diff --git a/cms/djangoapps/contentstore/management/commands/sync_courses.py b/cms/djangoapps/contentstore/management/commands/sync_courses.py
index ad0b9a5e8e..47cf557608 100644
--- a/cms/djangoapps/contentstore/management/commands/sync_courses.py
+++ b/cms/djangoapps/contentstore/management/commands/sync_courses.py
@@ -3,17 +3,18 @@ Sync courses from catalog service.  This is used to setup a master's
 integration environment.
 """
 import logging
-from six import text_type
+from textwrap import dedent
 
 from django.contrib.auth.models import User
 from django.core.management.base import BaseCommand, CommandError
+from opaque_keys.edx.keys import CourseKey
+from six import text_type
 
 from contentstore.management.commands.utils import user_from_str
 from contentstore.views.course import create_new_course_in_store
-from opaque_keys.edx.keys import CourseKey
 from openedx.core.djangoapps.catalog.utils import get_course_runs
-from xmodule.modulestore.exceptions import DuplicateCourseError
 from xmodule.modulestore import ModuleStoreEnum
+from xmodule.modulestore.exceptions import DuplicateCourseError
 
 logger = logging.getLogger(__name__)
 
@@ -24,6 +25,7 @@ class Command(BaseCommand):
 
     Example: ./manage.py cms sync_courses staff@example.com
     """
+    help = dedent(__doc__).strip()
 
     def add_arguments(self, parser):
         parser.add_argument('instructor')
diff --git a/common/djangoapps/entitlements/management/commands/expire_old_entitlements.py b/common/djangoapps/entitlements/management/commands/expire_old_entitlements.py
index 9e9cbe3855..7749afc7cb 100644
--- a/common/djangoapps/entitlements/management/commands/expire_old_entitlements.py
+++ b/common/djangoapps/entitlements/management/commands/expire_old_entitlements.py
@@ -5,6 +5,7 @@ Management command for expiring old entitlements.
 from __future__ import absolute_import
 
 import logging
+from textwrap import dedent
 
 from django.core.management import BaseCommand
 from six.moves import range
@@ -28,7 +29,7 @@ class Command(BaseCommand):
     The command's goal is to pass a narrow subset of entitlements to an
     idempotent Celery task for further (parallelized) processing.
     """
-    help = 'Expire old entitlements.'
+    help = dedent(__doc__).strip()
 
     def add_arguments(self, parser):
         parser.add_argument(
diff --git a/common/djangoapps/student/management/commands/populate_created_on_site_user_attribute.py b/common/djangoapps/student/management/commands/populate_created_on_site_user_attribute.py
index 1a5345ec3a..1ea49a42c1 100644
--- a/common/djangoapps/student/management/commands/populate_created_on_site_user_attribute.py
+++ b/common/djangoapps/student/management/commands/populate_created_on_site_user_attribute.py
@@ -3,13 +3,12 @@ Command to back-populate domain of the site the user account was created on.
 """
 from __future__ import absolute_import
 
+import six
 from django.contrib.auth.models import User
 from django.contrib.sites.models import Site
 from django.core.management.base import BaseCommand, CommandError
 
 from student.models import Registration, UserAttribute
-import six
-
 
 CREATED_ON_SITE = 'created_on_site'
 
@@ -18,7 +17,8 @@ class Command(BaseCommand):
     """
     This command back-populates domain of the site the user account was created on.
     """
-    help = """./manage.py lms populate_created_on_site_user_attribute --users <user_id1>,<user_id2>...
+    help = """This command back-populates domain of the site the user account was created on.
+            Example: ./manage.py lms populate_created_on_site_user_attribute --users <user_id1>,<user_id2>...
            '--activation-keys <key1>,<key2>... --site-domain <site_domain> --settings=devstack_docker"""
 
     def add_arguments(self, parser):
diff --git a/common/djangoapps/track/management/commands/tracked_dummy_command.py b/common/djangoapps/track/management/commands/tracked_dummy_command.py
index 8de8e0bc64..092ad30d3b 100644
--- a/common/djangoapps/track/management/commands/tracked_dummy_command.py
+++ b/common/djangoapps/track/management/commands/tracked_dummy_command.py
@@ -5,6 +5,7 @@ Command used for testing TrackedCommands
 from __future__ import absolute_import
 
