diff --git a/modules/islandora_breadcrumbs/islandora_breadcrumbs.services.yml b/modules/islandora_breadcrumbs/islandora_breadcrumbs.services.yml
index 58e3c9594..71c723f02 100644
--- a/modules/islandora_breadcrumbs/islandora_breadcrumbs.services.yml
+++ b/modules/islandora_breadcrumbs/islandora_breadcrumbs.services.yml
@@ -1,6 +1,6 @@
 services:
   islandora_breadcrumbs.breadcrumb:
     class: Drupal\islandora_breadcrumbs\IslandoraBreadcrumbBuilder
-    arguments: ['@entity_type.manager', '@config.factory']
+    arguments: ['@entity_type.manager', '@config.factory', '@islandora.utils']
     tags:
       - { name: breadcrumb_builder, priority: 100 }
diff --git a/modules/islandora_breadcrumbs/src/IslandoraBreadcrumbBuilder.php b/modules/islandora_breadcrumbs/src/IslandoraBreadcrumbBuilder.php
index 93ed7097b..620f22895 100644
--- a/modules/islandora_breadcrumbs/src/IslandoraBreadcrumbBuilder.php
+++ b/modules/islandora_breadcrumbs/src/IslandoraBreadcrumbBuilder.php
@@ -4,12 +4,12 @@
 
 use Drupal\Core\Config\ConfigFactoryInterface;
 use Drupal\Core\Entity\EntityTypeManagerInterface;
-use Drupal\Core\Entity\EntityInterface;
 use Drupal\Core\Breadcrumb\Breadcrumb;
 use Drupal\Core\Breadcrumb\BreadcrumbBuilderInterface;
 use Drupal\Core\Link;
 use Drupal\Core\Routing\RouteMatchInterface;
 use Drupal\Core\StringTranslation\StringTranslationTrait;
+use Drupal\islandora\IslandoraUtils;
 
 /**
  * Provides breadcrumbs for nodes using a configured entity reference field.
@@ -31,6 +31,13 @@ class IslandoraBreadcrumbBuilder implements BreadcrumbBuilderInterface {
    */
   protected $nodeStorage;
 
+  /**
+   * Islandora utils.
+   *
+   * @var \Drupal\islandora\IslandoraUtils
+   */
+  protected $utils;
+
   /**
    * Constructs a breadcrumb builder.
    *
@@ -38,10 +45,13 @@ class IslandoraBreadcrumbBuilder implements BreadcrumbBuilderInterface {
    *   Storage to load nodes.
    * @param \Drupal\Core\Config\ConfigFactoryInterface $config_factory
    *   The configuration factory.
+   * @param \Drupal\islandora\IslandoraUtils $utils
+   *   Islandora utils service.
    */
-  public function __construct(EntityTypeManagerInterface $entity_manager, ConfigFactoryInterface $config_factory) {
+  public function __construct(EntityTypeManagerInterface $entity_manager, ConfigFactoryInterface $config_factory, IslandoraUtils $utils) {
     $this->nodeStorage = $entity_manager->getStorage('node');
     $this->config = $config_factory->get('islandora_breadcrumbs.breadcrumbs');
+    $this->utils = $utils;
   }
 
   /**
@@ -68,49 +78,26 @@ public function build(RouteMatchInterface $route_match) {
     $breadcrumb = new Breadcrumb();
     $breadcrumb->addLink(Link::createFromRoute($this->t('Home'), '<front>'));
 
-    $chain = [];
-    $this->walkMembership($node, $chain);
+    $chain = array_reverse($this->utils->findAncestors($node, [$this->config->get('referenceField')], $this->config->get('maxDepth')));
 
-    if (!$this->config->get('includeSelf')) {
-      array_pop($chain);
+    // XXX: Handle a looping breadcrumb scenario by filtering the present
+    // node out and then optionally re-adding it after if set to do so.
+    $chain = array_filter($chain, function ($link) use ($nid) {
+      return $link !== $nid;
+    });
+    if ($this->config->get('includeSelf')) {
+      array_push($chain, $node);
     }
     $breadcrumb->addCacheableDependency($node);
 
     // Add membership chain to the breadcrumb.
     foreach ($chain as $chainlink) {
-      $breadcrumb->addCacheableDependency($chainlink);
-      $breadcrumb->addLink($chainlink->toLink());
+      $node = $this->nodeStorage->load($chainlink);
+      $breadcrumb->addCacheableDependency($node);
+      $breadcrumb->addLink($node->toLink());
     }
     $breadcrumb->addCacheContexts(['route']);
     return $breadcrumb;
   }
 
