diff --git a/src/Umbraco.Web.UI.Client/src/packages/core/components/entity-actions-bundle/entity-actions-bundle.element.ts b/src/Umbraco.Web.UI.Client/src/packages/core/components/entity-actions-bundle/entity-actions-bundle.element.ts
index 98b3c13bea..71090ba875 100644
--- a/src/Umbraco.Web.UI.Client/src/packages/core/components/entity-actions-bundle/entity-actions-bundle.element.ts
+++ b/src/Umbraco.Web.UI.Client/src/packages/core/components/entity-actions-bundle/entity-actions-bundle.element.ts
@@ -75,7 +75,11 @@ export class UmbEntityActionsBundleElement extends UmbLitElement {
 	#openContextMenu() {
 		if (!this.entityType) throw new Error('Entity type is not defined');
 		if (this.unique === undefined) throw new Error('Unique is not defined');
-		this.#sectionSidebarContext?.toggleContextMenu(this.entityType, this.unique, this.label);
+		this.#sectionSidebarContext?.toggleContextMenu(this, {
+			entityType: this.entityType,
+			unique: this.unique,
+			headline: this.label,
+		});
 	}
 
 	async #onFirstActionClick(event: PointerEvent) {
diff --git a/src/Umbraco.Web.UI.Client/src/packages/core/section/section-sidebar-context-menu/section-sidebar-context-menu.element.ts b/src/Umbraco.Web.UI.Client/src/packages/core/section/section-sidebar-context-menu/section-sidebar-context-menu.element.ts
index b17d9635c8..c1cdbe7762 100644
--- a/src/Umbraco.Web.UI.Client/src/packages/core/section/section-sidebar-context-menu/section-sidebar-context-menu.element.ts
+++ b/src/Umbraco.Web.UI.Client/src/packages/core/section/section-sidebar-context-menu/section-sidebar-context-menu.element.ts
@@ -4,6 +4,8 @@ import { UmbTextStyles } from '@umbraco-cms/backoffice/style';
 import { css, html, nothing, customElement, state } from '@umbraco-cms/backoffice/external/lit';
 import { UmbLitElement } from '@umbraco-cms/backoffice/lit-element';
 import { observeMultiple } from '@umbraco-cms/backoffice/observable-api';
+import type { UmbContextRequestEvent } from '@umbraco-cms/backoffice/context-api';
+import { UMB_CONTENT_REQUEST_EVENT_TYPE } from '@umbraco-cms/backoffice/context-api';
 
 @customElement('umb-section-sidebar-context-menu')
 export class UmbSectionSidebarContextMenuElement extends UmbLitElement {
@@ -66,6 +68,17 @@ export class UmbSectionSidebarContextMenuElement extends UmbLitElement {
 		this.#closeContextMenu();
 	}
 
+	#proxyContextRequests(event: UmbContextRequestEvent) {
+		if (!this.#sectionSidebarContext) return;
+		// Note for this hack (The if-sentence):  [NL]
+		// We do not currently have a good enough control to ensure that the proxy is last, meaning if another context is provided at this element, it might respond after the proxy event has been dispatched.
+		// To avoid such this hack just prevents proxying the event if its a request for its own context.
+		if (event.contextAlias !== UMB_SECTION_SIDEBAR_CONTEXT.contextAlias) {
+			event.stopImmediatePropagation();
+			this.#sectionSidebarContext.getContextElement()?.dispatchEvent(event.clone());
+		}
+	}
+
 	render() {
 		return html`
 			${this.#renderBackdrop()}
@@ -84,7 +97,7 @@ export class UmbSectionSidebarContextMenuElement extends UmbLitElement {
 
 	#renderModal() {
 		return this._isOpen && this._unique !== undefined && this._entityType
-			? html`<div id="action-modal">
+			? html`<div id="action-modal" @umb:context-request=${this.#proxyContextRequests}>
 					${this._headline ? html`<h3>${this.localize.string(this._headline)}</h3>` : nothing}
 					<umb-entity-action-list
 						@action-executed=${this.#onActionExecuted}
diff --git a/src/Umbraco.Web.UI.Client/src/packages/core/section/section-sidebar/section-sidebar.context.ts b/src/Umbraco.Web.UI.Client/src/packages/core/section/section-sidebar/section-sidebar.context.ts
index 839d76ae90..5fad1202bb 100644
--- a/src/Umbraco.Web.UI.Client/src/packages/core/section/section-sidebar/section-sidebar.context.ts
+++ b/src/Umbraco.Web.UI.Client/src/packages/core/section/section-sidebar/section-sidebar.context.ts
@@ -1,3 +1,4 @@
+import type { UmbOpenContextMenuArgs } from './types.js';
 import { UmbContextToken } from '@umbraco-cms/backoffice/context-api';
 import { UmbContextBase } from '@umbraco-cms/backoffice/class-api';
 import type { UmbControllerHost } from '@umbraco-cms/backoffice/controller-api';
@@ -16,21 +17,24 @@ export class UmbSectionSidebarContext extends UmbContextBase<UmbSectionSidebarCo
 	#headline = new UmbStringState<undefined>(undefined);
 	headline = this.#headline.asObservable();
 