 import json
+from textwrap import dedent
 
 from eventtracking import tracker as eventtracker
 
@@ -13,6 +14,8 @@ from track.management.tracked_command import TrackedCommand
 
 class Command(TrackedCommand):
     """A locally-defined command, for testing, that returns the current context as a JSON string."""
+    help = dedent(__doc__).strip()
+
     def add_arguments(self, parser):
         parser.add_argument('dummy_arg')
         parser.add_argument('--key1')
diff --git a/lms/djangoapps/certificates/management/commands/create_fake_cert.py b/lms/djangoapps/certificates/management/commands/create_fake_cert.py
index 98ad84b591..fb6c66c6f7 100644
--- a/lms/djangoapps/certificates/management/commands/create_fake_cert.py
+++ b/lms/djangoapps/certificates/management/commands/create_fake_cert.py
@@ -12,6 +12,7 @@ Example usage:
 from __future__ import absolute_import
 
 import logging
+from textwrap import dedent
 
 from django.contrib.auth.models import User
 from django.core.management.base import BaseCommand
@@ -25,6 +26,7 @@ LOGGER = logging.getLogger(__name__)
 
 class Command(BaseCommand):
     """Create a fake certificate for a user in a course. """
+    help = dedent(__doc__).strip()
 
     def add_arguments(self, parser):
         parser.add_argument(
diff --git a/lms/djangoapps/certificates/management/commands/resubmit_error_certificates.py b/lms/djangoapps/certificates/management/commands/resubmit_error_certificates.py
index e7519e8a32..f11a6422cb 100644
--- a/lms/djangoapps/certificates/management/commands/resubmit_error_certificates.py
+++ b/lms/djangoapps/certificates/management/commands/resubmit_error_certificates.py
@@ -19,6 +19,7 @@ Example usage:
 from __future__ import absolute_import
 
 import logging
+from textwrap import dedent
 
 from django.core.management.base import BaseCommand, CommandError
 from opaque_keys import InvalidKeyError
@@ -34,6 +35,7 @@ LOGGER = logging.getLogger(__name__)
 
 class Command(BaseCommand):
     """Resubmit certificates with error status. """
+    help = dedent(__doc__).strip()
 
     def add_arguments(self, parser):
         parser.add_argument(
diff --git a/lms/djangoapps/instructor_task/management/commands/fail_old_tasks.py b/lms/djangoapps/instructor_task/management/commands/fail_old_tasks.py
index 526f12cb62..dca6ac783f 100644
--- a/lms/djangoapps/instructor_task/management/commands/fail_old_tasks.py
+++ b/lms/djangoapps/instructor_task/management/commands/fail_old_tasks.py
@@ -4,6 +4,7 @@ Commands to fail old tasks
 from __future__ import absolute_import, print_function, unicode_literals
 
 from datetime import datetime
+from textwrap import dedent
 
 from celery.states import FAILURE
 from django.core.management.base import BaseCommand, CommandError
@@ -21,6 +22,7 @@ class Command(BaseCommand):
     ./manage.py lms fail_old_tasks QUEUING --dry-run --after 2001-01-03 \
         --before 2001-01-06 --task-type bulk_course_email
     """
+    help = dedent(__doc__).strip()
 
     def add_arguments(self, parser):
         """
diff --git a/lms/djangoapps/program_enrollments/management/commands/reset_enrollment_data.py b/lms/djangoapps/program_enrollments/management/commands/reset_enrollment_data.py
index 95dc3c2896..1f9a029f62 100644
--- a/lms/djangoapps/program_enrollments/management/commands/reset_enrollment_data.py
+++ b/lms/djangoapps/program_enrollments/management/commands/reset_enrollment_data.py
@@ -7,6 +7,7 @@ Intented for use in integration sandbox environments
 from __future__ import absolute_import
 
