diff --git a/mailpoet/lib/API/JSON/v1/Newsletters.php b/mailpoet/lib/API/JSON/v1/Newsletters.php
index ae136e1c26..04dd502e62 100644
--- a/mailpoet/lib/API/JSON/v1/Newsletters.php
+++ b/mailpoet/lib/API/JSON/v1/Newsletters.php
@@ -17,12 +17,12 @@ use MailPoet\Listing;
 use MailPoet\Newsletter\Listing\NewsletterListingRepository;
 use MailPoet\Newsletter\NewsletterSaveController;
 use MailPoet\Newsletter\NewslettersRepository;
+use MailPoet\Newsletter\NewsletterValidator;
 use MailPoet\Newsletter\Preview\SendPreviewController;
 use MailPoet\Newsletter\Preview\SendPreviewException;
 use MailPoet\Newsletter\Scheduler\PostNotificationScheduler;
 use MailPoet\Newsletter\Scheduler\Scheduler;
 use MailPoet\Newsletter\Url as NewsletterUrl;
-use MailPoet\Newsletter\Validator;
 use MailPoet\Settings\SettingsController;
 use MailPoet\UnexpectedValueException;
 use MailPoet\Util\License\Features\Subscribers as SubscribersFeature;
@@ -76,11 +76,8 @@ class Newsletters extends APIEndpoint {
   /** @var NewsletterUrl */
   private $newsletterUrl;
 
-  /** @var TrackingConfig */
-  private $trackingConfig;
-
-  /** @var Validator */
-  private $validator;
+  /** @var NewsletterValidator */
+  private $newsletterValidator;
 
   /** @var Scheduler */
   private $scheduler;
@@ -100,7 +97,7 @@ class Newsletters extends APIEndpoint {
     NewsletterSaveController $newsletterSaveController,
     NewsletterUrl $newsletterUrl,
     Scheduler $scheduler,
-    Validator $validator
+    NewsletterValidator $newsletterValidator
   ) {
     $this->listingHandler = $listingHandler;
     $this->wp = $wp;
@@ -116,7 +113,7 @@ class Newsletters extends APIEndpoint {
     $this->newsletterSaveController = $newsletterSaveController;
     $this->newsletterUrl = $newsletterUrl;
     $this->scheduler = $scheduler;
-    $this->validator = $validator;
+    $this->newsletterValidator = $newsletterValidator;
   }
 
   public function get($data = []) {
@@ -188,7 +185,7 @@ class Newsletters extends APIEndpoint {
     }
 
     if ($status === NewsletterEntity::STATUS_ACTIVE) {
-      $validationError = $this->validator->validate($newsletter);
+      $validationError = $this->newsletterValidator->validate($newsletter);
       if ($validationError !== null) {
         return $this->errorResponse([APIError::FORBIDDEN => $validationError], [], Response::STATUS_FORBIDDEN);
       }
diff --git a/mailpoet/lib/API/JSON/v1/SendingQueue.php b/mailpoet/lib/API/JSON/v1/SendingQueue.php
index ca4c9df623..c61810da8c 100644
--- a/mailpoet/lib/API/JSON/v1/SendingQueue.php
+++ b/mailpoet/lib/API/JSON/v1/SendingQueue.php
@@ -14,10 +14,10 @@ use MailPoet\Mailer\MailerFactory;
 use MailPoet\Models\Newsletter;
 use MailPoet\Models\SendingQueue as SendingQueueModel;
 use MailPoet\Newsletter\NewslettersRepository;
+use MailPoet\Newsletter\NewsletterValidator;
 use MailPoet\Newsletter\Scheduler\Scheduler;
 use MailPoet\Newsletter\Sending\ScheduledTasksRepository;
 use MailPoet\Newsletter\Sending\SendingQueuesRepository;
-use MailPoet\Newsletter\Validator;
 use MailPoet\Segments\SubscribersFinder;
 use MailPoet\Tasks\Sending as SendingTask;
 use MailPoet\Util\License\Features\Subscribers as SubscribersFeature;
@@ -45,12 +45,12 @@ class SendingQueue extends APIEndpoint {
   /** @var MailerFactory */
   private $mailerFactory;
 
