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+;;; test-chime-debug-functions.el --- Tests for chime debug functions -*- lexical-binding: t; -*-
+
+;; Copyright (C) 2024 Craig Jennings
+
+;; Author: Craig Jennings <c@cjennings.net>
+
+;; This program is free software: you can redistribute it and/or modify
+;; it under the terms of the GNU General Public License as published by
+;; the Free Software Foundation, either version 3 of the License, or
+;; (at your option) any later version.
+
+;; This program is distributed in the hope that it will be useful,
+;; but WITHOUT ANY WARRANTY; without even the implied warranty of
+;; MERCHANTABILITY or FITNESS FOR A PARTICULAR PURPOSE.  See the
+;; GNU General Public License for more details.
+
+;; You should have received a copy of the GNU General Public License
+;; along with this program.  If not, see <http://www.gnu.org/licenses/>.
+
+;;; Commentary:
+
+;; Tests for debug functions: chime--debug-dump-events, chime--debug-dump-tooltip,
+;; and chime--debug-config. These tests verify that debug functions work correctly
+;; and handle edge cases gracefully.
+
+;;; Code:
+
+;; Initialize package system for batch mode
+(when noninteractive
+  (package-initialize))
+
+(require 'ert)
+
+;; Load dependencies required by chime
+(require 'dash)
+(require 'alert)
+(require 'async)
+(require 'org-agenda)
+
+;; Enable debug mode and load chime
+(setq chime-debug t)
+(load (expand-file-name "../chime.el") nil t)
+(require 'chime-debug (expand-file-name "../chime-debug.el"))
+
+;; Load test utilities
+(require 'testutil-general (expand-file-name "testutil-general.el"))
+(require 'testutil-time (expand-file-name "testutil-time.el"))
+
+;;; Setup and Teardown
+
+(defun test-chime-debug-functions-setup ()
+  "Setup function run before each test."
+  (chime-create-test-base-dir)
+  ;; Clear upcoming events
+  (setq chime--upcoming-events nil))
+
+(defun test-chime-debug-functions-teardown ()
+  "Teardown function run after each test."
+  (chime-delete-test-base-dir)
+  (setq chime--upcoming-events nil))
+
+;;; Tests for chime--debug-dump-events
+
+(ert-deftest test-chime-debug-dump-events-normal-with-events ()
+  "Test that chime--debug-dump-events dumps events to *Messages* buffer."
+  (test-chime-debug-functions-setup)
+  (unwind-protect
+      (let* ((now (test-time-today-at 14 0))
+             (event-time (test-time-today-at 14 10))
+             (timestamp-str (test-timestamp-string event-time))
+             (minutes 10))
+        (with-test-time now
+          ;; Set up chime--upcoming-events as if chime--update-modeline populated it
+          (let* ((event `((times . ((,timestamp-str . ,event-time)))
+                          (title . "Test Meeting")))
+                 (event-item (list event (cons timestamp-str event-time) minutes)))
+            (setq chime--upcoming-events (list event-item))
+            ;; Clear messages buffer to check output
+            (with-current-buffer (get-buffer-create "*Messages*")
+              (let ((inhibit-read-only t))
+                (erase-buffer)))
+            ;; Call debug function
+            (chime--debug-dump-events)
+            ;; Verify output in *Messages* buffer
+            (with-current-buffer "*Messages*"
+              (let ((content (buffer-string)))
+                (should (string-match-p "=== Chime Debug: Upcoming Events" content))
+                (should (string-match-p "Test Meeting" content))
+                (should (string-match-p "=== End Chime Debug ===" content)))))))
+    (test-chime-debug-functions-teardown)))
+
+(ert-deftest test-chime-debug-dump-events-boundary-no-events ()
+  "Test that chime--debug-dump-events handles no events gracefully."
+  (test-chime-debug-functions-setup)
+  (unwind-protect
+      (progn
+        ;; Ensure no events
+        (setq chime--upcoming-events nil)
+        ;; Should not error
+        (should-not (condition-case nil
+                        (progn (chime--debug-dump-events) nil)
+                      (error t))))
+    (test-chime-debug-functions-teardown)))
+
+;;; Tests for chime--debug-dump-tooltip
+
+(ert-deftest test-chime-debug-dump-tooltip-normal-with-events ()
+  "Test that chime--debug-dump-tooltip dumps tooltip to *Messages* buffer."
