diff --git a/src/features/welcome/WelcomeSplitButton.tsx b/src/features/welcome/WelcomeSplitButton.tsx
index 0bea5453..da68836b 100644
--- a/src/features/welcome/WelcomeSplitButton.tsx
+++ b/src/features/welcome/WelcomeSplitButton.tsx
@@ -19,7 +19,13 @@ export default function WelcomeSplitButton(props: WelcomeSplitButtonProps) {
   const menuId = useId();
   return (
     <div className="welcome-split-button" ref={groupRef}>
-      <button className={props.className} onClick={props.onClick}>
+      <button
+        className={props.className}
+        onClick={() => {
+          setOpen(false);
+          props.onClick();
+        }}
+      >
         {props.icon}
         {props.label}
       </button>
@@ -45,6 +51,7 @@ export default function WelcomeSplitButton(props: WelcomeSplitButtonProps) {
         portal={false}
         open={open}
         anchor={triggerRef.current ?? undefined}
+        within={groupRef.current ?? undefined}
         onClose={() => setOpen(false)}
         className="welcome-split-menu"
         role="menu"
diff --git a/src/ui/Popup.tsx b/src/ui/Popup.tsx
index 4b5a3150..f030d279 100644
--- a/src/ui/Popup.tsx
+++ b/src/ui/Popup.tsx
@@ -36,6 +36,9 @@ export interface PopupProps extends Pick<
   readonly onEscape?: () => void;
   readonly dismissible?: boolean;
   readonly anchor?: HTMLElement | undefined;
+  // A press inside this element is not an outside press: the popup stays open and the click
+  // goes through, so a control beside the anchor (a split button's main half) acts at once.
+  readonly within?: HTMLElement | undefined;
   readonly className?: string;
   readonly style?: CSSProperties | undefined;
   readonly role?: 'dialog' | 'alertdialog' | 'menu' | 'listbox' | 'tooltip';
diff --git a/src/ui/popupDismiss.ts b/src/ui/popupDismiss.ts
index 26d63ec8..3bb433c2 100644
--- a/src/ui/popupDismiss.ts
+++ b/src/ui/popupDismiss.ts
@@ -2,7 +2,10 @@ import { inOwnedPopup, isTopPopupLayer } from './popupOwnership';
 import { useEffect, type RefObject } from 'react';
 import type { PopupProps, PopupActions } from './Popup';
 import { toRecord } from '../../shared/core/record';
-interface DismissOptions extends Pick<PopupProps, 'dismissible' | 'anchor' | 'onEscape'> {
+interface DismissOptions extends Pick<
+  PopupProps,
+  'dismissible' | 'anchor' | 'within' | 'onEscape'
+> {
   readonly active: boolean;
   readonly mode: 'modal' | 'popover';
 }
@@ -11,7 +14,7 @@ export function usePopupDismiss(
   options: DismissOptions,
   { close, finish }: PopupActions,
 ): void {
-  const { active, anchor, dismissible = true, mode, onEscape } = options;
+  const { active, anchor, within, dismissible = true, mode, onEscape } = options;
   usePopupEnvironment(surface, options, close);
   useEffect(() => {
     if (!active || !dismissible) {
@@ -23,7 +26,8 @@ export function usePopupDismiss(
       !(target instanceof window.Element && target.closest('.toast-stack')) &&
       !surface.current?.contains(target) &&
       !inOwnedPopup(target, surface.current ?? undefined) &&
-      !anchor?.contains(target);
+      !anchor?.contains(target) &&
+      !within?.contains(target);
     const down = (event: MouseEvent): void => {
       outsidePress = outside(event.target);
       if (mode === 'popover' && outsidePress && popupIsTop(surface.current)) {
@@ -75,7 +79,7 @@ export function usePopupDismiss(
       document.removeEventListener('keydown', key);
       window.removeEventListener('message', message);
     };
-  }, [active, anchor, close, finish, dismissible, mode, onEscape, surface]);
+  }, [active, anchor, within, close, finish, dismissible, mode, onEscape, surface]);
 }
 
 export function popupIsTop(surface: RefObject<HTMLDivElement>['current']): boolean {
diff --git a/test/renderer/welcome/welcome.test.js b/test/renderer/welcome/welcome.test.js
index a94dbe3a..a209c96f 100644
--- a/test/renderer/welcome/welcome.test.js
+++ b/test/renderer/welcome/welcome.test.js
@@ -209,6 +209,20 @@ const PIXEL =
     document.body.dispatchEvent(new dom.window.MouseEvent('mousedown', { bubbles: true }));
   });
   check('an outside click closes the menu', all('[role=menuitem]').length === 0);
+  // The main half beside an open menu is part of the same control: its press is not an
+  // outside press, so the first click opens the picker instead of only closing the menu.
+  await act(async () => arrows[0].click());
+  const openFromFolder = all('.actions button')[0];
+  await act(async () => {
+    openFromFolder.dispatchEvent(new dom.window.MouseEvent('mousedown', { bubbles: true }));
+    openFromFolder.click();
+  });
+  check(
+    'with its menu open, Open from folder opens the picker on the first click',
+    folderRequests === 2,
+    String(folderRequests),
+  );
+  check('and closes the menu', all('[role=menuitem]').length === 0);
   check('nothing tells the user a picture is old', !/out of date/i.test(text()), text());
   check('and nothing offers to fix it', all('.recent-refresh').length === 0);