+  /** @var NewsletterValidator */
+  private $newsletterValidator;
+  
   /** @var Scheduler */
   private $scheduler;
 
-  /** @var Validator */
-  private $validator;
-
   public function __construct(
     SubscribersFeature $subscribersFeature,
     NewslettersRepository $newsletterRepository,
@@ -59,7 +59,7 @@ class SendingQueue extends APIEndpoint {
     ScheduledTasksRepository $scheduledTasksRepository,
     MailerFactory $mailerFactory,
     Scheduler $scheduler,
-    Validator $validator
+    NewsletterValidator $newsletterValidator
   ) {
     $this->subscribersFeature = $subscribersFeature;
     $this->subscribersFinder = $subscribersFinder;
@@ -68,7 +68,7 @@ class SendingQueue extends APIEndpoint {
     $this->scheduledTasksRepository = $scheduledTasksRepository;
     $this->mailerFactory = $mailerFactory;
     $this->scheduler = $scheduler;
-    $this->validator = $validator;
+    $this->newsletterValidator = $newsletterValidator;
   }
 
   public function add($data = []) {
@@ -97,7 +97,7 @@ class SendingQueue extends APIEndpoint {
       ]);
     }
 
-    $validationError = $this->validator->validate($newsletterEntity);
+    $validationError = $this->newsletterValidator->validate($newsletterEntity);
     if ($validationError) {
       return $this->errorResponse([
         APIError::BAD_REQUEST => $validationError,
diff --git a/mailpoet/lib/DI/ContainerConfigurator.php b/mailpoet/lib/DI/ContainerConfigurator.php
index 8b0ebf97a3..0148247cfd 100644
--- a/mailpoet/lib/DI/ContainerConfigurator.php
+++ b/mailpoet/lib/DI/ContainerConfigurator.php
@@ -391,7 +391,7 @@ class ContainerConfigurator implements IContainerConfigurator {
     $container->autowire(\MailPoet\Newsletter\AutomaticEmailsRepository::class)->setPublic(true);
     $container->autowire(\MailPoet\Newsletter\NewsletterHtmlSanitizer::class)->setPublic(true);
     $container->autowire(\MailPoet\Newsletter\Url::class)->setPublic(true);
-    $container->autowire(\MailPoet\Newsletter\Validator::class)->setPublic(true);
+    $container->autowire(\MailPoet\Newsletter\NewsletterValidator::class)->setPublic(true);
     $container->autowire(\MailPoet\Newsletter\Links\Links::class)->setPublic(true);
     $container->autowire(\MailPoet\Newsletter\Listing\NewsletterListingRepository::class)->setPublic(true);
     $container->autowire(\MailPoet\Newsletter\Options\NewsletterOptionsRepository::class)->setPublic(true);
diff --git a/mailpoet/lib/Newsletter/Validator.php b/mailpoet/lib/Newsletter/NewsletterValidator.php
similarity index 76%
rename from mailpoet/lib/Newsletter/Validator.php
rename to mailpoet/lib/Newsletter/NewsletterValidator.php
index f8568598ec..085803f98f 100644
--- a/mailpoet/lib/Newsletter/Validator.php
+++ b/mailpoet/lib/Newsletter/NewsletterValidator.php
@@ -7,7 +7,7 @@ use MailPoet\Services\Bridge;
 use MailPoet\Settings\TrackingConfig;
 use MailPoet\Validator\ValidationException;
 
-class Validator {
+class NewsletterValidator {
   
   /** @var Bridge */
   private $bridge;
@@ -27,7 +27,8 @@ class Validator {
     try {
       $this->validateBody($newsletterEntity);
       $this->validateUnsubscribeRequirements($newsletterEntity);
-      $this->validateReengagementRequirements($newsletterEntity);
+      $this->validateReEngagementRequirements($newsletterEntity);
+      $this->validateAutomaticLatestContentRequirements($newsletterEntity);
     } catch (ValidationException $exception) {
       return __($exception->getMessage(), 'mailpoet');
     }
@@ -61,7 +62,7 @@ class Validator {
     }
   }
 
