diff --git a/src/lib/logging/__tests__/redact.test.ts b/src/lib/logging/__tests__/redact.test.ts
index 3c7e93829..e47b1a73a 100644
--- a/src/lib/logging/__tests__/redact.test.ts
+++ b/src/lib/logging/__tests__/redact.test.ts
@@ -1,5 +1,5 @@
 import { describe, expect, it } from "vitest";
-import { redactSecrets, redactOptional } from "../redact";
+import { redactSecrets, redactOptional, PATH_SECRET_PATHS } from "../redact";
 
 describe("redactSecrets", () => {
   it("redacts Bearer tokens", () => {
@@ -118,6 +118,77 @@ describe("redactSecrets", () => {
       "Bearer [REDACTED] bot[REDACTED] ?code=[REDACTED]",
     );
   });
+
+  // v1.4.25 W21 Fix-J: `WITHINGS_WEBHOOK_SECRET` travels as the trailing
+  // path segment on `/api/withings/webhook/<secret>`. The Wide Event
+  // builder feeds `http.path` and `http.route` through `redactSecrets`,
+  // so the path-segment rule must rewrite the secret to `[REDACTED]`
+  // before stdout / ring-buffer / Loki egress.
+  describe("path-segment secret redaction", () => {
+    it("registers the Withings webhook prefix in PATH_SECRET_PATHS", () => {
+      expect(PATH_SECRET_PATHS.map((entry) => entry.prefix)).toContain(
+        "/api/withings/webhook/",
+      );
+    });
+
+    it("redacts the Withings webhook secret segment", () => {
+      expect(redactSecrets("/api/withings/webhook/test-secret")).toBe(
+        "/api/withings/webhook/[REDACTED]",
+      );
+      expect(
+        redactSecrets(
+          "/api/withings/webhook/abc123_DEADBEEF-cafe.0123456789abcdef",
+        ),
+      ).toBe("/api/withings/webhook/[REDACTED]");
+    });
+
+    it("preserves trailing path segments after the secret", () => {
+      expect(redactSecrets("/api/withings/webhook/test-secret/")).toBe(
+        "/api/withings/webhook/[REDACTED]/",
+      );
+      expect(redactSecrets("/api/withings/webhook/test-secret/verify")).toBe(
+        "/api/withings/webhook/[REDACTED]/verify",
+      );
+    });
+
+    it("preserves query strings after the secret segment", () => {
+      // Note: the existing query-string rule then redacts the
+      // `?secret=…` payload too; both layers compose.
+      expect(
+        redactSecrets("/api/withings/webhook/test-secret?retries=2"),
+      ).toBe("/api/withings/webhook/[REDACTED]?retries=2");
+    });
+
+    it("redacts an absolute URL form (origin + path-segment secret)", () => {
+      expect(
+        redactSecrets(
+          "https://app.healthlog.dev/api/withings/webhook/super-secret",
+        ),
+      ).toBe("https://app.healthlog.dev/api/withings/webhook/[REDACTED]");
+    });
+
+    it("leaves the legacy query-string webhook form alone (no path-segment secret)", () => {
+      // `/api/withings/webhook` (no trailing segment) keeps shape; the
+      // `?secret=` rule scrubs the query payload via the existing rule.
+      expect(redactSecrets("/api/withings/webhook?secret=abc123")).toBe(
+        "/api/withings/webhook?secret=[REDACTED]",
+      );
+      expect(redactSecrets("/api/withings/webhook")).toBe(
+        "/api/withings/webhook",
+      );
+    });
+
+    it("does not over-redact sibling routes that share the prefix root", () => {
+      // Sibling paths (`/api/withings/measure`, `/api/withings/auth`)
+      // must not match the webhook-specific prefix.
+      expect(redactSecrets("/api/withings/measure/123")).toBe(
+        "/api/withings/measure/123",
+      );
+      expect(redactSecrets("/api/withings/auth/callback")).toBe(
+        "/api/withings/auth/callback",
+      );
+    });
+  });
 });
 
 describe("redactOptional", () => {
diff --git a/src/lib/logging/redact.ts b/src/lib/logging/redact.ts
index 2fe981be2..40c0ad54a 100644
--- a/src/lib/logging/redact.ts
+++ b/src/lib/logging/redact.ts
@@ -1,8 +1,8 @@
 /**
  * Redact secrets from strings before they leave the process boundary
- * (Loki, Glitchtip, console). Applied in `WideEventBuilder.setError()`
- * and `reportToGlitchtip()` so every error reaching observability is
- * scrubbed once, centrally.
+ * (Loki, Glitchtip, console). Applied in `WideEventBuilder.setError()`,
+ * `WideEventBuilder.setHttp()`, and `reportToGlitchtip()` so every
+ * value reaching observability is scrubbed once, centrally.
  *
  * Patterns:
  *   - `Bearer <token>` — generic API tokens incl. our `hlk_` /
@@ -18,13 +18,51 @@
  *   - `sk-…` and `sk-ant-…` — OpenAI / Anthropic API keys. We never
  *     log them on purpose, but a misconfigured client error or a
  *     dump of the request body could carry one. Scrub before egress.
+ *   - path-segment secrets — routes like `/api/withings/webhook/<secret>`
+ *     carry the shared secret as a positional path segment. The Wide
+ *     Event `http.path` and `http.route` fields would otherwise leak
+ *     the secret into stdout, the in-memory ring buffer, and Loki.
+ *     See `PATH_SECRET_PATHS`.
  *
  * The substitution is intentionally generic ([REDACTED]) — we don't
  * want partial revelation of token entropy.
  */
+/**
+ * Registry of path prefixes where the trailing segment is a shared
+ * secret. Each entry's `prefix` must end with `/`; any non-empty
+ * segment after it is rewritten to `[REDACTED]`. Subsequent path
+ * segments are preserved (so `/foo/<secret>/bar` becomes
+ * `/foo/[REDACTED]/bar`).
+ *
+ * Add a new entry whenever a route exposes a secret in its URL path
+ * (rather than headers, body, or query). Tested in `redact.test.ts`.
+ */
+export const PATH_SECRET_PATHS: ReadonlyArray<{ prefix: string }> = [
+  // Withings webhook entrypoint: `WITHINGS_WEBHOOK_SECRET` travels as
+  // the trailing path segment (v1.4.25 W17a). Without this rule the
+  // secret lands in every Wide Event's `http.path` / `http.route`.
+  { prefix: "/api/withings/webhook/" },
+];
+
+function redactPathSegments(input: string): string {
+  let out = input;
+  for (const { prefix } of PATH_SECRET_PATHS) {
+    // Match `<prefix><segment>` where `<segment>` is one or more
+    // non-`/` non-`?` chars, then preserve anything after (next path
+    // segment, query string, hash). Capture group 1 is the optional
+    // trailing context starting with `/`, `?`, or `#`.
+    const escaped = prefix.replace(/[.*+?^${}()|[\]\\]/g, "\\$&");
+    const re = new RegExp(`${escaped}[^/?#\\s]+([/?#][^\\s]*)?`, "g");
+    out = out.replace(re, (_match, tail: string | undefined) => {
+      return `${prefix}[REDACTED]${tail ?? ""}`;
+    });
+  }
+  return out;
+}
+
 export function redactSecrets(input: string): string {
   return (
-    input
+    redactPathSegments(input)
       .replace(/Bearer\s+\S+/gi, "Bearer [REDACTED]")
       .replace(/bot\d+:[A-Za-z0-9_-]+/g, "bot[REDACTED]")
       // `sk-` is a common English-prefix substring (task-force, risk-