 import logging
+from textwrap import dedent
 
 from django.core.management.base import BaseCommand, CommandError
 from django.db import transaction
@@ -25,6 +26,7 @@ class Command(BaseCommand):
     Example usage:
         $ ./manage.py lms reset_enrollment_data ca73b4af-676a-4bb3-a9a5-f6b5a3dedd,1c5f61b9-0be5-4a90-9ea5-582d5e066c
     """
+    help = dedent(__doc__).strip()
     confirmation_prompt = "Type 'confirm' to continue with deletion\n"
 
     def add_arguments(self, parser):
diff --git a/openedx/core/djangoapps/coursegraph/management/commands/dump_to_neo4j.py b/openedx/core/djangoapps/coursegraph/management/commands/dump_to_neo4j.py
index 47b1cc5b5d..76009429ce 100644
--- a/openedx/core/djangoapps/coursegraph/management/commands/dump_to_neo4j.py
+++ b/openedx/core/djangoapps/coursegraph/management/commands/dump_to_neo4j.py
@@ -5,6 +5,7 @@ neo4j, a graph database.
 from __future__ import absolute_import, print_function, unicode_literals
 
 import logging
+from textwrap import dedent
 
 from django.core.management.base import BaseCommand
 from django.utils import six
@@ -35,6 +36,8 @@ class Command(BaseCommand):
       python manage.py lms dump_to_neo4j --host localhost --https_port 7473 \
         --secure --user user --password password --settings=production
     """
+    help = dedent(__doc__).strip()
+
     def add_arguments(self, parser):
         parser.add_argument('--host', type=six.text_type)
         parser.add_argument('--https_port', type=int, default=7473)
diff --git a/openedx/core/djangoapps/schedules/management/commands/send_course_update.py b/openedx/core/djangoapps/schedules/management/commands/send_course_update.py
index c55be1055b..3497608eb4 100644
--- a/openedx/core/djangoapps/schedules/management/commands/send_course_update.py
+++ b/openedx/core/djangoapps/schedules/management/commands/send_course_update.py
@@ -3,6 +3,8 @@ Management command to send Schedule course updates
 """
 from __future__ import absolute_import
 
+from textwrap import dedent
+
 from six.moves import range
 
 from openedx.core.djangoapps.schedules.management.commands import SendEmailBaseCommand
@@ -10,6 +12,10 @@ from openedx.core.djangoapps.schedules.tasks import ScheduleCourseUpdate
 
 
 class Command(SendEmailBaseCommand):
+    """
+    Command to send Schedule course updates
+    """
+    help = dedent(__doc__).strip()
     async_send_task = ScheduleCourseUpdate
     log_prefix = 'Course Update'
     offsets = range(-7, -77, -7)
diff --git a/openedx/core/djangoapps/schedules/management/commands/send_recurring_nudge.py b/openedx/core/djangoapps/schedules/management/commands/send_recurring_nudge.py
index e1506e7a8e..a6cc461fd8 100644
--- a/openedx/core/djangoapps/schedules/management/commands/send_recurring_nudge.py
+++ b/openedx/core/djangoapps/schedules/management/commands/send_recurring_nudge.py
@@ -3,11 +3,17 @@ Management command to send recurring Schedule nudges
 """
 from __future__ import absolute_import
 
+from textwrap import dedent
+
 from openedx.core.djangoapps.schedules.management.commands import SendEmailBaseCommand
 from openedx.core.djangoapps.schedules.tasks import ScheduleRecurringNudge
 
 
 class Command(SendEmailBaseCommand):
+    """
+    Command to send recurring Schedule nudges
+    """
+    help = dedent(__doc__).strip()
     async_send_task = ScheduleRecurringNudge
     log_prefix = 'Scheduled Nudge'
     offsets = (-3, -10)
diff --git a/openedx/core/djangoapps/schedules/management/commands/send_upgrade_reminder.py b/openedx/core/djangoapps/schedules/management/commands/send_upgrade_reminder.py
index b36643cc9b..4c973abf33 100644
--- a/openedx/core/djangoapps/schedules/management/commands/send_upgrade_reminder.py
+++ b/openedx/core/djangoapps/schedules/management/commands/send_upgrade_reminder.py
@@ -3,11 +3,17 @@ A management command to send Schedule upgrade reminders
 """
 from __future__ import absolute_import
 
