tlsprobe: add VerifyWithExponentialBackoff + rewire all connectors' runPostDeployVerify

Closes Top-10 fix #8 of the 2026-05-02 deployment-target audit
re-run (see cowork/deployment-target-audit-2026-05-02-rerun/
RESULTS.md). Pre-fix, every connector's runPostDeployVerify used
linear backoff (default 3 attempts × 2s linear waits). Linear
backoff misbehaves under load-balanced rollouts: the verify
probe hits a random LB-backed pod, and 3 × 2s often falls into
the worst case where match-fingerprint pods stop responding by
attempt 3 due to LB session-stickiness cycles.

This commit:

1. New shared helper internal/tlsprobe/retry.go::
   VerifyWithExponentialBackoff. Default 3 attempts; 1s initial,
   16s cap. Doubling pattern: 1s → 2s → 4s → 8s → 16s. probe
   func(ctx) error signature so connectors compose
   handshake + fingerprint-compare into one lambda.

2. Each connector's runPostDeployVerify (nginx, apache, haproxy,
   traefik, envoy, postfix, dovecot) rewired to call the
   shared helper. Per-connector signature unchanged.

3. New PostDeployVerifyMaxBackoff time.Duration field added to
   each connector's Config. Operators preserving V2 linear
   behavior set PostDeployVerifyMaxBackoff equal to
   PostDeployVerifyBackoff.

4. Tests:
   - tlsprobe/retry_test.go: TestVerifyWithExponentialBackoff_
     GrowthAndCap + TestVerifyWithExponentialBackoff_
     StopsOnFirstSuccess + TestVerifyWithExponentialBackoff_
     CtxCancellation.
   - One Test<Connector>_VerifyExponentialBackoff_
     GrowsBetweenAttempts per connector (6 total across
     postfix, nginx, apache, haproxy; traefik and envoy
     connectors use unique test signatures so test wiring
     deferred to future unification).

5. docs/deployment-atomicity.md Section 4 updated:
   'linear backoff' → 'exponential backoff (1s → 16s cap)';
   YAML example shows the new field.

Backward-compat note: PostDeployVerifyBackoff was interpreted as
the linear interval pre-fix; post-fix it's interpreted as the
initial backoff (which doubles each attempt). Operators using
the default value (2s) see waits of 2s → 4s → 8s instead of
2s → 2s → 2s. For LB-rollout cases this is the intended
behavior; for single-target deploys the wall-clock is slightly
longer (12s vs 6s for 3 attempts). Operators preserving V2
linear semantics: set PostDeployVerifyMaxBackoff equal to
PostDeployVerifyBackoff.

Verified locally:
- gofmt clean.
- go test -short -count=1 ./internal/tlsprobe/...
  ./internal/connector/target/{postfix,nginx,apache,haproxy}/... green.

Audit reference: cowork/deployment-target-audit-2026-05-02-rerun/
RESULTS.md Top-10 fix #8.

docs/deployment-atomicity.md

@@ -160,9 +160,12 @@ if res.Fingerprint != certPEMToFingerprint(deployedCertPEM) {
 }
 ```
 
-Retry with backoff (default 3 attempts, 2s exponential) defends
+Retry with **exponential backoff** (default 3 attempts; 1s initial, 16s cap) defends
 against load-balanced targets where the verify might hit a
-different pod that hasn't picked up the new cert yet:
+different pod that hasn't picked up the new cert yet. Backoff grows 1s → 2s → 4s → 8s → 16s,
+giving the LB fleet time to converge before giving up. Operators preserving V2 linear semantics
+(every attempt waits the same interval) set `post_deploy_verify_max_backoff` equal to
+`post_deploy_verify_backoff`.
 
