From c879baa981be735ee66e5aaa402efd6fe80328bd Mon Sep 17 00:00:00 2001
From: symphony-dbcli <symphony-dbcli@users.noreply.github.com>
Date: Sun, 24 May 2026 07:03:00 -0700
Subject: [PATCH] Work on dbcli/litecli#245

---
 CHANGELOG.md       |  4 ++++
 litecli/main.py    |  1 +
 tests/test_main.py | 17 +++++++++++++++++
 3 files changed, 22 insertions(+)

diff --git a/CHANGELOG.md b/CHANGELOG.md
index afdb40f..2c02bac 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -1,5 +1,9 @@
 ## Unreleased
 
+### Bug Fixes
+
+- Expand `~` in configured log file paths.
+
 ### Internal
 
 - Add a GitHub Actions workflow to run Codex review on pull requests.
diff --git a/litecli/main.py b/litecli/main.py
index 8151ffa..87e1b24 100644
--- a/litecli/main.py
+++ b/litecli/main.py
@@ -249,6 +249,7 @@ def initialize_logging(self) -> None:
         log_file = self.config["main"]["log_file"]
         if log_file == "default":
             log_file = config_location() + "log"
+        log_file = os.path.expanduser(log_file)
         try:
             ensure_dir_exists(log_file)
         except OSError:
diff --git a/tests/test_main.py b/tests/test_main.py
index 0a47c9b..a9e757d 100644
--- a/tests/test_main.py
+++ b/tests/test_main.py
@@ -278,6 +278,23 @@ def test_startup_commands(executor):
     # implement tests on executions of the startupcommands
 
 
+def test_log_file_expands_user_path(tmp_path, monkeypatch, capsys):
+    home = tmp_path / "home"
+    config_file = tmp_path / "liteclirc"
+    with open(default_config_file, encoding="utf-8") as f:
+        config = f.read()
+    config_file.write_text(config.replace("log_file = default", "log_file = ~/.cache/litecli/log"), encoding="utf-8")
+
+    monkeypatch.setenv("HOME", str(home))
+    monkeypatch.setenv("USERPROFILE", str(home))
+
+    LiteCli(liteclirc=str(config_file))
+
+    captured = capsys.readouterr()
+    assert "Unable to open the log file" not in captured.err
+    assert (home / ".cache" / "litecli" / "log").exists()
+
+
 @patch("litecli.main.datetime")  # Adjust if your module path is different
 def test_get_prompt(mock_datetime):
     # We'll freeze time at 2025-01-20 13:37:42 for comedic effect.