diff --git a/src/lib/error-reporting.ts b/src/lib/error-reporting.ts
index aa88860ce..fc6fdafda 100644
--- a/src/lib/error-reporting.ts
+++ b/src/lib/error-reporting.ts
@@ -3,11 +3,11 @@
  *
  * Provides two things:
  *
- * 1. **Silencing rules** — `OutputError`, `ContextError` (a required value the
- *    user omitted), expected-state `AuthError`, 401–499 `ApiError`, and 400
- *    `ApiError`s that report an unparseable user search query are not sent to
- *    Sentry as issues. A `cli.error.silenced` metric preserves volume +
- *    user/org context.
+ * 1. **Silencing rules** — `OutputError`, network failures (offline/DNS/proxy),
+ *    `ContextError` (a required value the user omitted), expected-state
+ *    `AuthError`, 401–499 `ApiError`, and 400 `ApiError`s that report an
+ *    unparseable user search query are not sent to Sentry as issues. A
+ *    `cli.error.silenced` metric preserves volume + user/org context.
  *
  * 2. **Grouping tags** — enriches every error event with `cli_error.*` tags
  *    that Sentry's server-side fingerprint rules use for stable grouping.
@@ -27,6 +27,7 @@ import {
   ContextError,
   DeviceFlowError,
   HostScopeError,
+  isNetworkError,
   isSearchQueryParseError,
   OutputError,
   ResolutionError,
@@ -50,7 +51,8 @@ type SilenceReason =
   | "context_missing"
   | "auth_expected"
   | "api_user_error"
-  | "api_query_error";
+  | "api_query_error"
+  | "network_error";
 
 /**
  * Classify whether an error should be silenced.
@@ -62,6 +64,14 @@ export function classifySilenced(error: unknown): SilenceReason | null {
   if (error instanceof OutputError) {
     return "output_error";
   }
+  // A raw `TypeError: "fetch failed"` (CLI-16W) means the CLI could not reach
+  // Sentry at all (offline, DNS, connection refused/timeout). There is nothing
+  // actionable in a "user is offline" report, so drop it — same rationale as
+  // EPIPE/EBADF OS noise in `beforeSend`. Note: TLS cert errors are wrapped as
+  // ApiError(status 0), NOT matched here, so they stay captured/actionable.
+  if (isNetworkError(error)) {
+    return "network_error";
+  }
   // A ContextError always means the user omitted a required value (no
   // org/project could be resolved, a required ID was not provided, etc.). It is
   // never a CLI bug — unlike ResolutionError, where a *provided* value that
diff --git a/src/lib/errors.ts b/src/lib/errors.ts
index 386a9ba56..001ab80ea 100644
--- a/src/lib/errors.ts
+++ b/src/lib/errors.ts
@@ -780,6 +780,27 @@ export function isSearchQueryParseError(error: ApiError): boolean {
   );
 }
 
+/**
+ * Whether an error is a raw network-level fetch failure — the CLI could not
+ * reach the Sentry API at all (offline, DNS failure, connection
+ * refused/timeout). Node's `fetch` (undici) rejects with exactly
+ * `TypeError: "fetch failed"` for every such failure (the real errno is in
+ * `cause`).
+ *
+ * This reflects the user's environment, not a CLI bug, so it is treated as a
+ * user error (no upgrade nudge) and is not reported to Sentry — the same
+ * rationale as dropping EPIPE/EBADF OS noise in `beforeSend`.
+ *
+ * NOTE: This deliberately does NOT match `ApiError` with `status === 0`. That
+ * status is shared by genuine connectivity failures AND TLS certificate errors,
+ * and the latter are actionable user-configuration issues (e.g. a missing CA
+ * cert) that must stay visible. Callers that want the "user environment, not a
+ * CLI bug" treatment for `status === 0` check it explicitly.
+ */
+export function isNetworkError(error: unknown): boolean {
+  return error instanceof TypeError && error.message === "fetch failed";
+}
+
 /**
  * Classify errors caused by user input, configuration, auth state, or account
  * settings. These errors already tell the user what to fix, so upgrade nudges
@@ -789,14 +810,21 @@ export function isSearchQueryParseError(error: ApiError): boolean {
  * Explicit non-user subclasses must be checked before that fallback.
  */
 export function isUserError(error: unknown): boolean {
+  // A raw "fetch failed" TypeError is a network-level failure — the user's
+  // environment, not a CLI bug.
+  if (isNetworkError(error)) {
+    return true;
+  }
+
   if (error instanceof ApiError) {
-    // Status 0 = network-level failure (DNS, ECONNREFUSED) — user environment,
-    // not a CLI bug. 400 usually means the CLI constructed a bad request, so it
-    // is treated as a CLI bug — except when the server reports the user's search
-    // query was unparseable, which is a user input mistake.
+    // Status 0 = no HTTP response (network failure or TLS cert error) — the
+    // user's environment/config, not a CLI bug.
     if (error.status === 0) {
       return true;
     }
+    // 400 usually means the CLI constructed a bad request, so it is treated as
+    // a CLI bug — except when the server reports the user's search query was
+    // unparseable, which is a user input mistake.
     if (isSearchQueryParseError(error)) {
       return true;
     }
diff --git a/test/lib/error-reporting.test.ts b/test/lib/error-reporting.test.ts
index c89fcc66d..c3f253216 100644
--- a/test/lib/error-reporting.test.ts
+++ b/test/lib/error-reporting.test.ts
@@ -239,6 +239,24 @@ describe("classifySilenced", () => {
     expect(classifySilenced(new ApiError("bad", 400))).toBeNull();
   });
 