+from textwrap import dedent
+
 from openedx.core.djangoapps.schedules.management.commands import SendEmailBaseCommand
 from openedx.core.djangoapps.schedules.tasks import ScheduleUpgradeReminder
 
 
 class Command(SendEmailBaseCommand):
+    """
+    A management command to send Schedule upgrade reminders
+    """
+    help = dedent(__doc__).strip()
     async_send_task = ScheduleUpgradeReminder
     log_prefix = 'Upgrade Reminder'
     offsets = (2,)
diff --git a/openedx/core/djangoapps/schedules/management/commands/setup_models_to_send_test_emails.py b/openedx/core/djangoapps/schedules/management/commands/setup_models_to_send_test_emails.py
index 4a1bfefab1..9d2eac6612 100644
--- a/openedx/core/djangoapps/schedules/management/commands/setup_models_to_send_test_emails.py
+++ b/openedx/core/djangoapps/schedules/management/commands/setup_models_to_send_test_emails.py
@@ -5,6 +5,7 @@ A managment command that can be used to set up Schedules with various configurat
 from __future__ import absolute_import
 
 import datetime
+from textwrap import dedent
 
 import factory
 import pytz
@@ -57,6 +58,7 @@ class Command(BaseCommand):
     A management command that generates schedule objects for all expected schedule email types, so that it is easy to
     generate test emails of all available types.
     """
+    help = dedent(__doc__).strip()
 
     def handle(self, *args, **options):
         courses = modulestore().get_courses()
diff --git a/openedx/core/djangoapps/site_configuration/management/commands/create_site_configuration.py b/openedx/core/djangoapps/site_configuration/management/commands/create_site_configuration.py
index 06f0512583..c35ba87c78 100644
--- a/openedx/core/djangoapps/site_configuration/management/commands/create_site_configuration.py
+++ b/openedx/core/djangoapps/site_configuration/management/commands/create_site_configuration.py
@@ -3,9 +3,11 @@ Run by ansible to setup a single site configuration in sandbox environments
 """
 import json
 import logging
+from textwrap import dedent
 
 from django.contrib.sites.models import Site
 from django.core.management.base import BaseCommand
+
 from openedx.core.djangoapps.site_configuration.models import SiteConfiguration
 
 LOG = logging.getLogger(__name__)
@@ -20,6 +22,8 @@ class Command(BaseCommand):
     ./manage.py lms create_configuration uox.sandbox.edx.org
       --configuration="{'COURSE_CATALOG_API_URL':'https://discovery-uox.sandbox.edx.org/api/v1'}"
     """
+    help = dedent(__doc__).strip()
+
     def add_arguments(self, parser):
         parser.add_argument('domain')
         parser.add_argument(
diff --git a/openedx/core/djangoapps/theming/management/commands/create_sites_and_configurations.py b/openedx/core/djangoapps/theming/management/commands/create_sites_and_configurations.py
index 00cd7b2a02..108dfa850b 100644
--- a/openedx/core/djangoapps/theming/management/commands/create_sites_and_configurations.py
+++ b/openedx/core/djangoapps/theming/management/commands/create_sites_and_configurations.py
@@ -8,6 +8,7 @@ import fnmatch
 import json
 import logging
 import os
+from textwrap import dedent
 
 from django.contrib.auth.models import User
 from django.contrib.sites.models import Site
@@ -31,6 +32,7 @@ class Command(BaseCommand):
     Example:
     ./manage.py lms create_sites_and_configurations --dns-name whitelabel --theme-path /edx/src/edx-themes/edx-platform
     """
+    help = dedent(__doc__).strip()
     dns_name = None
     theme_path = None
     ecommerce_user = None
diff --git a/openedx/core/djangoapps/user_api/management/commands/bulk_user_org_email_optout.py b/openedx/core/djangoapps/user_api/management/commands/bulk_user_org_email_optout.py
index 8203443341..90198e8186 100644
--- a/openedx/core/djangoapps/user_api/management/commands/bulk_user_org_email_optout.py
+++ b/openedx/core/djangoapps/user_api/management/commands/bulk_user_org_email_optout.py
@@ -21,6 +21,7 @@ from __future__ import absolute_import, print_function
 import csv
 import logging
 import time
+from textwrap import dedent
 
