diff --git a/.changeset/posix-use-on-cd-tests.md b/.changeset/posix-use-on-cd-tests.md
new file mode 100644
index 000000000..15299b369
--- /dev/null
+++ b/.changeset/posix-use-on-cd-tests.md
@@ -0,0 +1,5 @@
+---
+"fnm": patch
+---
+
+Make bash `--use-on-cd` hook use POSIX `[ -f ]` tests so it works under dash/sh
diff --git a/src/shell/bash.rs b/src/shell/bash.rs
index 667c96b8b..9a1eff236 100644
--- a/src/shell/bash.rs
+++ b/src/shell/bash.rs
@@ -26,15 +26,17 @@ impl Shell for Bash {
     }
 
     fn use_on_cd(&self, config: &crate::config::FnmConfig) -> anyhow::Result<String> {
+        // Use POSIX `[ ]` tests (not bash `[[ ]]`) so the hook still works when
+        // eval'd under dash/sh — see https://github.com/Schniz/fnm/issues/1591
         let version_file_exists_condition = if config.resolve_engines() {
-            "-f .node-version || -f .nvmrc || -f package.json"
+            "[ -f .node-version ] || [ -f .nvmrc ] || [ -f package.json ]"
         } else {
-            "-f .node-version || -f .nvmrc"
+            "[ -f .node-version ] || [ -f .nvmrc ]"
         };
         let autoload_hook = match config.version_file_strategy() {
             VersionFileStrategy::Local => formatdoc!(
                 r"
-                    if [[ {version_file_exists_condition} ]]; then
+                    if {version_file_exists_condition}; then
                         fnm use --silent-if-unchanged
                     fi
                 ",
@@ -59,3 +61,21 @@ impl Shell for Bash {
         ))
     }
 }
+
+#[cfg(test)]
+mod tests {
+    use super::*;
+
+    #[test]
+    fn use_on_cd_emits_posix_file_tests() {
+        let output = Bash.use_on_cd(&crate::config::FnmConfig::default()).unwrap();
+        assert!(
+            output.contains("[ -f .node-version ] || [ -f .nvmrc ]"),
+            "expected POSIX [ -f ] tests, got:\n{output}"
+        );
+        assert!(
+            !output.contains("[["),
+            "bash use-on-cd hook must not emit [[ for dash/sh compatibility"
+        );
+    }
+}