diff --git a/common/djangoapps/course_modes/admin.py b/common/djangoapps/course_modes/admin.py
index 1b3ad262e47f..1895fa2f2d46 100644
--- a/common/djangoapps/course_modes/admin.py
+++ b/common/djangoapps/course_modes/admin.py
@@ -125,6 +125,12 @@ def clean(self):
         mode_slug = cleaned_data.get("mode_slug")
         upgrade_deadline = cleaned_data.get("_expiration_datetime")
         verification_deadline = cleaned_data.get("verification_deadline")
+        expiration_datetime_is_explicit = cleaned_data.get("expiration_datetime_is_explicit")
+
+        if expiration_datetime_is_explicit and upgrade_deadline is None:
+            raise forms.ValidationError(
+                "An upgrade deadline must be specified when setting Expiration datetime is explicit to True."
+            )
 
         # Allow upgrade deadlines ONLY for the "verified" mode
         # This avoids a nasty error condition in which the upgrade deadline is set
@@ -189,6 +195,7 @@ class CourseModeAdmin(admin.ModelAdmin):
         'min_price',
         'currency',
         '_expiration_datetime',
+        'expiration_datetime_is_explicit',
         'verification_deadline',
         'sku',
         'bulk_sku'
diff --git a/common/djangoapps/course_modes/migrations/0014_auto_20221107_1559.py b/common/djangoapps/course_modes/migrations/0014_auto_20221107_1559.py
new file mode 100644
index 000000000000..f8028d7c0c72
--- /dev/null
+++ b/common/djangoapps/course_modes/migrations/0014_auto_20221107_1559.py
@@ -0,0 +1,23 @@
+# Generated by Django 3.2.16 on 2022-11-07 15:59
+
+from django.db import migrations, models
+
+
+class Migration(migrations.Migration):
+
+    dependencies = [
+        ('course_modes', '0013_auto_20200115_2022'),
+    ]
+
+    operations = [
+        migrations.AlterField(
+            model_name='coursemode',
+            name='expiration_datetime_is_explicit',
+            field=models.BooleanField(default=False, help_text='OPTIONAL: Set to True if the upgrade deadline date is explicitly defined. Set to False if there is no upgrade deadline or to use the default upgrade deadline.', verbose_name='Upgrade Deadline Explicitly Defined'),
+        ),
+        migrations.AlterField(
+            model_name='historicalcoursemode',
+            name='expiration_datetime_is_explicit',
+            field=models.BooleanField(default=False, help_text='OPTIONAL: Set to True if the upgrade deadline date is explicitly defined. Set to False if there is no upgrade deadline or to use the default upgrade deadline.', verbose_name='Upgrade Deadline Explicitly Defined'),
+        ),
+    ]
diff --git a/common/djangoapps/course_modes/models.py b/common/djangoapps/course_modes/models.py
index 0b015a133c9e..5d74a465d528 100644
--- a/common/djangoapps/course_modes/models.py
+++ b/common/djangoapps/course_modes/models.py
@@ -87,7 +87,14 @@ class CourseMode(models.Model):
     # The system prefers to set this automatically based on default settings. But
     # if the field is set manually we want a way to indicate that so we don't
     # overwrite the manual setting of the field.
-    expiration_datetime_is_explicit = models.BooleanField(default=False)
+    expiration_datetime_is_explicit = models.BooleanField(
+        default=False,
+        verbose_name=_("Upgrade Deadline Explicitly Defined"),
+        help_text=_(
+            "OPTIONAL: Set to True if the upgrade deadline date is explicitly defined. "
+            "Set to False if there is no upgrade deadline or to use the default upgrade deadline."
+        )
+    )
 
     # DEPRECATED: the `expiration_date` field has been replaced by `expiration_datetime`
     expiration_date = models.DateField(default=None, null=True, blank=True)
diff --git a/common/djangoapps/course_modes/tests/test_admin.py b/common/djangoapps/course_modes/tests/test_admin.py
index b1fe8b7ef7d9..e4d87536b5f7 100644
--- a/common/djangoapps/course_modes/tests/test_admin.py
+++ b/common/djangoapps/course_modes/tests/test_admin.py
@@ -164,6 +164,14 @@ def test_validate_upgrade_deadline_only_for_verified(self, course_mode):
             'For other modes, please set the enrollment end date in Studio.'
         ))
 
+    def test_validate_expiration_datetime_is_explicit_only_with_upgrade_deadline(self):
+        # Only allow the expiration_datetime_is_explicit to be True if the upgrade_deadline is
+        # defined with a date, otherwise cause a validation error.
+        form = self._admin_form("verified", expiration_datetime_is_explicit=True)
+        self._assert_form_has_error(form, (
+            "An upgrade deadline must be specified when setting Expiration datetime is explicit to True."
+        ))
+
     @ddt.data("honor", "no-id-professional", "credit")
     def test_validate_verification_deadline_only_for_verified(self, course_mode):
         # Only the verified mode should have a verification deadline set.
@@ -193,7 +201,7 @@ def _configure(self, mode, upgrade_deadline=None, verification_deadline=None):
 
         return CourseModeForm(instance=course_mode)
 
-    def _admin_form(self, mode, upgrade_deadline=None):
+    def _admin_form(self, mode, upgrade_deadline=None, expiration_datetime_is_explicit=False):
         """Load the course mode admin form. """
         course_mode = CourseModeFactory.create(
             course_id=self.course.id,
@@ -204,6 +212,7 @@ def _admin_form(self, mode, upgrade_deadline=None):
             "mode_slug": mode,
             "mode_display_name": mode,
             "_expiration_datetime": upgrade_deadline,
+            "expiration_datetime_is_explicit": expiration_datetime_is_explicit,
             "currency": "usd",
             "min_price": 10,
         }, instance=course_mode)