diff --git a/crates/infrastructure/src/inspector/claude_paths.rs b/crates/infrastructure/src/inspector/claude_paths.rs
index 0761b47..0371b12 100644
--- a/crates/infrastructure/src/inspector/claude_paths.rs
+++ b/crates/infrastructure/src/inspector/claude_paths.rs
@@ -23,18 +23,20 @@ use domain::project::ProjectPath;
 
 /// Encodes a cwd the way Claude Code names its per-project transcript folder.
 ///
-/// **Assumption (documented, isolated, and unit-tested):** Claude flattens the
-/// absolute cwd into a single directory segment by replacing each path separator
-/// (`/` or `\`) — and the leading separator — with `-`. So
-/// `/home/anthony/Documents/Projects/IdeA` becomes
-/// `-home-anthony-Documents-Projects-IdeA`. We keep this convention in one small,
-/// tested function so that if Claude's exact encoding differs in some edge case, only
-/// this seam needs to change. We do not attempt to encode `.` or other characters, as
-/// the common case (clean absolute project paths) is covered and over-encoding would
-/// risk pointing at the wrong folder.
+/// **Verified against real `~/.claude/projects/` folders:** Claude flattens the absolute
+/// cwd into a single directory segment by replacing **every character that is not an ASCII
+/// alphanumeric** (`[a-zA-Z0-9]`) with `-` — this is Claude Code's `replace(/[^a-zA-Z0-9]/g,
+/// '-')`. Crucially that means **`.` is encoded too**, not just path separators: a run dir
+/// like `/home/anthony/Documents/Projects/IdeA/.ideai/run/<uuid>` becomes
+/// `-home-anthony-Documents-Projects-IdeA--ideai-run-<uuid>` (the `/.` collapses to a
+/// **double** dash). The earlier version only replaced `/` and `\`, leaving the `.`, so it
+/// computed `-IdeA-.ideai-run-…` — a folder that never exists on disk; the turn-watcher
+/// then saw an empty dir (baseline 0, conversation `<none>`) and never fired `turn_ended`,
+/// wedging the no-reply backstop. We keep this convention in one small, tested seam so a
+/// future Claude encoding change touches only here.
 pub(crate) fn encode_cwd(cwd: &str) -> String {
     cwd.chars()
-        .map(|c| if c == '/' || c == '\\' { '-' } else { c })
+        .map(|c| if c.is_ascii_alphanumeric() { c } else { '-' })
         .collect()
 }
 
@@ -83,8 +85,26 @@ mod tests {
             "-home-anthony-Documents-Projects-IdeA"
         );
         assert_eq!(encode_cwd("/a/b"), "-a-b");
-        // Windows-style separators flatten too.
-        assert_eq!(encode_cwd("C:\\Users\\me"), "C:-Users-me");
+        // Every non-alphanumeric flattens to `-`, including `:` and `\` on Windows paths.
+        assert_eq!(encode_cwd("C:\\Users\\me"), "C--Users-me");
+    }
+
+    /// Non-regression for the no-reply backstop wedge: an IdeA agent's isolated run dir
+    /// contains a `.` (`/.ideai/`), which Claude encodes as `-` just like `/`. The `/.`
+    /// must therefore collapse to a **double** dash, matching the real on-disk folder
+    /// `-home-anthony-Documents-Projects-IdeA--ideai-run-<uuid>`. The earlier `/`-only
+    /// encoding produced `-IdeA-.ideai-run-…` (nonexistent) and broke the turn watcher.
+    #[test]
+    fn encode_cwd_encodes_dot_in_run_dir_to_double_dash() {
+        let uuid = "73c853d1-c0fd-463b-ad17-1d24fefa371f";
+        let cwd = format!("/home/anthony/Documents/Projects/IdeA/.ideai/run/{uuid}");
+        assert_eq!(
+            encode_cwd(&cwd),
+            format!("-home-anthony-Documents-Projects-IdeA--ideai-run-{uuid}")
+        );
+        // The hyphens already present inside the UUID survive (they are non-alphanumeric,
+        // re-encoded to the same `-`), so the segment matches byte-for-byte.
+        assert!(encode_cwd(&cwd).ends_with(uuid));
     }
 
     #[test]