diff --git a/.jules/sentinel.md b/.jules/sentinel.md
new file mode 100644
index 00000000..92c50d3e
--- /dev/null
+++ b/.jules/sentinel.md
@@ -0,0 +1,5 @@
+
+## 2024-05-20 - Lexical Path Normalization Traversal Vulnerability
+**Vulnerability:** In `crates/flow/src/incremental/extractors/typescript.rs`, manual path normalization handled `..` components by blindly calling `components.pop()`.
+**Learning:** If `components` was empty or contained boundary components like `/` (`RootDir`), popping did nothing, effectively deleting `..` directories and breaking relative navigation. Alternatively, `components.pop()` would happily strip root indicators, allowing path ascensions to escape intended root scopes.
+**Prevention:** When manually normalizing paths using `std::path::Component`, explicitly block `ParentDir` from popping `RootDir` or `Prefix`. If the components stack is empty or its top is already `ParentDir`, push the new `ParentDir` to preserve valid ascensions (e.g., `../../file`).
diff --git a/crates/flow/src/incremental/extractors/typescript.rs b/crates/flow/src/incremental/extractors/typescript.rs
index 1bdda4ef..2a44eaef 100644
--- a/crates/flow/src/incremental/extractors/typescript.rs
+++ b/crates/flow/src/incremental/extractors/typescript.rs
@@ -808,7 +808,17 @@ impl TypeScriptDependencyExtractor {
                 for component in resolved.components() {
                     match component {
                         std::path::Component::ParentDir => {
-                            components.pop();
+                            let last = components.last().copied();
+                            match last {
+                                None | Some(std::path::Component::ParentDir) => {
+                                    components.push(component);
+                                }
+                                Some(std::path::Component::RootDir)
+                                | Some(std::path::Component::Prefix(_)) => {}
+                                _ => {
+                                    components.pop();
+                                }
+                            }
                         }
                         std::path::Component::CurDir => {}
                         _ => components.push(component),