+  (test-chime-debug-functions-setup)
+  (unwind-protect
+      (let* ((now (test-time-today-at 14 0))
+             (event-time (test-time-today-at 14 10))
+             (timestamp-str (test-timestamp-string event-time))
+             (minutes 10))
+        (with-test-time now
+          ;; Set up chime--upcoming-events
+          (let* ((event `((times . ((,timestamp-str . ,event-time)))
+                          (title . "Test Meeting")))
+                 (event-item (list event (cons timestamp-str event-time) minutes)))
+            (setq chime--upcoming-events (list event-item))
+            ;; Clear messages buffer
+            (with-current-buffer (get-buffer-create "*Messages*")
+              (let ((inhibit-read-only t))
+                (erase-buffer)))
+            ;; Call debug function
+            (chime--debug-dump-tooltip)
+            ;; Verify output in *Messages* buffer
+            (with-current-buffer "*Messages*"
+              (let ((content (buffer-string)))
+                (should (string-match-p "=== Chime Debug: Tooltip Content ===" content))
+                (should (string-match-p "Test Meeting" content))
+                (should (string-match-p "=== End Chime Debug ===" content)))))))
+    (test-chime-debug-functions-teardown)))
+
+(ert-deftest test-chime-debug-dump-tooltip-boundary-no-events ()
+  "Test that chime--debug-dump-tooltip handles no events gracefully."
+  (test-chime-debug-functions-setup)
+  (unwind-protect
+      (progn
+        ;; Ensure no events
+        (setq chime--upcoming-events nil)
+        ;; Should not error
+        (should-not (condition-case nil
+                        (progn (chime--debug-dump-tooltip) nil)
+                      (error t))))
+    (test-chime-debug-functions-teardown)))
+
+;;; Tests for chime--debug-config
+
+(ert-deftest test-chime-debug-config-normal-dumps-config ()
+  "Test that chime--debug-config dumps configuration to *Messages* buffer."
+  (test-chime-debug-functions-setup)
+  (unwind-protect
+      (let ((chime-enable-modeline t)
+            (chime-modeline-lookahead-minutes 60)
+            (chime-alert-intervals '((10 . medium)))
+            (org-agenda-files '("/tmp/test.org")))
+        ;; Clear messages buffer
+        (with-current-buffer (get-buffer-create "*Messages*")
+          (let ((inhibit-read-only t))
+            (erase-buffer)))
+        ;; Call debug function
+        (chime--debug-config)
+        ;; Verify output in *Messages* buffer
+        (with-current-buffer "*Messages*"
+          (let ((content (buffer-string)))
+            (should (string-match-p "=== Chime Debug: Configuration ===" content))
+            (should (string-match-p "Mode enabled:" content))
+            (should (string-match-p "chime-enable-modeline:" content))
+            (should (string-match-p "chime-modeline-lookahead-minutes:" content))
+            (should (string-match-p "chime-alert-intervals:" content))
+            (should (string-match-p "Org agenda files" content))
+            (should (string-match-p "=== End Chime Debug ===" content)))))
+    (test-chime-debug-functions-teardown)))
+
+(ert-deftest test-chime-debug-config-boundary-no-agenda-files ()
+  "Test that chime--debug-config handles empty org-agenda-files."
+  (test-chime-debug-functions-setup)
+  (unwind-protect
+      (let ((org-agenda-files '()))
+        ;; Clear messages buffer
+        (with-current-buffer (get-buffer-create "*Messages*")
+          (let ((inhibit-read-only t))
+            (erase-buffer)))
+        ;; Should not error
+        (should-not (condition-case nil
+                        (progn (chime--debug-config) nil)
+                      (error t)))
+        ;; Verify output mentions 0 files
+        (with-current-buffer "*Messages*"
+          (let ((content (buffer-string)))
+            (should (string-match-p "Org agenda files (0)" content)))))
+    (test-chime-debug-functions-teardown)))
+
+;;; Integration tests
+
+(ert-deftest test-chime-debug-all-functions-work-together ()
+  "Test that all three debug functions can be called sequentially."
+  (test-chime-debug-functions-setup)
+  (unwind-protect
+      (let* ((now (test-time-today-at 14 0))
+             (event-time (test-time-today-at 14 10))
+             (timestamp-str (test-timestamp-string event-time))
+             (minutes 10)
+             (chime-enable-modeline t)
+             (org-agenda-files '("/tmp/test.org")))
+        (with-test-time now
+          ;; Set up events
+          (let* ((event `((times . ((,timestamp-str . ,event-time)))
+                          (title . "Integration Test Meeting")))
+                 (event-item (list event (cons timestamp-str event-time) minutes)))
+            (setq chime--upcoming-events (list event-item))
+            ;; Call all three debug functions - should not error
+            (should-not (condition-case nil
+                            (progn
+                              (chime--debug-dump-events)
+                              (chime--debug-dump-tooltip)
+                              (chime--debug-config)
+                              nil)
+                          (error t))))))
+    (test-chime-debug-functions-teardown)))
+
+(provide 'test-chime-debug-functions)
+;;; test-chime-debug-functions.el ends here