+  test("silences a raw 'fetch failed' TypeError (network failure)", () => {
+    expect(classifySilenced(new TypeError("fetch failed"))).toBe(
+      "network_error"
+    );
+  });
+
+  test("does NOT silence a TLS cert error wrapped as ApiError(0)", () => {
+    // status 0 is shared by network failures and TLS cert errors; the latter
+    // are actionable (missing CA) and must stay captured.
+    expect(
+      classifySilenced(new ApiError("TLS certificate error", 0))
+    ).toBeNull();
+  });
+
+  test("does NOT silence an unrelated TypeError", () => {
+    expect(classifySilenced(new TypeError("x is not a function"))).toBeNull();
+  });
+
   test("silences ApiError 400 with a search-query parse detail", () => {
     expect(
       classifySilenced(
@@ -606,6 +624,18 @@ describe("reportCliError integration", () => {
     );
   });
 
+  test("silences a network error and emits metric", () => {
+    reportCliError(new TypeError("fetch failed"));
+    expect(captureSpy).not.toHaveBeenCalled();
+    expect(metricSpy).toHaveBeenCalledWith(
+      "cli.error.silenced",
+      1,
+      expect.objectContaining({
+        attributes: expect.objectContaining({ reason: "network_error" }),
+      })
+    );
+  });
+
   test.each([
     "not_authenticated",
     "expired",
diff --git a/test/lib/errors.test.ts b/test/lib/errors.test.ts
index bc7a4d05c..485235419 100644
--- a/test/lib/errors.test.ts
+++ b/test/lib/errors.test.ts
@@ -11,6 +11,7 @@ import {
   formatError,
   getExitCode,
   HostScopeError,
+  isNetworkError,
   isSearchQueryParseError,
   isUserError,
   OutputError,
@@ -499,6 +500,11 @@ describe("isUserError", () => {
     ["SeerError", new SeerError("not_enabled"), true],
     ["WizardError", new WizardError("wizard failed"), true],
     ["ApiError 0 (network)", new ApiError("network error", 0), true],
+    [
+      "raw fetch failed TypeError (network)",
+      new TypeError("fetch failed"),
+      true,
+    ],
     ["ApiError 400", new ApiError("bad request", 400), false],
     [
       "ApiError 400 (search query parse)",
@@ -520,6 +526,35 @@ describe("isUserError", () => {
   });
 });
 
+describe("isNetworkError", () => {
+  test("true for a raw 'fetch failed' TypeError (undici network failure)", () => {
+    expect(isNetworkError(new TypeError("fetch failed"))).toBe(true);
+  });
+
+  test("false for ApiError status 0 (shared with TLS cert errors)", () => {
+    // status 0 is also used for TLS cert errors, which must stay actionable.
+    expect(isNetworkError(new ApiError("Network error", 0))).toBe(false);
+    expect(isNetworkError(new ApiError("TLS certificate error", 0))).toBe(
+      false
+    );
+  });
+
+  test("false for an ApiError with an HTTP status", () => {
+    expect(isNetworkError(new ApiError("bad", 400))).toBe(false);
+    expect(isNetworkError(new ApiError("server", 500))).toBe(false);
+  });
+
+  test("false for an unrelated TypeError", () => {
+    expect(isNetworkError(new TypeError("x is not a function"))).toBe(false);
+  });
+
+  test("false for non-error values", () => {
+    expect(isNetworkError(new Error("boom"))).toBe(false);
+    expect(isNetworkError("fetch failed")).toBe(false);
+    expect(isNetworkError(null)).toBe(false);
+  });
+});
+
 describe("isSearchQueryParseError", () => {
   test("true for a 400 whose detail reports an unparseable query", () => {
     expect(