diff --git a/packages/overlay/src/overlay-stack.ts b/packages/overlay/src/overlay-stack.ts
index 78dab22f8a..402c6e3454 100644
--- a/packages/overlay/src/overlay-stack.ts
+++ b/packages/overlay/src/overlay-stack.ts
@@ -43,6 +43,7 @@ export class OverlayStack {
     private trappingInited = false;
     private tabTrapper!: HTMLElement;
     private overlayHolder!: HTMLElement;
+    private _eventsAreBound = false;
 
     private initTabTrapping(): void {
         /* c8 ignore next 4 */
@@ -187,23 +188,14 @@ export class OverlayStack {
     }
 
     private addEventListeners(): void {
+        if (this._eventsAreBound) return;
+        this._eventsAreBound = true;
         this.document.addEventListener('click', this.handleMouseCapture, true);
         this.document.addEventListener('click', this.handleMouse);
         this.document.addEventListener('keyup', this.handleKeyUp);
         window.addEventListener('resize', this.handleResize);
     }
 
-    private removeEventListeners(): void {
-        this.document.removeEventListener(
-            'click',
-            this.handleMouseCapture,
-            true
-        );
-        this.document.removeEventListener('click', this.handleMouse);
-        this.document.removeEventListener('keyup', this.handleKeyUp);
-        window.removeEventListener('resize', this.handleResize);
-    }
-
     private isClickOverlayActiveForTrigger(trigger: HTMLElement): boolean {
         return this.overlays.some(
             (item) => trigger === item.trigger && item.interaction === 'click'
@@ -211,9 +203,7 @@ export class OverlayStack {
     }
 
     public async openOverlay(details: OverlayOpenDetail): Promise<boolean> {
-        if (!this.overlays.length) {
-            this.addEventListeners();
-        }
+        this.addEventListeners();
         if (this.findOverlayForContent(details.content)) {
             return false;
         }
@@ -477,10 +467,6 @@ export class OverlayStack {
                     },
                 })
             );
-
-            if (!this.overlays.length) {
-                this.removeEventListeners();
-            }
         }
     }
 
diff --git a/packages/overlay/test/overlay.test.ts b/packages/overlay/test/overlay.test.ts
index 14c0c5c61f..2567b86e58 100644
--- a/packages/overlay/test/overlay.test.ts
+++ b/packages/overlay/test/overlay.test.ts
@@ -14,7 +14,7 @@ import '@spectrum-web-components/dialog/sp-dialog.js';
 import { Dialog } from '@spectrum-web-components/dialog';
 import '@spectrum-web-components/popover/sp-popover.js';
 import { Popover } from '@spectrum-web-components/popover';
-import { ActiveOverlay, Overlay, Placement } from '../';
+import { ActiveOverlay, Overlay, OverlayTrigger, Placement } from '../';
 
 import { waitForPredicate, isVisible } from '../../../test/testing-helpers.js';
 import {
@@ -24,6 +24,7 @@ import {
     elementUpdated,
     waitUntil,
     oneEvent,
+    nextFrame,
 } from '@open-wc/testing';
 import { executeServerCommand, sendKeys } from '@web/test-runner-commands';
 import { virtualElement } from '../stories/overlay.stories';
@@ -591,3 +592,83 @@ describe('Overlay - contextmenu', () => {
         expect(secondHeadline.textContent).to.equal('Menu source: start');
     });
 });
+describe('Overlay - timing', () => {
+    it('manages multiple modals in a row without preventing them from closing', async () => {
+        const test = await fixture<HTMLDivElement>(html`
+            <div>
+                <overlay-trigger>
+                    <sp-button slot="trigger">Trigger 1</sp-button>
+                    <sp-popover slot="hover-content">
+                        <p>Hover contentent for "Trigger 1".</p>
+                    </sp-popover>
+                </overlay-trigger>
+                <overlay-trigger>
+                    <sp-button slot="trigger">Trigger 2</sp-button>
+                    <sp-popover slot="hover-content">
+                        <p>Hover contentent for "Trigger 2".</p>
+                    </sp-popover>
+                    <sp-popover slot="click-content">
+                        <p>Click contentent for "Trigger 2".</p>
+                    </sp-popover>
+                </overlay-trigger>
+            </div>
+        `);
+
+        const overlayTrigger1 = test.querySelector(
+            'overlay-trigger:first-child'
+        ) as OverlayTrigger;
+        const overlayTrigger2 = test.querySelector(
+            'overlay-trigger:last-child'
+        ) as OverlayTrigger;
+        const trigger1 = overlayTrigger1.querySelector(
+            '[slot="trigger"]'
+        ) as HTMLButtonElement;
+        const trigger2 = overlayTrigger2.querySelector(
+            '[slot="trigger"]'
+        ) as HTMLButtonElement;
+
+        trigger1.dispatchEvent(
+            new MouseEvent('mouseenter', {
+                bubbles: true,
+                composed: true,
+            })
+        );
+        await nextFrame();
+        trigger1.dispatchEvent(
+            new MouseEvent('mouseleave', {
+                bubbles: true,
+                composed: true,
+            })
+        );
+        trigger2.dispatchEvent(
+            new MouseEvent('mouseenter', {
+                bubbles: true,
+                composed: true,
+            })
+        );
+        await nextFrame();
+        const opened = oneEvent(trigger2, 'sp-opened');
+        trigger2.dispatchEvent(
+            new MouseEvent('click', {
+                bubbles: true,
+                composed: true,
+            })
+        );
+        await opened;
+
+        expect(overlayTrigger1.hasAttribute('open')).to.be.false;
+        expect(overlayTrigger2.hasAttribute('open')).to.be.true;
+        expect(overlayTrigger2.getAttribute('open')).to.equal('click');
+
+        const closed = oneEvent(overlayTrigger2, 'sp-closed');
+        document.body.dispatchEvent(
+            new MouseEvent('click', {
+                bubbles: true,
+                composed: true,
+            })
+        );
+        await closed;
+        expect(overlayTrigger1.hasAttribute('open')).to.be.false;
+        expect(overlayTrigger2.hasAttribute('open')).to.be.false;
+    });
+});