-  /**
-   * Follows chain of field_member_of links.
-   *
-   * We pass crumbs by reference to enable checking for looped chains.
-   */
-  protected function walkMembership(EntityInterface $entity, &$crumbs) {
-    // Avoid infinate loops, return if we've seen this before.
-    foreach ($crumbs as $crumb) {
-      if ($crumb->uuid == $entity->uuid) {
-        return;
-      }
-    }
-
-    // Add this item onto the pile.
-    array_unshift($crumbs, $entity);
-
-    if ($this->config->get('maxDepth') > 0 && count($crumbs) >= $this->config->get('maxDepth')) {
-      return;
-    }
-
-    // Find the next in the chain, if there are any.
-    if ($entity->hasField($this->config->get('referenceField')) &&
-      !$entity->get($this->config->get('referenceField'))->isEmpty() &&
-      $entity->get($this->config->get('referenceField'))->entity instanceof EntityInterface) {
-      $this->walkMembership($entity->get($this->config->get('referenceField'))->entity, $crumbs);
-    }
-  }
-
 }
diff --git a/src/IslandoraUtils.php b/src/IslandoraUtils.php
index a4dda6c12..e5071a05b 100644
--- a/src/IslandoraUtils.php
+++ b/src/IslandoraUtils.php
@@ -672,4 +672,83 @@ public function canCreateIslandoraEntity($entity_type, $bundle_type) {
     return FALSE;
   }
 
