diff --git a/controller/appcontroller.go b/controller/appcontroller.go
index 44d1a49398cf1..27a7e911d6d12 100644
--- a/controller/appcontroller.go
+++ b/controller/appcontroller.go
@@ -2103,9 +2103,7 @@ func (ctrl *ApplicationController) autoSync(app *appv1.Application, syncStatus *
 		InitiatedBy: appv1.OperationInitiator{Automated: true},
 		Retry:       appv1.RetryStrategy{Limit: 5},
 	}
-	if app.Status.OperationState != nil && app.Status.OperationState.Operation.Sync != nil {
-		op.Sync.SelfHealAttemptsCount = app.Status.OperationState.Operation.Sync.SelfHealAttemptsCount
-	}
+
 	if app.Spec.SyncPolicy.Retry != nil {
 		op.Retry = *app.Spec.SyncPolicy.Retry
 	}
@@ -2121,8 +2119,18 @@ func (ctrl *ApplicationController) autoSync(app *appv1.Application, syncStatus *
 		}
 		logCtx.Infof("Skipping auto-sync: most recent sync already to %s", desiredCommitSHA)
 		return nil, 0
-	} else if alreadyAttempted && selfHeal {
-		if shouldSelfHeal, retryAfter := ctrl.shouldSelfHeal(app); shouldSelfHeal {
+	} else if selfHeal {
+		shouldSelfHeal, retryAfter := ctrl.shouldSelfHeal(app, alreadyAttempted)
+		if app.Status.OperationState != nil && app.Status.OperationState.Operation.Sync != nil {
+			op.Sync.SelfHealAttemptsCount = app.Status.OperationState.Operation.Sync.SelfHealAttemptsCount
+		}
+
+		if alreadyAttempted {
+			if !shouldSelfHeal {
+				logCtx.Infof("Skipping auto-sync: already attempted sync to %s with timeout %v (retrying in %v)", desiredCommitSHA, ctrl.selfHealTimeout, retryAfter)
+				ctrl.requestAppRefresh(app.QualifiedName(), CompareWithLatest.Pointer(), &retryAfter)
+				return nil, 0
+			}
 			op.Sync.SelfHealAttemptsCount++
 			for _, resource := range resources {
 				if resource.Status != appv1.SyncStatusCodeSynced {
@@ -2133,10 +2141,6 @@ func (ctrl *ApplicationController) autoSync(app *appv1.Application, syncStatus *
 					})
 				}
 			}
-		} else {
-			logCtx.Infof("Skipping auto-sync: already attempted sync to %s with timeout %v (retrying in %v)", desiredCommitSHA, ctrl.selfHealTimeout, retryAfter)
-			ctrl.requestAppRefresh(app.QualifiedName(), CompareWithLatest.Pointer(), &retryAfter)
-			return nil, 0
 		}
 	}
 	ts.AddCheckpoint("already_attempted_check_ms")
@@ -2220,11 +2224,16 @@ func alreadyAttemptedSync(app *appv1.Application, commitSHA string, commitSHAsMS
 	}
 }
 
-func (ctrl *ApplicationController) shouldSelfHeal(app *appv1.Application) (bool, time.Duration) {
+func (ctrl *ApplicationController) shouldSelfHeal(app *appv1.Application, alreadyAttempted bool) (bool, time.Duration) {
 	if app.Status.OperationState == nil {
 		return true, time.Duration(0)
 	}
 
+	// Reset counter if the prior sync was successful OR if the revision has changed
+	if !alreadyAttempted || app.Status.Sync.Status == appv1.SyncStatusCodeSynced {
+		app.Status.OperationState.Operation.Sync.SelfHealAttemptsCount = 0
+	}
+
 	var retryAfter time.Duration
 	if ctrl.selfHealBackOff == nil {
 		if app.Status.OperationState.FinishedAt == nil {
diff --git a/controller/appcontroller_test.go b/controller/appcontroller_test.go
index e627f37bd82a8..ecf5c3f4fe6e3 100644
--- a/controller/appcontroller_test.go
+++ b/controller/appcontroller_test.go
@@ -2548,29 +2548,84 @@ func TestSelfHealExponentialBackoff(t *testing.T) {
 