-  private function validateReengagementRequirements(NewsletterEntity $newsletterEntity): void {
+  private function validateReEngagementRequirements(NewsletterEntity $newsletterEntity): void {
     if ($newsletterEntity->getType() !== NewsletterEntity::TYPE_RE_ENGAGEMENT) {
       return;
     }
@@ -74,4 +75,17 @@ class Validator {
       throw new ValidationException('Re-engagement emails are disabled because open and click tracking is disabled in MailPoet → Settings → Advanced.');
     }
   }
+
+  private function validateAutomaticLatestContentRequirements(NewsletterEntity $newsletterEntity) {
+    if ($newsletterEntity->getType() !== NewsletterEntity::TYPE_NOTIFICATION) {
+      return;
+    }
+    $content = $newsletterEntity->getContent();
+    if (
+      strpos($content, '"type":"automatedLatestContent"') === false && 
+      strpos($content, '"type":"automatedLatestContentLayout"') === false
+    ) {
+      throw new ValidationException('Please add an “Automatic Latest Content” widget to the email from the right sidebar.');
+    }
+  }
 }
diff --git a/mailpoet/tests/DataFactories/Newsletter.php b/mailpoet/tests/DataFactories/Newsletter.php
index 072840f047..f0884b493c 100644
--- a/mailpoet/tests/DataFactories/Newsletter.php
+++ b/mailpoet/tests/DataFactories/Newsletter.php
@@ -2,6 +2,7 @@
 
 namespace MailPoet\Test\DataFactories;
 
+use Codeception\Util\Fixtures;
 use MailPoet\DI\ContainerWrapper;
 use MailPoet\Entities\NewsletterEntity;
 use MailPoet\Entities\NewsletterOptionEntity;
@@ -12,6 +13,7 @@ use MailPoet\Entities\ScheduledTaskSubscriberEntity;
 use MailPoet\Entities\SegmentEntity;
 use MailPoet\Entities\SendingQueueEntity;
 use MailPoet\Entities\SubscriberEntity;
+use MailPoet\Util\Security;
 use MailPoetVendor\Carbon\Carbon;
 use MailPoetVendor\Doctrine\ORM\EntityManager;
 
@@ -57,6 +59,10 @@ class Newsletter {
     return $this;
   }
 
+  public function withDefaultBody() {
+    return $this->withBody(json_decode(Fixtures::get('newsletter_body_template'), true));
+  }
+
   /**
    * @return Newsletter
    */
@@ -140,6 +146,11 @@ class Newsletter {
     return $this;
   }
 
+  public function withReengagementType() {
+    $this->data['type'] = NewsletterEntity::TYPE_RE_ENGAGEMENT;
+    return $this;
+  }
+
   /**
    * @return Newsletter
    */
@@ -332,6 +343,7 @@ class Newsletter {
       $newsletter->setSenderAddress('john.doe@example.com');
       $newsletter->setSenderName('John Doe');
     }
+    $newsletter->setHash(Security::generateHash());
     if (isset($this->data['parent'])) $newsletter->setParent($this->data['parent']);
     if (isset($this->data['deleted_at'])) $newsletter->setDeletedAt($this->data['deleted_at']);
     return $newsletter;
diff --git a/mailpoet/tests/integration/API/JSON/v1/NewslettersTest.php b/mailpoet/tests/integration/API/JSON/v1/NewslettersTest.php
index 53dab0a62d..956ec41752 100644
--- a/mailpoet/tests/integration/API/JSON/v1/NewslettersTest.php
+++ b/mailpoet/tests/integration/API/JSON/v1/NewslettersTest.php
@@ -3,7 +3,6 @@
 namespace MailPoet\Test\API\JSON\v1;
 
