The regular expression in `org-get-cursor-date' assumes the time grid string will have two digits in the hour portion of the time strng. However, the grid time string does not always have two digits. For example:

" 8:00......"

The attached patch accounts for this and uses the rx macro to communicate the intent of the regular expression more clearly.

>From 4724b4cc5e9600da60b465c4c2f1968b75c7c31d Mon Sep 17 00:00:00 2001
From: Nicholas Vollmer <iarchivedmywholel...@gmail.com>
Date: Sun, 2 Aug 2020 14:42:34 -0400
Subject: [PATCH] org.el: (org-get-cursor-date): Fix regular expression

* lisp/org.el Fix regular expression.
---
 lisp/org.el | 5 +++--
 1 file changed, 3 insertions(+), 2 deletions(-)

diff --git a/lisp/org.el b/lisp/org.el
index ee8be256d..37136cc48 100644
--- a/lisp/org.el
+++ b/lisp/org.el
@@ -18728,10 +18728,11 @@ If WITH-TIME is non-nil, returns the time of the event at point (in
 the agenda) or the current time of the day; otherwise returns the
 earliest time on the cursor date that Org treats as that date
 (bearing in mind `org-extend-today-until')."
-  (let (date day defd tp hod mod)
+  (let ((hhmm-regexp (rx (seq (group (** 1 2 digit)) ":" (group (= 2 digit)))))
+	date day defd tp hod mod)
     (when with-time
       (setq tp (get-text-property (point) 'time))
-      (when (and tp (string-match "\\([0-9][0-9]\\):\\([0-9][0-9]\\)" tp))
+      (when (and tp (string-match hhmm-regexp tp))
 	(setq hod (string-to-number (match-string 1 tp))
 	      mod (string-to-number (match-string 2 tp))))
       (or tp (let ((now (decode-time)))
-- 
2.27.0

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