diff --git a/internal/cli/exec.go b/internal/cli/exec.go
index 3ef6c7e76..f87b4a652 100644
--- a/internal/cli/exec.go
+++ b/internal/cli/exec.go
@@ -367,6 +367,12 @@ func runExec(args []string, stdout io.Writer, stderr io.Writer, deps appDeps) in
 		Mode:      notify.Mode(strings.TrimSpace(execNotifyMode(options, resolved))),
 		FocusMode: notify.FocusAlways,
 	})
+	// Opt-in webhook fan-out (ZERO_NOTIFY_WEBHOOK_URL). Headless runs can safely
+	// log a failed delivery to stderr (never stdout). The sink redacts before
+	// logging, so a token in the URL or message is masked.
+	notify.MaybeAddWebhookSink(notifier, os.Getenv, func(format string, args ...any) {
+		fmt.Fprintf(stderr, "[notify] "+format+"\n", args...)
+	})
 	if options.useSpec {
 		return runExecSpecDraft(execSpecDraftRun{
 			options:            options,
diff --git a/internal/notify/webhook_wire.go b/internal/notify/webhook_wire.go
new file mode 100644
index 000000000..910b0fdb2
--- /dev/null
+++ b/internal/notify/webhook_wire.go
@@ -0,0 +1,40 @@
+package notify
+
+import "strings"
+
+// Webhook delivery is configured entirely from the environment. A webhook URL
+// typically embeds a secret token, so sourcing it from the environment keeps it
+// out of any on-disk config file. The sink is strictly opt-in: with
+// EnvWebhookURL unset the wiring helper attaches nothing and the notifier
+// behaves exactly as before.
+const (
+	// EnvWebhookURL holds the destination webhook/Slack URL. Empty disables it.
+	EnvWebhookURL = "ZERO_NOTIFY_WEBHOOK_URL"
+	// EnvWebhookSummary is an optional one-line run summary attached to every
+	// payload (for example "nightly audit run").
+	EnvWebhookSummary = "ZERO_NOTIFY_WEBHOOK_SUMMARY"
+)
+
+// MaybeAddWebhookSink attaches a webhook sink to n when a webhook URL is present
+// in the environment, and is otherwise a no-op. env resolves an environment
+// variable (pass os.Getenv); logf records one redacted line per failed delivery
+// (pass nil to stay silent — for example a TUI that owns the screen). It is safe
+// to call unconditionally: configuration alone decides whether the sink exists.
+//
+// The attached sink is still subject to the notifier's Mode/focus policy, so a
+// webhook only delivers when notifications are enabled (for example
+// `--notify both`), matching the rest of the notification surface.
+func MaybeAddWebhookSink(n *Notifier, env func(string) string, logf func(format string, args ...any)) {
+	if n == nil || env == nil {
+		return
+	}
+	url := strings.TrimSpace(env(EnvWebhookURL))
+	if url == "" {
+		return
+	}
+	n.AddSink(NewWebhookSink(WebhookConfig{
+		URL:     url,
+		Summary: strings.TrimSpace(env(EnvWebhookSummary)),
+		Logf:    logf,
+	}))
+}
diff --git a/internal/notify/webhook_wire_test.go b/internal/notify/webhook_wire_test.go
new file mode 100644
index 000000000..3263f1264
--- /dev/null
+++ b/internal/notify/webhook_wire_test.go
@@ -0,0 +1,71 @@
+package notify
+
+import (
+	"bytes"
+	"encoding/json"
+	"io"
+	"net/http"
+	"net/http/httptest"
+	"sync/atomic"
+	"testing"
+)
+
+// envFunc builds a deterministic env resolver from a map for the wiring tests.
+func envFunc(values map[string]string) func(string) string {
+	return func(key string) string { return values[key] }
+}
+
+func TestMaybeAddWebhookSinkAttachesAndDelivers(t *testing.T) {
+	var hits int32
+	var gotSummary string
+	server := httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+		atomic.AddInt32(&hits, 1)
+		var payload webhookPayload
+		_ = json.NewDecoder(io.LimitReader(r.Body, 1<<16)).Decode(&payload)
+		gotSummary = payload.Summary
+		w.WriteHeader(http.StatusOK)
+	}))
+	defer server.Close()
+
+	n := New(&bytes.Buffer{}, Config{Mode: ModeBell, FocusMode: FocusAlways})
+	MaybeAddWebhookSink(n, envFunc(map[string]string{
+		EnvWebhookURL:     server.URL,
+		EnvWebhookSummary: "nightly audit",
+	}), nil)
+
+	if got := len(n.sinks); got != 1 {
+		t.Fatalf("expected 1 sink attached, got %d", got)
+	}
+
+	n.Notify(Completion, "Zero: ready")
+	if got := atomic.LoadInt32(&hits); got != 1 {
+		t.Fatalf("webhook hit %d times, want 1", got)
+	}
+	if gotSummary != "nightly audit" {
+		t.Fatalf("summary = %q, want %q", gotSummary, "nightly audit")
+	}
+}
+
+func TestMaybeAddWebhookSinkNoopWhenURLBlank(t *testing.T) {
+	n := New(&bytes.Buffer{}, Config{Mode: ModeBell, FocusMode: FocusAlways})
+
+	// Unset.
+	MaybeAddWebhookSink(n, envFunc(nil), nil)
+	// Set but blank / whitespace only.
+	MaybeAddWebhookSink(n, envFunc(map[string]string{EnvWebhookURL: "   "}), nil)
+
+	if got := len(n.sinks); got != 0 {
+		t.Fatalf("expected no sink attached, got %d", got)
+	}
+}
+
+func TestMaybeAddWebhookSinkNilGuards(t *testing.T) {
+	// Must not panic on a nil notifier or nil env resolver.
+	MaybeAddWebhookSink(nil, envFunc(map[string]string{EnvWebhookURL: "https://example.test"}), nil)
+
+	n := New(&bytes.Buffer{}, Config{Mode: ModeBell, FocusMode: FocusAlways})
+	MaybeAddWebhookSink(n, nil, nil)
+	if got := len(n.sinks); got != 0 {
+		t.Fatalf("nil env must attach nothing, got %d sinks", got)
+	}
+}
diff --git a/internal/tui/model.go b/internal/tui/model.go
index 409fd0b02..ca5112b7c 100644
--- a/internal/tui/model.go
+++ b/internal/tui/model.go
@@ -365,6 +365,10 @@ func newModel(ctx context.Context, options Options) model {
 		Mode:      notify.Mode(strings.TrimSpace(options.Notify.Mode)),
 		FocusMode: notify.FocusMode(strings.TrimSpace(options.Notify.FocusMode)),
 	})
+	// Opt-in webhook fan-out (ZERO_NOTIFY_WEBHOOK_URL). Delivery failures stay
+	// silent here: the TUI owns the alt-screen, so writing to stderr would
+	// corrupt the display.
+	notify.MaybeAddWebhookSink(notifier, os.Getenv, nil)
 	notifier.SetFocused(true)
 
 	m := model{