diff --git a/crates/typos-cli/tests/walk_canonicalize.rs b/crates/typos-cli/tests/walk_canonicalize.rs
new file mode 100644
index 00000000..5580f27c
--- /dev/null
+++ b/crates/typos-cli/tests/walk_canonicalize.rs
@@ -0,0 +1,82 @@
+//! Regression test for <https://github.com/crate-ci/typos/issues/1444>
+//!
+//! `walk_entry` canonicalizes each entry's path to look up its policy. When that fails,
+//! `report_result` reports the error and then hands back `PathBuf::default()`, an empty
+//! path that is never a key in `ConfigEngine`'s directory map, so the `policy()` call
+//! right after it panics with `` `walk()` should be called first ``.
+#![cfg(unix)]
+
+struct CollectingReporter {
+    errors: std::sync::Mutex<Vec<String>>,
+}
+
+impl CollectingReporter {
+    fn new() -> Self {
+        Self {
+            errors: std::sync::Mutex::new(Vec::new()),
+        }
+    }
+}
+
+impl typos_cli::report::Report for CollectingReporter {
+    fn report(&self, msg: typos_cli::report::Message<'_>) -> Result<(), std::io::Error> {
+        if msg.is_error() {
+            self.errors.lock().unwrap().push(format!("{msg:?}"));
+        }
+        Ok(())
+    }
+}
+
+#[test]
+fn walk_path_reports_file_removed_mid_walk() {
+    let temp = assert_fs::TempDir::new().unwrap();
+    let vanishing = temp.path().join("vanishing.txt");
+    std::fs::write(&vanishing, b"helllo world\n").unwrap();
+
+    let storage = typos_cli::policy::ConfigStorage::new();
+    let mut engine = typos_cli::policy::ConfigEngine::new(&storage);
+    engine.set_isolated(true);
+    engine.set_overrides(typos_cli::config::Config::default());
+    let cwd = temp.path().canonicalize().unwrap();
+    engine.init_dir(&cwd).unwrap();
+
+    // Remove the file as the walker visits it. `ignore` still yields it as an `Ok` entry,
+    // but the `canonicalize()` in `walk_entry` then fails with `NotFound` -- the same
+    // outcome as a file that a concurrent process removes mid-scan.
+    let mut builder = ignore::WalkBuilder::new(temp.path());
+    let target = vanishing.clone();
+    let removed = std::sync::atomic::AtomicBool::new(false);
+    builder.filter_entry(move |entry| {
+        if entry.path() == target && !removed.swap(true, std::sync::atomic::Ordering::SeqCst) {
+            std::fs::remove_file(&target).unwrap();
+        }
+        true
+    });
+    let reporter = CollectingReporter::new();
+
+    let payload = std::panic::catch_unwind(std::panic::AssertUnwindSafe(|| {
+        typos_cli::file::walk_path(
+            builder.build(),
+            &typos_cli::file::Typos,
+            &engine,
+            &reporter,
+            false,
+        )
+    }))
+    .expect_err("walk_path should panic on the failed policy lookup");
+    let message = payload
+        .downcast_ref::<String>()
+        .map(String::as_str)
+        .or_else(|| payload.downcast_ref::<&str>().copied());
+    // `policy()` checks the path with a `debug_assert!` before reaching its `expect`.
+    let expected = if cfg!(debug_assertions) {
+        " is not absolute"
+    } else {
+        "`walk()` should be called first"
+    };
+    assert_eq!(message, Some(expected));
+    assert!(
+        !reporter.errors.lock().unwrap().is_empty(),
+        "expected the vanished file's canonicalize() failure to be reported"
+    );
+}