 use Codeception\Stub\Expected;
-use Codeception\Util\Fixtures;
 use Codeception\Util\Stub;
 use Helper\WordPressHooks as WPHooksHelper;
 use MailPoet\API\JSON\Response as APIResponse;
@@ -26,6 +25,7 @@ use MailPoet\Models\SendingQueue;
 use MailPoet\Newsletter\Listing\NewsletterListingRepository;
 use MailPoet\Newsletter\NewsletterSaveController;
 use MailPoet\Newsletter\NewslettersRepository;
+use MailPoet\Newsletter\NewsletterValidator;
 use MailPoet\Newsletter\Options\NewsletterOptionFieldsRepository;
 use MailPoet\Newsletter\Options\NewsletterOptionsRepository;
 use MailPoet\Newsletter\Preview\SendPreviewController;
@@ -36,13 +36,12 @@ use MailPoet\Newsletter\Segment\NewsletterSegmentRepository;
 use MailPoet\Newsletter\Sending\SendingQueuesRepository;
 use MailPoet\Newsletter\Statistics\NewsletterStatisticsRepository;
 use MailPoet\Newsletter\Url;
-use MailPoet\Newsletter\Validator;
 use MailPoet\Router\Router;
 use MailPoet\Segments\SegmentsRepository;
 use MailPoet\Settings\SettingsController;
 use MailPoet\Tasks\Sending as SendingTask;
+use MailPoet\Test\DataFactories\Newsletter;
 use MailPoet\Util\License\Features\Subscribers as SubscribersFeature;
-use MailPoet\Util\Security;
 use MailPoet\WooCommerce\Helper as WCHelper;
 use MailPoet\WP\Emoji;
 use MailPoet\WP\Functions as WPFunctions;
@@ -113,8 +112,8 @@ class NewslettersTest extends \MailPoetTest {
         ),
       ]
     );
-    $this->newsletter = $this->createNewsletter('My Standard Newsletter', NewsletterEntity::TYPE_STANDARD);
-    $this->postNotification = $this->createNewsletter('My Post Notification', NewsletterEntity::TYPE_NOTIFICATION);
+    $this->newsletter = (new Newsletter())->withDefaultBody()->withSubject('My Standard Newsletter')->create();
+    $this->postNotification = (new Newsletter())->withPostNotificationsType()->withSubject('My Post Notification')->loadBodyFrom('newsletterWithALC.json')->create();
 
     $this->createNewsletterOptionField(NewsletterOptionFieldEntity::NAME_IS_SCHEDULED, NewsletterEntity::TYPE_STANDARD);
     $this->createNewsletterOptionField(NewsletterOptionFieldEntity::NAME_SCHEDULED_AT, NewsletterEntity::TYPE_STANDARD);
@@ -129,7 +128,7 @@ class NewslettersTest extends \MailPoetTest {
       if (!$sentAt) {
         continue;
       }
-      $sentNewsletters[$i] = $this->createNewsletter("Sent newsletter {$i}", NewsletterEntity::TYPE_STANDARD);
+      $sentNewsletters[$i] = (new Newsletter())->withSubject("Sent newsletter {$i}")->create();
       $sentNewsletters[$i]->setSentAt($sentAt);
     }
     $this->newsletterRepository->flush();
@@ -695,21 +694,10 @@ class NewslettersTest extends \MailPoetTest {
       $this->diContainer->get(NewsletterSaveController::class),
       $this->diContainer->get(Url::class),
       $this->scheduler,
-      $this->diContainer->get(Validator::class)
+      $this->diContainer->get(NewsletterValidator::class)
     );
   }
 