 	testCases := []struct {
 		attempts         int64
+		expectedAttempts int64
 		finishedAt       *metav1.Time
 		expectedDuration time.Duration
 		shouldSelfHeal   bool
+		alreadyAttempted bool
+		syncStatus       v1alpha1.SyncStatusCode
 	}{{
 		attempts:         0,
 		finishedAt:       ptr.To(metav1.Now()),
 		expectedDuration: 0,
 		shouldSelfHeal:   true,
+		alreadyAttempted: true,
+		expectedAttempts: 0,
+		syncStatus:       v1alpha1.SyncStatusCodeOutOfSync,
 	}, {
 		attempts:         1,
 		finishedAt:       ptr.To(metav1.Now()),
 		expectedDuration: 2 * time.Second,
 		shouldSelfHeal:   false,
+		alreadyAttempted: true,
+		expectedAttempts: 1,
+		syncStatus:       v1alpha1.SyncStatusCodeOutOfSync,
 	}, {
 		attempts:         2,
 		finishedAt:       ptr.To(metav1.Now()),
 		expectedDuration: 6 * time.Second,
 		shouldSelfHeal:   false,
+		alreadyAttempted: true,
+		expectedAttempts: 2,
+		syncStatus:       v1alpha1.SyncStatusCodeOutOfSync,
 	}, {
 		attempts:         3,
 		finishedAt:       nil,
 		expectedDuration: 18 * time.Second,
 		shouldSelfHeal:   false,
+		alreadyAttempted: true,
+		expectedAttempts: 3,
+		syncStatus:       v1alpha1.SyncStatusCodeOutOfSync,
+	}, {
+		attempts:         4,
+		finishedAt:       nil,
+		expectedDuration: 54 * time.Second,
+		shouldSelfHeal:   false,
+		alreadyAttempted: true,
+		expectedAttempts: 4,
+		syncStatus:       v1alpha1.SyncStatusCodeOutOfSync,
+	}, {
+		attempts:         5,
+		finishedAt:       nil,
+		expectedDuration: 120 * time.Second,
+		shouldSelfHeal:   false,
+		alreadyAttempted: true,
+		expectedAttempts: 5,
+		syncStatus:       v1alpha1.SyncStatusCodeOutOfSync,
+	}, {
+		attempts:         6,
+		finishedAt:       nil,
+		expectedDuration: 120 * time.Second,
+		shouldSelfHeal:   false,
+		alreadyAttempted: true,
+		expectedAttempts: 6,
+		syncStatus:       v1alpha1.SyncStatusCodeOutOfSync,
+	}, {
+		attempts:         6,
+		finishedAt:       nil,
+		expectedDuration: 0,
+		shouldSelfHeal:   true,
+		alreadyAttempted: false,
+		expectedAttempts: 0,
+		syncStatus:       v1alpha1.SyncStatusCodeOutOfSync,
+	}, {
+		attempts:         6,
+		finishedAt:       nil,
+		expectedDuration: 0,
+		shouldSelfHeal:   true,
+		alreadyAttempted: true,
+		expectedAttempts: 0,
+		syncStatus:       v1alpha1.SyncStatusCodeSynced,
 	}}
 
 	for i := range testCases {
@@ -2578,8 +2633,10 @@ func TestSelfHealExponentialBackoff(t *testing.T) {
 		t.Run(fmt.Sprintf("test case %d", i), func(t *testing.T) {
 			app.Status.OperationState.Operation.Sync.SelfHealAttemptsCount = tc.attempts
 			app.Status.OperationState.FinishedAt = tc.finishedAt
-			ok, duration := ctrl.shouldSelfHeal(app)
+			app.Status.Sync.Status = tc.syncStatus
+			ok, duration := ctrl.shouldSelfHeal(app, tc.alreadyAttempted)
 			require.Equal(t, ok, tc.shouldSelfHeal)
+			require.Equal(t, tc.expectedAttempts, app.Status.OperationState.Operation.Sync.SelfHealAttemptsCount)
 			assertDurationAround(t, tc.expectedDuration, duration)
 		})
 	}