gettext('Unlock verified access to all courses for {subscriptionPrice}/month. Cancel anytime.')
+                            : gettext('{subscriptionPrice}/month subscription after trial ends. Cancel anytime.')
                         ),
                         {
                             subscriptionPrice,
diff --git a/lms/templates/learner_dashboard/subscription_upsell_view.underscore b/lms/templates/learner_dashboard/subscription_upsell_view.underscore
index da9c5fd4b0..d3bc274284 100644
--- a/lms/templates/learner_dashboard/subscription_upsell_view.underscore
+++ b/lms/templates/learner_dashboard/subscription_upsell_view.underscore
@@ -1,10 +1,13 @@
 <span class="badge badge-warning align-self-start"><%- gettext('New') %></span>
-<h4 class="m-0"><%- gettext('Monthly program subscriptions now available') %></h4>
+<h4 class="m-0">
+    <%= HtmlUtils.interpolateHtml(
+        gettext('Monthly program subscriptions {emDash} more flexible, more affordable'),
+        { emDash: HtmlUtils.HTML('&mdash;') }
+    ) %>
+</h4>
 <p class="advertise-message">
     <%- StringUtils.interpolate(
-        gettext(
-            'An easier way to access popular programs with more control over how much you spend. Starting at {minSubscriptionPrice} per month after a {trialLength}-day free trial. Cancel anytime.'
-        ),
+        gettext('Now available for many popular programs, affordable monthly subscription pricing can help you manage your budget more effectively. Subscriptions start at {minSubscriptionPrice}/month USD per program, after a 7-day full access free trial. Cancel at any time.'),
         { minSubscriptionPrice, trialLength }
     ) %>
 </p>
diff --git a/lms/templates/learner_dashboard/upgrade_message_subscription.underscore b/lms/templates/learner_dashboard/upgrade_message_subscription.underscore
index 3f945ea6de..eb8d10e93a 100644
--- a/lms/templates/learner_dashboard/upgrade_message_subscription.underscore
+++ b/lms/templates/learner_dashboard/upgrade_message_subscription.underscore
@@ -9,10 +9,10 @@
         </a>
         <span class="subscription-info-upsell">
             <%- StringUtils.interpolate(
-                gettext(
+                (
                     subscriptionState === 'inactive'
-                    ? 'Pay {subscriptionPrice}/month for all courses in this program'
-                    : 'Pay {subscriptionPrice}/month after {trialLength}-day free trial'
+                    ? gettext('Pay {subscriptionPrice}/month for all courses in this program')
+                    : gettext('Pay {subscriptionPrice}/month after {trialLength}-day free trial')
                 ),
                 { subscriptionPrice, trialLength },
             ) %>