diff --git a/lib/API/JSON/v1/DynamicSegments.php b/lib/API/JSON/v1/DynamicSegments.php
index 657ce3fdb1..59ad8d3a35 100644
--- a/lib/API/JSON/v1/DynamicSegments.php
+++ b/lib/API/JSON/v1/DynamicSegments.php
@@ -150,6 +150,8 @@ class DynamicSegments extends APIEndpoint {
         return WPFunctions::get()->__('Please select a type for the comparison, an amount and a number of days.', 'mailpoet');
       case InvalidFilterException::MISSING_FILTER:
         return WPFunctions::get()->__('Please add at least one condition for filtering.', 'mailpoet');
+      case InvalidFilterException::MISSING_OPERATOR:
+        return WPFunctions::get()->__('Please select a type for the comparison.', 'mailpoet');
       default:
         return WPFunctions::get()->__('An error occurred while saving data.', 'mailpoet');
     }
diff --git a/lib/Segments/DynamicSegments/Exceptions/InvalidFilterException.php b/lib/Segments/DynamicSegments/Exceptions/InvalidFilterException.php
index 766bb2cb0b..949fb475f5 100644
--- a/lib/Segments/DynamicSegments/Exceptions/InvalidFilterException.php
+++ b/lib/Segments/DynamicSegments/Exceptions/InvalidFilterException.php
@@ -19,4 +19,5 @@ class InvalidFilterException extends InvalidStateException {
   const INVALID_DATE_VALUE = 12;
   const MISSING_COUNTRY = 13;
   const MISSING_FILTER = 14;
+  const MISSING_OPERATOR = 15;
 };
diff --git a/lib/Segments/DynamicSegments/FilterDataMapper.php b/lib/Segments/DynamicSegments/FilterDataMapper.php
index d8d0ca5f4c..2b84418677 100644
--- a/lib/Segments/DynamicSegments/FilterDataMapper.php
+++ b/lib/Segments/DynamicSegments/FilterDataMapper.php
@@ -171,8 +171,10 @@ class FilterDataMapper {
       if (!isset($data['category_id'])) throw new InvalidFilterException('Missing category', InvalidFilterException::MISSING_CATEGORY_ID);
       $filterData['category_id'] = $data['category_id'];
     } elseif ($data['action'] === WooCommerceProduct::ACTION_PRODUCT) {
-      if (!isset($data['product_id'])) throw new InvalidFilterException('Missing product', InvalidFilterException::MISSING_PRODUCT_ID);
-      $filterData['product_id'] = $data['product_id'];
+      if (!isset($data['product_ids'])) throw new InvalidFilterException('Missing product', InvalidFilterException::MISSING_PRODUCT_ID);
+      if (!isset($data['operator'])) throw new InvalidFilterException('Missing operator', InvalidFilterException::MISSING_OPERATOR);
+      $filterData['operator'] = $data['operator'];
+      $filterData['product_ids'] = $data['product_ids'];
     } elseif ($data['action'] === WooCommerceCountry::ACTION_CUSTOMER_COUNTRY) {
       if (!isset($data['country_code'])) throw new InvalidFilterException('Missing country', InvalidFilterException::MISSING_COUNTRY);
       $filterData['country_code'] = $data['country_code'];
diff --git a/lib/Segments/DynamicSegments/Filters/WooCommerceProduct.php b/lib/Segments/DynamicSegments/Filters/WooCommerceProduct.php
index e6af98ca30..32217718ec 100644
--- a/lib/Segments/DynamicSegments/Filters/WooCommerceProduct.php
+++ b/lib/Segments/DynamicSegments/Filters/WooCommerceProduct.php
@@ -1,10 +1,12 @@
-<?php
+<?php declare(strict_types = 1);
 
 namespace MailPoet\Segments\DynamicSegments\Filters;
 
+use MailPoet\Entities\DynamicSegmentFilterData;
 use MailPoet\Entities\DynamicSegmentFilterEntity;
 use MailPoet\Entities\SubscriberEntity;
 use MailPoet\Util\Security;
+use MailPoetVendor\Doctrine\DBAL\Connection;
 use MailPoetVendor\Doctrine\DBAL\Query\QueryBuilder;
 use MailPoetVendor\Doctrine\ORM\EntityManager;
 