 from django.core.management.base import BaseCommand, CommandError
 from django.db import connections
@@ -32,8 +33,23 @@ log = logging.getLogger(__name__)
 
 class Command(BaseCommand):
     """
-    Implementation of the bulk_user_org_email_optout command.
+    One-off script to opt-out users for email from orgs.
+
+    Input: A CSV file with a user_id,org pair per line. For example:
+
+    1962921,FooX
+    5506350,BarX
+    5709986,FooX
+
+    Lines formatted with a double-quoted org also work fine, such as:
+
+    5506350,"BarX"
+
+    Opts-out every specified user/org combo row from email by setting the 'email-optin' tag to 'False'.
+    If the user/org combo does not currently exist in the table, a row will be created for it which
+    will be have the 'email-optin' tag set to 'False'.
     """
+    help = dedent(__doc__).strip()
     # Default number of user/org opt-outs to perform in each DB transaction.
     DEFAULT_CHUNK_SIZE = 1000
 
diff --git a/openedx/core/djangoapps/user_api/management/commands/create_user_gdpr_testing.py b/openedx/core/djangoapps/user_api/management/commands/create_user_gdpr_testing.py
index ff9f4145b3..03395cd9c4 100644
--- a/openedx/core/djangoapps/user_api/management/commands/create_user_gdpr_testing.py
+++ b/openedx/core/djangoapps/user_api/management/commands/create_user_gdpr_testing.py
@@ -7,6 +7,7 @@ Optionally takes in username, email, and course UUID arguments.
 from __future__ import absolute_import, unicode_literals
 
 from datetime import datetime
+from textwrap import dedent
 from uuid import uuid4
 
 from consent.models import DataSharingConsent
@@ -34,8 +35,11 @@ from ...models import UserOrgTag
 
 class Command(BaseCommand):
     """
-    Implementation of the create_user_gdpr_testing command.
+    Create a user with GDPR P1 PII for manual testing.
+    Enrolls the user in the DemoX course.
+    Optionally takes in username, email, and course UUID arguments.
     """
+    help = dedent(__doc__).strip()
 
     def add_arguments(self, parser):
         parser.add_argument(
diff --git a/openedx/core/djangoapps/user_api/management/commands/sync_hubspot_contacts.py b/openedx/core/djangoapps/user_api/management/commands/sync_hubspot_contacts.py
index a838381562..91262877dd 100644
--- a/openedx/core/djangoapps/user_api/management/commands/sync_hubspot_contacts.py
+++ b/openedx/core/djangoapps/user_api/management/commands/sync_hubspot_contacts.py
@@ -9,6 +9,7 @@ import json
 import time
 import traceback
 from datetime import datetime, timedelta
+from textwrap import dedent
 
 import six.moves.urllib.parse  # pylint: disable=import-error
 from django.contrib.auth.models import User
@@ -28,6 +29,7 @@ class Command(BaseCommand):
     Command to create contacts in hubspot for those partner who has enabled hubspot integration.
     This command is suppose to sync contact with hubspot on daily basis.
     """
+    help = dedent(__doc__).strip()
 
     def _get_hubspot_enabled_sites(self):
         """
diff --git a/openedx/core/djangoapps/verified_track_content/management/commands/swap_from_auto_track_cohort_pilot.py b/openedx/core/djangoapps/verified_track_content/management/commands/swap_from_auto_track_cohort_pilot.py
index 2596d1da75..50300c8efc 100644
--- a/openedx/core/djangoapps/verified_track_content/management/commands/swap_from_auto_track_cohort_pilot.py
+++ b/openedx/core/djangoapps/verified_track_content/management/commands/swap_from_auto_track_cohort_pilot.py
@@ -1,18 +1,19 @@
 """Management command to migrate a course's xblock's group_access from Verified Track Cohorts to Enrollment Tracks"""
 from __future__ import absolute_import, print_function
 