-  private function createNewsletter(string $subject, string $type): NewsletterEntity {
-    $newsletter = new NewsletterEntity();
-    $newsletter->setSubject($subject);
-    $newsletter->setBody((array)json_decode(Fixtures::get('newsletter_body_template'), true));
-    $newsletter->setType($type);
-    $newsletter->setHash(Security::generateHash());
-    $this->newsletterRepository->persist($newsletter);
-    $this->newsletterRepository->flush();
-    return $newsletter;
-  }
-
   private function createNewsletterOptionField(string $name, string $type): NewsletterOptionFieldEntity {
     $optionField = new NewsletterOptionFieldEntity();
     $optionField->setName($name);
diff --git a/mailpoet/tests/integration/API/JSON/v1/SendingQueueTest.php b/mailpoet/tests/integration/API/JSON/v1/SendingQueueTest.php
index 78567128d4..aec022aa52 100644
--- a/mailpoet/tests/integration/API/JSON/v1/SendingQueueTest.php
+++ b/mailpoet/tests/integration/API/JSON/v1/SendingQueueTest.php
@@ -13,12 +13,12 @@ use MailPoet\Entities\ScheduledTaskEntity;
 use MailPoet\Entities\SendingQueueEntity;
 use MailPoet\Mailer\MailerFactory;
 use MailPoet\Newsletter\NewslettersRepository;
+use MailPoet\Newsletter\NewsletterValidator;
 use MailPoet\Newsletter\Options\NewsletterOptionFieldsRepository;
 use MailPoet\Newsletter\Options\NewsletterOptionsRepository;
 use MailPoet\Newsletter\Scheduler\Scheduler;
 use MailPoet\Newsletter\Sending\ScheduledTasksRepository;
 use MailPoet\Newsletter\Sending\SendingQueuesRepository;
-use MailPoet\Newsletter\Validator;
 use MailPoet\Segments\SubscribersFinder;
 use MailPoet\Services\Bridge;
 use MailPoet\Settings\SettingsController;
@@ -86,7 +86,7 @@ class SendingQueueTest extends \MailPoetTest {
       $this->diContainer->get(ScheduledTasksRepository::class),
       $this->diContainer->get(MailerFactory::class),
       $this->diContainer->get(Scheduler::class),
-      $this->diContainer->get(Validator::class)
+      $this->diContainer->get(NewsletterValidator::class)
     );
     $res = $sendingQueue->add(['newsletter_id' => $this->newsletter->getId()]);
     expect($res->status)->equals(APIResponse::STATUS_FORBIDDEN);
@@ -169,7 +169,7 @@ class SendingQueueTest extends \MailPoetTest {
       $this->diContainer->get(ScheduledTasksRepository::class),
       $this->diContainer->get(MailerFactory::class),
       $this->diContainer->get(Scheduler::class),
-      new Validator(Stub::make(Bridge::class, [
+      new NewsletterValidator(Stub::make(Bridge::class, [
         'isMailpoetSendingServiceEnabled' => true,
       ]), $this->diContainer->get(TrackingConfig::class))
     );
diff --git a/mailpoet/tests/integration/Newsletter/NewsletterValidatorTest.php b/mailpoet/tests/integration/Newsletter/NewsletterValidatorTest.php
new file mode 100644
index 0000000000..392980f75e
--- /dev/null
+++ b/mailpoet/tests/integration/Newsletter/NewsletterValidatorTest.php
@@ -0,0 +1,109 @@
+<?php
+
+namespace MailPoet\Test\Newsletter;
+
+use Codeception\Util\Stub;
+use MailPoet\Newsletter\NewsletterValidator;
+use MailPoet\Services\Bridge;
+use MailPoet\Settings\TrackingConfig;
+use MailPoet\Test\DataFactories\Newsletter;
+
+class NewsletterValidatorTest extends \MailPoetTest {
+  /** @var NewsletterValidator */
+  private $newsletterValidator;
+
+  public function _before() {
+    parent::_before();
+    $this->newsletterValidator = $this->diContainer->get(NewsletterValidator::class);
+  }
+
+  public function testUnsubscribeFooterIsNotRequiredIfNotUsingMSS() {
+      $newsletter = (new Newsletter())->loadBodyFrom('newsletterWithTextNoFooter.json')->create();
+      $validationError = $this->newsletterValidator->validate($newsletter);
+      expect($validationError)->null();
+  }
+
+  public function testUnsubscribeFooterRequiredIfUsingMSS() {
+    $newsletter = (new Newsletter())->loadBodyFrom('newsletterWithTextNoFooter.json')->create();
+    $bridge = Stub::make(Bridge::class, ['isMailpoetSendingServiceEnabled' => true]);
+    $validator = $this->getServiceWithOverrides(NewsletterValidator::class, ['bridge' => $bridge]);
+    $validationError = $validator->validate($newsletter);
+    expect($validationError)->equals('All emails must include an "Unsubscribe" link. Add a footer widget to your email to continue.');
+  }
+
+  public function testItRequiresBodyContent() {
+    $newsletter = (new Newsletter())->withBody('')->create();
+    $validationError = $this->newsletterValidator->validate($newsletter);
+    expect($validationError)->equals('Poet, please add prose to your masterpiece before you send it to your followers.');