+	#contextElement: Element | undefined = undefined;
+
 	constructor(host: UmbControllerHost) {
 		super(host, UMB_SECTION_SIDEBAR_CONTEXT);
 	}
 
-	toggleContextMenu(entityType: string, unique: string | null | undefined, headline: string | undefined) {
-		this.openContextMenu(entityType, unique, headline);
+	toggleContextMenu(host: Element, args: UmbOpenContextMenuArgs) {
+		this.openContextMenu(host, args);
 	}
 
 	// TODO: we wont get notified about tree item name changes because we don't have a subscription
 	// we need to figure out how we best can handle this when we only know the entity and unique id
-	openContextMenu(entityType: string, unique: string | null | undefined, headline: string | undefined) {
-		this.#entityType.setValue(entityType);
-		this.#unique.setValue(unique);
-		this.#headline.setValue(headline);
+	openContextMenu(host: Element, args: UmbOpenContextMenuArgs) {
+		this.#entityType.setValue(args.entityType);
+		this.#unique.setValue(args.unique);
+		this.#headline.setValue(args.headline);
 		this.#contextMenuIsOpen.setValue(true);
+		this.#contextElement = host;
 	}
 
 	closeContextMenu() {
@@ -38,6 +42,11 @@ export class UmbSectionSidebarContext extends UmbContextBase<UmbSectionSidebarCo
 		this.#entityType.setValue(undefined);
 		this.#unique.setValue(undefined);
 		this.#headline.setValue(undefined);
+		this.#contextElement = undefined;
+	}
+
+	getContextElement() {
+		return this.#contextElement;
 	}
 }
 
diff --git a/src/Umbraco.Web.UI.Client/src/packages/core/section/section-sidebar/types.ts b/src/Umbraco.Web.UI.Client/src/packages/core/section/section-sidebar/types.ts
new file mode 100644
index 0000000000..4c990ec323
--- /dev/null
+++ b/src/Umbraco.Web.UI.Client/src/packages/core/section/section-sidebar/types.ts
@@ -0,0 +1,5 @@
+export interface UmbOpenContextMenuArgs {
+	entityType: string;
+	unique: string | null | undefined;
+	headline: string | undefined;
+}
diff --git a/src/Umbraco.Web.UI.Client/src/packages/core/tree/tree-item/tree-item-base/tree-item-context-base.ts b/src/Umbraco.Web.UI.Client/src/packages/core/tree/tree-item/tree-item-base/tree-item-context-base.ts
index 3c7a25dfac..d86bd67532 100644
--- a/src/Umbraco.Web.UI.Client/src/packages/core/tree/tree-item/tree-item-base/tree-item-context-base.ts
+++ b/src/Umbraco.Web.UI.Client/src/packages/core/tree/tree-item/tree-item-base/tree-item-context-base.ts
@@ -180,7 +180,11 @@ export abstract class UmbTreeItemContextBase<TreeItemType extends UmbTreeItemMod
 			throw new Error('Could not request children, tree item is not set');
 		}
 
-		this.#sectionSidebarContext?.toggleContextMenu(this.entityType, this.unique, this.getTreeItem()?.name || '');
+		this.#sectionSidebarContext?.toggleContextMenu(this.getHostElement(), {
+			entityType: this.entityType,
+			unique: this.unique,
+			headline: this.getTreeItem()?.name || '',
+		});
 	}
 
 	public select() {
diff --git a/src/Umbraco.Web.UI.Client/src/packages/data-type/modals/property-editor-ui-picker/property-editor-ui-picker-modal.element.ts b/src/Umbraco.Web.UI.Client/src/packages/data-type/modals/property-editor-ui-picker/property-editor-ui-picker-modal.element.ts
index 7a1894f23f..6c19375a8e 100644
--- a/src/Umbraco.Web.UI.Client/src/packages/data-type/modals/property-editor-ui-picker/property-editor-ui-picker-modal.element.ts
+++ b/src/Umbraco.Web.UI.Client/src/packages/data-type/modals/property-editor-ui-picker/property-editor-ui-picker-modal.element.ts
@@ -30,14 +30,13 @@ export class UmbPropertyEditorUIPickerModalElement extends UmbModalBaseElement<
 	connectedCallback(): void {
 		super.connectedCallback();
 
-		this._submitLabel = this.data?.submitLabel ?? this._submitLabel;
+		// TODO: We never parse on a submit label, so this seem weird as we don't enable this of other places.
+		//this._submitLabel = this.data?.submitLabel ?? this._submitLabel;
 
 		this.#usePropertyEditorUIs();
 	}
 
 	#usePropertyEditorUIs() {
-		if (!this.data) return;
-
 		this.observe(umbExtensionsRegistry.byType('propertyEditorUi'), (propertyEditorUIs) => {
 			// Only include Property Editor UIs which has Property Editor Schema Alias
 			this._propertyEditorUIs = propertyEditorUIs.filter(