+  /**
+   * Recursively finds ancestors of an entity.
+   *
+   * @param \Drupal\Core\Entity\ContentEntityInterface $entity
+   *   The entity being checked.
+   * @param array $fields
+   *   An optional array where the values are the field names to be used for
+   *   retrieval.
+   * @param int|bool $max_height
+   *   How many levels of checking should be done when retrieving ancestors.
+   *
+   * @return array
+   *   An array where the keys and values are the node IDs of the ancestors.
+   */
+  public function findAncestors(ContentEntityInterface $entity, array $fields = [self::MEMBER_OF_FIELD], $max_height = FALSE): array {
+    // XXX: If a negative integer is passed assume it's false.
+    if ($max_height < 0) {
+      $max_height = FALSE;
+    }
+    $context = [
+      'max_height' => $max_height,
+      'ancestors' => [],
+    ];
+    $this->findAncestorsByEntityReference($entity, $context, $fields);
+    return $context['ancestors'];
+  }
+
+  /**
+   * Helper that builds up the ancestors.
+   *
+   * @param \Drupal\Core\Entity\ContentEntityInterface $entity
+   *   The entity being checked.
+   * @param array $context
+   *   An array containing:
+   *     -ancestors: The ancestors that have been found.
+   *     -max_height: How far up the chain to go.
+   * @param array $fields
+   *   An optional array where the values are the field names to be used for
+   *   retrieval.
+   * @param int $current_height
+   *   The current height of the recursion.
+   */
+  protected function findAncestorsByEntityReference(ContentEntityInterface $entity, array &$context, array $fields = [self::MEMBER_OF_FIELD], int $current_height = 0): void {
+    $parents = $this->getParentsByEntityReference($entity, $fields);
+    foreach ($parents as $parent) {
+      if (isset($context['ancestors'][$parent->id()])) {
+        continue;
+      }
+      $context['ancestors'][$parent->id()] = $parent->id();
+      if ($context['max_height'] === FALSE || $current_height < $context['max_height']) {
+        $this->findAncestorsByEntityReference($parent, $context, $fields, $current_height + 1);
+      }
+    }
+  }
+
+  /**
+   * Helper that gets the immediate parents of a node.
+   *
+   * @param \Drupal\Core\Entity\ContentEntityInterface $entity
+   *   The entity being checked.
+   * @param array $fields
+   *   An array where the values are the field names to be used.
+   *
+   * @return array
+   *   An array of entity objects keyed by field item deltas.
+   */
+  protected function getParentsByEntityReference(ContentEntityInterface $entity, array $fields): array {
+    $parents = [];
+    foreach ($fields as $field) {
+      if ($entity->hasField($field)) {
+        $reference_field = $entity->get($field);
+        if (!$reference_field->isEmpty()) {
+          $parents = array_merge($parents, $reference_field->referencedEntities());
+        }
+      }
+    }
+    return $parents;
+  }
+
 }
diff --git a/src/Plugin/Condition/NodeHasAncestor.php b/src/Plugin/Condition/NodeHasAncestor.php
new file mode 100644
index 000000000..dd2abc54b
--- /dev/null
+++ b/src/Plugin/Condition/NodeHasAncestor.php
@@ -0,0 +1,169 @@
+<?php
+
+namespace Drupal\islandora\Plugin\Condition;
+
+use Drupal\Core\Condition\ConditionPluginBase;
+use Drupal\Core\Entity\EntityTypeManagerInterface;
+use Drupal\Core\Form\FormStateInterface;
+use Drupal\Core\Plugin\ContainerFactoryPluginInterface;
+use Drupal\islandora\IslandoraUtils;
+use Symfony\Component\DependencyInjection\ContainerInterface;
+
+/**
+ * Condition to see if a node has an ancestor.
+ *
+ * @Condition(
+ *   id = "node_has_ancestor",
+ *   label = @Translation("Node has ancestor"),
+ *   context_definitions = {
+ *     "node" = @ContextDefinition("entity:node", required = TRUE , label = @Translation("node"))
+ *   }
+ * )
+ */
+class NodeHasAncestor extends ConditionPluginBase implements ContainerFactoryPluginInterface {
+
+  /**
+   * Drupal's entity type manager.
+   *
+   * @var \Drupal\Core\Entity\EntityTypeManagerInterface
+   */
+  protected EntityTypeManagerInterface $entityTypeManager;
+
+  /**
+   * Islandora utils.
+   *
+   * @var \Drupal\islandora\IslandoraUtils
+   */
+  protected IslandoraUtils $utils;
+
+  /**
+   * Constructor for the ancestor condition.
+   *
+   * @param array $configuration
+   *   The plugin configuration, i.e. an array with configuration values keyed
+   *   by configuration option name. The special key 'context' may be used to
+   *   initialize the defined contexts by setting it to an array of context
+   *   values keyed by context names.
+   * @param string $plugin_id
+   *   The plugin_id for the plugin instance.
+   * @param mixed $plugin_definition
+   *   The plugin implementation definition.
+   * @param \Drupal\Core\Entity\EntityTypeManagerInterface $entity_type_manager
+   *   The Drupal entity type manager.
+   * @param \Drupal\islandora\IslandoraUtils $islandora_utils
+   *   Islandora utils service.
+   */
+  public function __construct(array $configuration, $plugin_id, $plugin_definition, EntityTypeManagerInterface $entity_type_manager, IslandoraUtils $islandora_utils) {
+    parent::__construct($configuration, $plugin_id, $plugin_definition);
+    $this->entityTypeManager = $entity_type_manager;
+    $this->utils = $islandora_utils;
+  }
+
+  /**
+   * {@inheritdoc}
+   */
+  public static function create(ContainerInterface $container, array $configuration, $plugin_id, $plugin_definition) {
+    return new static(
+      $configuration,
+      $plugin_id,
+      $plugin_definition,
+      $container->get('entity_type.manager'),
+      $container->get('islandora.utils')
+    );
+  }
+
+  /**
+   * {@inheritdoc}
+   */
+  public function defaultConfiguration(): array {
+    return parent::defaultConfiguration() + [
+      'ancestor_nids' => FALSE,
+      'parent_reference_field' => IslandoraUtils::MEMBER_OF_FIELD,
+    ];
+  }
+
+  /**
+   * {@inheritdoc}
+   */
+  public function buildConfigurationForm(array $form, FormStateInterface $form_state) {
+    $default_nids = FALSE;
+    if ($this->configuration['ancestor_nids']) {
+      $default_nids = array_map(function ($nid) {
+        return $this->entityTypeManager->getStorage('node')->load($nid);
+      }, $this->configuration['ancestor_nids']);
+    }
+    $form['ancestor_nids'] = [
+      '#type' => 'entity_autocomplete',
+      '#title' => $this->t('Parent node(s)'),
+      '#default_value' => $default_nids,
+      '#required' => TRUE,
+      '#description' => $this->t("Can be a collection node, compound object or paged content. Accepts multiple values separated by a comma."),
+      '#target_type' => 'node',
+      '#tags' => TRUE,
+    ];
+
+    $options = [];
+    $reference_fields = $this->entityTypeManager->getStorage('field_storage_config')->loadByProperties([
+      'type' => 'entity_reference',
+      'settings' => [
+        'target_type' => 'node',
+      ],
+    ]);
+    foreach ($reference_fields as $field) {
+      $options[$field->get('field_name')] = $field->get('field_name');
+    }
+    $form['parent_reference_field'] = [
+      '#type' => 'select',
+      '#title' => $this->t('Direct parent reference'),
+      '#options' => $options,
+      '#default_value' => $this->configuration['parent_reference_field'],
+      '#required' => TRUE,
+      '#description' => $this->t('Field that contains the reference to its parent node.'),
+    ];
+
+    return parent::buildConfigurationForm($form, $form_state);
+  }
+
+  /**
+   * {@inheritdoc}
+   */
+  public function submitConfigurationForm(array &$form, FormStateInterface $form_state) {
+    // Entity autocomplete store things with target IDs, for convenience just
+    // store the plain nid.
+    $this->configuration['ancestor_nids'] = array_map(function ($nid) {
+      return $nid['target_id'];
+    }, $form_state->getValue('ancestor_nids'));
+    $this->configuration['parent_reference_field'] = $form_state->getValue('parent_reference_field');
+    parent::submitConfigurationForm($form, $form_state);
+  }
+
+  /**
+   * {@inheritdoc}
+   */
+  public function evaluate() {
+    if (empty($this->configuration['ancestor_nids']) && !$this->isNegated()) {
+      return TRUE;
+    }
+
+    $node = $this->getContextValue('node');
+    if (!$node) {
+      return FALSE;
+    }
+
+    $ancestors = $this->utils->findAncestors($node);
+    return !empty(array_intersect($this->configuration['ancestor_nids'], $ancestors));
+  }
+
+  /**
+   * {@inheritdoc}
+   */
+  public function summary() {
+    if (!empty($this->configuration['negate'])) {
+      return $this->t('The node does not have node @nid as one of its ancestors.', ['@nid' => $this->configuration['ancestor_nids']]);
+    }
+    else {
+      return $this->t('The node has node @nid as one of its ancestors.', ['@nid' => $this->configuration['ancestor_nids']]);
+    }
+  }
+
+}