Something like this could work. Just ensuring that we haven’t ended back at the 
start of the current (degenerate) inlinetask. I don’t know if this would be the 
most elegant solution though. I also considered whether org-inlinetask-goto-end 
should really move to the point after the last line of an inlinetask (is this 
consistent with org-element BTW?), but that would require changes across a big 
part of org-inlinetask and probably complicate other things.



diff --git a/lisp/org-inlinetask.el b/lisp/org-inlinetask.el
index 07aa94f32..c28f5e7b4 100644
--- a/lisp/org-inlinetask.el
+++ b/lisp/org-inlinetask.el
@@ -334,12 +334,15 @@ (defun org-inlinetask-hide-tasks (state)
           (org-inlinetask-goto-end)))))
     (`children
      (save-excursion
-       (while
-          (or (org-inlinetask-at-task-p)
-              (and (outline-next-heading) (org-inlinetask-at-task-p)))
-        (org-inlinetask-toggle-visibility)
-        (org-inlinetask-goto-end)
-         (backward-char))))))
+       (let ((startpoint-at-bol -1))
+         (while
+            (or (and (org-inlinetask-at-task-p)
+                      (not (eq startpoint-at-bol (point-at-bol))))
+                (and (outline-next-heading) (org-inlinetask-at-task-p)))
+           (setq startpoint-at-bol (point-at-bol))
+          (org-inlinetask-toggle-visibility)
+          (org-inlinetask-goto-end)
+           (backward-char)))))))
 
 (defun org-inlinetask-remove-END-maybe ()
   "Remove an END line when present."

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