diff --git a/operator-framework-core/src/main/java/io/javaoperatorsdk/operator/api/reconciler/Context.java b/operator-framework-core/src/main/java/io/javaoperatorsdk/operator/api/reconciler/Context.java
index 9743632404..5a87659246 100644
--- a/operator-framework-core/src/main/java/io/javaoperatorsdk/operator/api/reconciler/Context.java
+++ b/operator-framework-core/src/main/java/io/javaoperatorsdk/operator/api/reconciler/Context.java
@@ -253,6 +253,10 @@ default ResourceEventRecorder eventRecorder() {
    * reconciliation is already scheduled, which would in turn trigger another status update, thus
    * rendering the current one moot.
    *
+   * <p>This holds regardless of whether the current reconciliation succeeds or throws, so with
+   * {@link ControllerConfiguration#triggerReconcilerOnAllEvents()} it also covers an event that
+   * arrived after a delete event.
+   *
    * @return {@code true} is another reconciliation is already scheduled, {@code false} otherwise
    */
   boolean isNextReconciliationImminent();
diff --git a/operator-framework-core/src/main/java/io/javaoperatorsdk/operator/processing/event/EventProcessor.java b/operator-framework-core/src/main/java/io/javaoperatorsdk/operator/processing/event/EventProcessor.java
index 8931e49486..1b048123a0 100644
--- a/operator-framework-core/src/main/java/io/javaoperatorsdk/operator/processing/event/EventProcessor.java
+++ b/operator-framework-core/src/main/java/io/javaoperatorsdk/operator/processing/event/EventProcessor.java
@@ -380,9 +380,7 @@ private void handleRetryOnException(
       ExecutionScope<P> executionScope, Exception exception, boolean errorHandledByReconciler) {
     final var state = getOrInitRetryExecution(executionScope);
     var resourceID = state.getId();
-    boolean eventPresent =
-        state.eventPresent()
-            || (triggerOnAllEvents() && state.isAdditionalEventPresentAfterDeleteEvent());
+    boolean eventPresent = isNextReconciliationImminent(state);
     state.markEventReceived();
     retryAwareErrorLogging(
         state.getRetry(), eventPresent, errorHandledByReconciler, exception, executionScope);
@@ -510,8 +508,20 @@ public synchronized void start() throws OperatorException {
     handleAlreadyMarkedEvents();
   }
 
-  public boolean isNextReconciliationImminent(ResourceID resourceID) {
-    return resourceStateManager.getOrCreate(resourceID).eventPresent();
+  public synchronized boolean isNextReconciliationImminent(ResourceID resourceID) {
+    return isNextReconciliationImminent(resourceStateManager.getOrCreate(resourceID));
+  }
+
+  /**
+   * An event that arrives after a delete event is tracked in a dedicated state, so {@link
+   * ResourceState#eventPresent()} alone does not cover it. Such an event triggers a new
+   * reconciliation right after the current one, both when it succeeds (see {@link
+   * #eventProcessingFinished}) and when it fails (see {@link #handleRetryOnException}), so it has
+   * to be reported as imminent too.
+   */
+  private boolean isNextReconciliationImminent(ResourceState state) {
+    return state.eventPresent()
+        || (triggerOnAllEvents() && state.isAdditionalEventPresentAfterDeleteEvent());
   }
 
   private void handleAlreadyMarkedEvents() {
diff --git a/operator-framework/src/test/java/io/javaoperatorsdk/operator/baseapi/triggerallevent/eventing/TriggerReconcilerOnAllEventIT.java b/operator-framework/src/test/java/io/javaoperatorsdk/operator/baseapi/triggerallevent/eventing/TriggerReconcilerOnAllEventIT.java
index 0f193d9440..a8b022b642 100644
--- a/operator-framework/src/test/java/io/javaoperatorsdk/operator/baseapi/triggerallevent/eventing/TriggerReconcilerOnAllEventIT.java
+++ b/operator-framework/src/test/java/io/javaoperatorsdk/operator/baseapi/triggerallevent/eventing/TriggerReconcilerOnAllEventIT.java
@@ -192,14 +192,16 @@ void additionalEventDuringRetryOnDeleteEvent() {
     await()
         .untilAsserted(
             () -> {
-              assertThat(reconciler.isWaiting());
+              assertThat(reconciler.isWaiting()).isTrue();
             });
 