@@ -23,24 +25,79 @@ class WooCommerceProduct implements Filter {
   public function apply(QueryBuilder $queryBuilder, DynamicSegmentFilterEntity $filter): QueryBuilder {
     global $wpdb;
     $filterData = $filter->getFilterData();
-    $productId = (int)$filterData->getParam('product_id');
+    $operator = $filterData->getOperator();
+    $productIds = $filterData->getParam('product_ids');
     $subscribersTable = $this->entityManager->getClassMetadata(SubscriberEntity::class)->getTableName();
     $parameterSuffix = $filter->getId() ?? Security::generateRandomString();
+    $completedOrder = "postmeta.post_id NOT IN ( SELECT id FROM {$wpdb->posts} AS p WHERE p.post_status IN ('wc-cancelled', 'wc-failed'))";
+
+    if ($operator === DynamicSegmentFilterData::OPERATOR_ANY) {
+      $this->applyPostmetaJoin($queryBuilder);
+      $this->applyOrderItemsJoin($queryBuilder);
+      $this->applyOrderItemmetaJoin($queryBuilder);
+      $queryBuilder->where("itemmeta.meta_value IN (:products_{$parameterSuffix})");
+
+    } elseif ($operator === DynamicSegmentFilterData::OPERATOR_ALL) {
+      $this->applyPostmetaJoin($queryBuilder);
+      $this->applyOrderItemsJoin($queryBuilder);
+      $this->applyOrderItemmetaJoin($queryBuilder);
+      $queryBuilder->where("itemmeta.meta_value IN (:products_{$parameterSuffix})")
+        ->groupBy("{$subscribersTable}.id, items.order_id")
+        ->having('COUNT(items.order_id) = :count')
+        ->setParameter('count', count($productIds));
+
+    } elseif ($operator === DynamicSegmentFilterData::OPERATOR_NONE) {
+      $this->applyPostmetaJoin($queryBuilder);
+      $this->applyOrderItemsJoin($queryBuilder);
+      // subQuery with subscriber ids that bought products
+      $subQuery = $this->createQueryBuilder($subscribersTable);
+      $subQuery->select("DISTINCT $subscribersTable.id");
+      $subQuery = $this->applyPostmetaJoin($subQuery);
+      $subQuery = $this->applyOrderItemsJoin($subQuery);
+      $subQuery = $this->applyOrderItemmetaJoin($subQuery);
+      $subQuery->where("itemmeta.meta_value IN (:products_{$parameterSuffix})")
+        ->andWhere($completedOrder);
+      // application subQuery for negation
+      $queryBuilder->where("{$subscribersTable}.id NOT IN ({$subQuery->getSQL()})");
+    }
+    return $queryBuilder
+      ->andWhere($completedOrder)
+      ->setParameter("products_{$parameterSuffix}", $productIds, Connection::PARAM_STR_ARRAY);
+  }
+
+  private function applyPostmetaJoin(QueryBuilder $queryBuilder): QueryBuilder {
+    global $wpdb;
+    $subscribersTable = $this->entityManager->getClassMetadata(SubscriberEntity::class)->getTableName();
     return $queryBuilder->innerJoin(
       $subscribersTable,
       $wpdb->postmeta,
       'postmeta',
       "postmeta.meta_key = '_customer_user' AND $subscribersTable.wp_user_id=postmeta.meta_value"
-    )->join('postmeta',
+    );
+  }
+
+  private function applyOrderItemsJoin(QueryBuilder $queryBuilder): QueryBuilder {
+    global $wpdb;
+    return $queryBuilder->join('postmeta',
       $wpdb->prefix . 'woocommerce_order_items',
       'items',
       'postmeta.post_id = items.order_id'
-    )->innerJoin(
+    );
+  }
+
+  private function applyOrderItemmetaJoin(QueryBuilder $queryBuilder): QueryBuilder {
+    global $wpdb;
+    return $queryBuilder->innerJoin(
       'items',
       $wpdb->prefix . 'woocommerce_order_itemmeta',
       'itemmeta',
-      "itemmeta.order_item_id=items.order_item_id AND itemmeta.meta_key='_product_id' AND itemmeta.meta_value=:product" . $parameterSuffix
-    )->andWhere('postmeta.post_id NOT IN ( SELECT id FROM ' . $wpdb->posts . ' as p WHERE p.post_status IN ("wc-cancelled", "wc-failed"))'
-    )->setParameter('product' . $parameterSuffix, $productId);
+      "itemmeta.order_item_id=items.order_item_id AND itemmeta.meta_key='_product_id'"
+    );
+  }
+
+  private function createQueryBuilder(string $table): QueryBuilder {
+    return $this->entityManager->getConnection()
+      ->createQueryBuilder()
+      ->from($table);
   }
 }