-from contentstore.course_group_config import GroupConfiguration
+from textwrap import dedent
+
 from django.conf import settings
-from course_modes.models import CourseMode
 from django.core.management.base import BaseCommand, CommandError
 
+from contentstore.course_group_config import GroupConfiguration
+from course_modes.models import CourseMode
 from openedx.core.djangoapps.course_groups.cohorts import CourseCohort
-from openedx.core.djangoapps.course_groups.models import (CourseUserGroup, CourseUserGroupPartitionGroup)
+from openedx.core.djangoapps.course_groups.models import CourseUserGroup, CourseUserGroupPartitionGroup
 from openedx.core.djangoapps.verified_track_content.models import (
     MigrateVerifiedTrackCohortsSetting,
     VerifiedTrackCohortedCourse
 )
-
 from xmodule.modulestore import ModuleStoreEnum
 from xmodule.modulestore.django import modulestore
 from xmodule.partitions.partitions import ENROLLMENT_TRACK_PARTITION_ID
@@ -23,6 +24,7 @@ class Command(BaseCommand):
     """
     Migrates a course's xblock's group_access from Verified Track Cohorts to Enrollment Tracks
     """
+    help = dedent(__doc__).strip()
 
     def handle(self, *args, **options):
 
diff --git a/openedx/features/course_duration_limits/management/commands/cdl_setup_models_to_send_test_emails.py b/openedx/features/course_duration_limits/management/commands/cdl_setup_models_to_send_test_emails.py
index 554c0187c5..f78964de5b 100644
--- a/openedx/features/course_duration_limits/management/commands/cdl_setup_models_to_send_test_emails.py
+++ b/openedx/features/course_duration_limits/management/commands/cdl_setup_models_to_send_test_emails.py
@@ -5,6 +5,7 @@ A managment command that can be used to set up Schedules with various configurat
 from __future__ import absolute_import
 
 import datetime
+from textwrap import dedent
 
 import factory
 import pytz
@@ -31,6 +32,7 @@ class Command(BaseCommand):
     A management command that generates schedule objects for all expected course duration limit
     email types, so that it is easy to generate test emails of all available types.
     """
+    help = dedent(__doc__).strip()
 
     def handle(self, *args, **options):
         courses = modulestore().get_courses()
@@ -52,5 +54,4 @@ class Command(BaseCommand):
         CourseModeFactory.create(course_id=course_overview.id, mode_slug=CourseMode.AUDIT)
         CourseModeFactory.create(course_id=course_overview.id, mode_slug=CourseMode.VERIFIED)
         CourseDurationLimitExpirySchedule.create_batch(20, enrollment__course=course_overview)
-
         ScheduleConfigFactory.create(site=Site.objects.get(name='example.com'))
diff --git a/openedx/features/course_duration_limits/management/commands/send_access_expiry_reminder.py b/openedx/features/course_duration_limits/management/commands/send_access_expiry_reminder.py
index ff7014be51..354bb188fa 100644
--- a/openedx/features/course_duration_limits/management/commands/send_access_expiry_reminder.py
+++ b/openedx/features/course_duration_limits/management/commands/send_access_expiry_reminder.py
@@ -3,9 +3,10 @@
 
 Send out reminder emails for any students who will lose access to course content in 7 days.
 """
-
 from __future__ import absolute_import
 
+from textwrap import dedent
+
 from openedx.core.djangoapps.schedules.management.commands import SendEmailBaseCommand
 from openedx.features.course_duration_limits.tasks import CourseDurationLimitExpiryReminder
 
@@ -13,6 +14,13 @@ from ... import resolvers
 
 
 class Command(SendEmailBaseCommand):
+    """
+    Send out reminder emails for any students who will lose access
+    to course content in 7 days.
+
+    ./manage.py lms send_access_expiry_reminder <domain>
+    """
+    help = dedent(__doc__).strip()
     async_send_task = CourseDurationLimitExpiryReminder
     log_prefix = resolvers.EXPIRY_REMINDER_LOG_PREFIX
     offsets = (7,)  # Days until Course Duration Limit expiry