     // trigger reconciliation while waiting in reconciler
     res = getResource();
     res.getMetadata().getAnnotations().put("my-annotation", "true");
     extension.update(res);
-    // continue reconciliation
+    // continue reconciliation; the reconciler additionally waits until the framework actually
+    // registered the event above, otherwise the failure below would consume a retry attempt
+    // instead of being instantly re-triggered by the superseding event
     reconciler.setContinuerOnRetryWait(true);
 
     await()
diff --git a/operator-framework/src/test/java/io/javaoperatorsdk/operator/baseapi/triggerallevent/eventing/TriggerReconcilerOnAllEventReconciler.java b/operator-framework/src/test/java/io/javaoperatorsdk/operator/baseapi/triggerallevent/eventing/TriggerReconcilerOnAllEventReconciler.java
index f8804bd25d..8849993f52 100644
--- a/operator-framework/src/test/java/io/javaoperatorsdk/operator/baseapi/triggerallevent/eventing/TriggerReconcilerOnAllEventReconciler.java
+++ b/operator-framework/src/test/java/io/javaoperatorsdk/operator/baseapi/triggerallevent/eventing/TriggerReconcilerOnAllEventReconciler.java
@@ -35,6 +35,10 @@ public class TriggerReconcilerOnAllEventReconciler
   public static final String ADDITIONAL_FINALIZER = "all.event.mode/finalizer2";
   public static final String NO_MORE_EXCEPTION_ANNOTATION_KEY = "no.more.exception";
 
+  // safety net so a missing event does not block the reconciler thread forever, the test assertions
+  // fail long before this elapses
+  private static final long MAX_WAIT_FOR_SUPERSEDING_EVENT_MILLIS = 30_000;
+
   private static final Logger log =
       LoggerFactory.getLogger(TriggerReconcilerOnAllEventReconciler.class);
 
@@ -47,6 +51,7 @@ public class TriggerReconcilerOnAllEventReconciler
   private volatile boolean waitAfterFirstRetry = false;
   private volatile boolean continuerOnRetryWait = false;
   private volatile boolean waiting = false;
+  private volatile boolean alreadyWaitedAfterFirstRetry = false;
 
   // control flag to throw an exception on first delete event
   private volatile boolean isFirstDeleteEvent = true;
@@ -79,10 +84,24 @@ public UpdateControl<TriggerReconcilerOnAllEventCustomResource> reconcile(
     }
 
     if (waitAfterFirstRetry
+        && !alreadyWaitedAfterFirstRetry
         && context.getRetryInfo().isPresent()
         && context.getRetryInfo().orElseThrow().getAttemptCount() == 1) {
+      // The reconciliation triggered by the superseding event below reuses the same retry
+      // execution, so its attempt count is still 1. Wait only on the very first one, otherwise that
+      // follow-up reconciliation would block here too and never be released.
+      alreadyWaitedAfterFirstRetry = true;
       waiting = true;
-      while (!continuerOnRetryWait) {
+      // Releasing on continuerOnRetryWait alone is racy: the test sets that flag right after the
+      // update call returns, but the update event still has to travel back through the informer.
+      // If this reconciliation failed before the event was registered, the framework would treat
+      // the failure as a plain retry (consuming the last attempt) instead of instantly
+      // re-triggering because of a superseding event. isNextReconciliationImminent() reports the
+      // same condition the framework evaluates after this reconciliation fails, and it cannot be
+      // unset while this reconciliation is in progress.
+      var waitUntil = System.currentTimeMillis() + MAX_WAIT_FOR_SUPERSEDING_EVENT_MILLIS;
+      while ((!continuerOnRetryWait || !context.isNextReconciliationImminent())
+          && System.currentTimeMillis() < waitUntil) {
         Thread.sleep(50);
       }
       waiting = false;