+  }
+
+  public function testItRequiresContentBlocks() {
+    $newsletter = (new Newsletter())->withBody(['content' => ['type' => 'container', 'columnLayout' => false, 'orientation' => 'vertical', 'blocks' => []]])->create();
+    $validationError = $this->newsletterValidator->validate($newsletter);
+    expect($validationError)->equals('Poet, please add prose to your masterpiece before you send it to your followers.');
+  }
+
+  public function testItIsValidWithAContentBlock() {
+    $newsletter = (new Newsletter())->withBody(['content' => ['type' => 'container', 'columnLayout' => false, 'orientation' => 'vertical', 'blocks' => [
+      [
+        'type' => 'text',
+        'text' => 'Some text'
+      ]
+    ]]])->create();
+    $validationError = $this->newsletterValidator->validate($newsletter);
+    expect($validationError)->null();
+  }
+
+
+  public function testItRequiresReengagementShortcodes() {
+    $newsletter = (new Newsletter())->withReengagementType()->withDefaultBody()->create();
+    $validationError = $this->newsletterValidator->validate($newsletter);
+    expect($validationError)->equals('A re-engagement email must include a link with [link:subscription_re_engage_url] shortcode.');
+  }
+
+  public function testReengagementNewsletterIsValidWithRequiredShortcode() {
+    $newsletter = (new Newsletter())->withReengagementType()->withBody([
+      'content' => [
+        'blocks' => [
+          [
+            'type' => 'text',
+            'text' => '[link:subscription_re_engage_url]',
+          ]
+        ]
+      ]
+    ])->create();
+    $validationError = $this->newsletterValidator->validate($newsletter);
+    expect($validationError)->null();
+  }
+
+  public function testItRequiresTrackingForReengagementEmails() {
+    $newsletter = (new Newsletter())->withReengagementType()->withBody([
+      'content' => [
+        'blocks' => [
+          [
+            'type' => 'text',
+            'text' => '[link:subscription_re_engage_url]',
+          ]
+        ]
+      ]
+    ])->create();
+    $validator = $this->getServiceWithOverrides(NewsletterValidator::class, [
+      'trackingConfig' => Stub::make(TrackingConfig::class, ['isEmailTrackingEnabled' => false])
+    ]);
+    $validationError = $validator->validate($newsletter);
+    expect($validationError)->equals('Re-engagement emails are disabled because open and click tracking is disabled in MailPoet → Settings → Advanced.');
+  }
+
+  public function testAlcEmailFailsValidationWithoutAlcBlock() {
+    $newsletter = (new Newsletter())->withDefaultBody()->withPostNotificationsType()->create();
+    $validationError = $this->newsletterValidator->validate($newsletter);
+    expect($validationError)->equals('Please add an “Automatic Latest Content” widget to the email from the right sidebar.');
+  }
+
+  public function testAlcEmailPassesWithAlcBlock() {
+    $newsletter = (new Newsletter())->loadBodyFrom('newsletterWithALC.json')->withPostNotificationsType()->create();
+    $validationError = $this->newsletterValidator->validate($newsletter);
+    expect($validationError)->null();
+  }
+
+}
diff --git a/mailpoet/tests/integration/_bootstrap.php b/mailpoet/tests/integration/_bootstrap.php
index c8a66a8124..148a2112dd 100644
--- a/mailpoet/tests/integration/_bootstrap.php
+++ b/mailpoet/tests/integration/_bootstrap.php
@@ -183,6 +183,29 @@ abstract class MailPoetTest extends \Codeception\TestCase\Test { // phpcs:ignore
     return $method->invokeArgs($object, $parameters);
   }
 
+  /**
+   * Retrieve a clone of a DI service with specific private/protected properties replaced
+   *
+   * @template T of object
+   * @param class-string<T> $id
+   * @param array<string, Object> $overrides
+   *  string = protected/private property name
+   *  Object = replacement for that property
+   * @return T
+   */
+  public function getServiceWithOverrides(string $id, array $overrides) {
+    $instance = $this->diContainer->get($id);
+    $clone = clone $instance;
+    $reflection = new \ReflectionClass($clone);
+    foreach ($overrides as $propertyName => $override) {
+      $property = $reflection->getProperty($propertyName);
+      $property->setAccessible(true);
+      $property->setValue($clone, $override);
+      $property->setAccessible(false);
+    }
+    return $clone;
+  }
+
   public static function markTestSkipped(string $message = ''): void {
     $branchName = getenv('CIRCLE_BRANCH');
     if ($branchName === 'master' || $branchName === 'release') {