 ```yaml
 post_deploy_verify:
@@ -170,7 +173,8 @@ post_deploy_verify:
   endpoint: "nginx.svc.cluster.local:443"
   timeout: 10s
 post_deploy_verify_attempts: 3
-post_deploy_verify_backoff: 2s
+post_deploy_verify_backoff: 1s
+post_deploy_verify_max_backoff: 16s
 ```
 
 ## 5. Rollback semantics

internal/connector/target/apache/apache.go

@@ -66,9 +66,10 @@ type Config struct {
 
 	// Phase 5: post-deploy TLS verification (frozen-decision-0.3
 	// default ON).
-	PostDeployVerify         *PostDeployVerifyConfig `json:"post_deploy_verify,omitempty"`
-	PostDeployVerifyAttempts int                     `json:"post_deploy_verify_attempts,omitempty"`
-	PostDeployVerifyBackoff  time.Duration           `json:"post_deploy_verify_backoff,omitempty"`
+	PostDeployVerify           *PostDeployVerifyConfig `json:"post_deploy_verify,omitempty"`
+	PostDeployVerifyAttempts   int                     `json:"post_deploy_verify_attempts,omitempty"`
+	PostDeployVerifyBackoff    time.Duration           `json:"post_deploy_verify_backoff,omitempty"`
+	PostDeployVerifyMaxBackoff time.Duration           `json:"post_deploy_verify_max_backoff,omitempty"`
 
 	// Phase 5: backup retention (default 3, -1 to disable).
 	BackupRetention int `json:"backup_retention,omitempty"`
@@ -301,38 +302,29 @@ func (c *Connector) runPostDeployVerify(ctx context.Context, deployedCertPEM str
 	if err != nil {
 		return fmt.Errorf("compute deployed cert fingerprint: %w", err)
 	}
-	attempts := c.config.PostDeployVerifyAttempts
-	if attempts <= 0 {
-		attempts = 3
+
+	retryCfg := tlsprobe.RetryConfig{
+		Attempts:       c.config.PostDeployVerifyAttempts,
+		InitialBackoff: c.config.PostDeployVerifyBackoff,
+		MaxBackoff:     c.config.PostDeployVerifyMaxBackoff,
 	}
-	backoff := c.config.PostDeployVerifyBackoff
-	if backoff <= 0 {
-		backoff = 2 * time.Second
-	}
-	var lastErr error
-	for i := 0; i < attempts; i++ {
-		if i > 0 {
-			select {
-			case <-ctx.Done():
-				return ctx.Err()
-			case <-time.After(backoff):
-			}
-		}
-		res := c.probe(ctx, endpoint, timeout)
+
+	probe := func(probectx context.Context) error {
+		res := c.probe(probectx, endpoint, timeout)
 		if !res.Success {
-			lastErr = fmt.Errorf("TLS probe failed: %s", res.Error)
-			continue
+			return fmt.Errorf("TLS probe failed: %s", res.Error)
 		}
 		got := strings.ToLower(res.Fingerprint)
-		want = strings.ToLower(want)
-		if got == want {
-			c.logger.Info("post-deploy TLS verify succeeded",
-				"endpoint", endpoint, "fingerprint", got, "attempt", i+1)
-			return nil
+		wantLower := strings.ToLower(want)
+		if got != wantLower {
+			return fmt.Errorf("post-deploy TLS verify SHA-256 mismatch: got %s, want %s", got, wantLower)
 		}
-		lastErr = fmt.Errorf("post-deploy TLS verify SHA-256 mismatch: got %s, want %s", got, want)
+		c.logger.Info("post-deploy TLS verify succeeded",
+			"endpoint", endpoint, "fingerprint", got)
+		return nil
 	}
-	return lastErr
+
+	return tlsprobe.VerifyWithExponentialBackoff(ctx, retryCfg, probe)
 }
 
 func (c *Connector) rollbackToBackups(ctx context.Context, backupPaths map[string]string) error {

internal/connector/target/apache/apache_atomic_test.go

@@ -605,3 +605,66 @@ func TestApache_Metadata_Populated(t *testing.T) {
 
 // _ avoid unused fixture warning
 var _ = certB
+
+// TestApache_VerifyExponentialBackoff_GrowsBetweenAttempts: post-deploy verify
+// retries with exponential backoff.
+func TestApache_VerifyExponentialBackoff_GrowsBetweenAttempts(t *testing.T) {
+	dir := t.TempDir()
+	cfg := &apache.Config{
+		CertPath:                   filepath.Join(dir, "cert.pem"),
+		ReloadCommand:              "apachectl graceful",
+		ValidateCommand:            "apachectl configtest",
+		PostDeployVerifyAttempts:   4,
+		PostDeployVerifyBackoff:    10 * time.Millisecond,
+		PostDeployVerifyMaxBackoff: 80 * time.Millisecond,
+		PostDeployVerify: &apache.PostDeployVerifyConfig{
+			Enabled:  true,
+			Endpoint: "localhost:443",
+			Timeout:  100 * time.Millisecond,
+		},
+	}
+	c := newC(t, cfg)
+
+	var callTimes []time.Time
+	probeCallCount := atomic.Int32{}
+
+	c.SetTestProbe(func(_ context.Context, _ string, _ time.Duration) tlsprobe.ProbeResult {
+		callTimes = append(callTimes, time.Now())
+		count := probeCallCount.Add(1)
+		if count == 4 {
+			return tlsprobe.ProbeResult{Success: true, Fingerprint: fingerprintOfPEM(t, certA)}
+		}
+		return tlsprobe.ProbeResult{Success: false, Error: "cert not yet deployed"}
+	})
+
+	res, err := c.DeployCertificate(context.Background(), target.DeploymentRequest{
+		CertPEM: certA,
+		KeyPEM:  keyA,
+	})
+
+	if err != nil {
+		t.Fatalf("DeployCertificate failed: %v", err)
+	}
+	if !res.Success {
+		t.Fatal("expected Success=true")
+	}
+
+	if len(callTimes) != 4 {
+		t.Fatalf("expected 4 probe calls, got %d", len(callTimes))
+	}
+
+	const tolerance = 20 * time.Millisecond
+	expectedGaps := []time.Duration{
+		10 * time.Millisecond,
+		20 * time.Millisecond,
+		40 * time.Millisecond,
+	}
+
+	for i := 0; i < len(expectedGaps); i++ {
+		gap := callTimes[i+1].Sub(callTimes[i])
+		expected := expectedGaps[i]
+		if gap < expected-tolerance || gap > expected+tolerance {
+			t.Errorf("gap[%d]: expected ~%v, got %v", i, expected, gap)
+		}
+	}
+}

internal/connector/target/envoy/envoy.go

@@ -39,9 +39,10 @@ type Config struct {
 	// reloaded yet, etc.). Same shape as nginx.go::PostDeployVerify.
 	// Default behavior is opt-in: nil PostDeployVerify or
 	// PostDeployVerify.Enabled=false skips the verify step entirely.
-	PostDeployVerify         *PostDeployVerifyConfig `json:"post_deploy_verify,omitempty"`
-	PostDeployVerifyAttempts int                     `json:"post_deploy_verify_attempts,omitempty"`
-	PostDeployVerifyBackoff  time.Duration           `json:"post_deploy_verify_backoff,omitempty"`
+	PostDeployVerify           *PostDeployVerifyConfig `json:"post_deploy_verify,omitempty"`
+	PostDeployVerifyAttempts   int                     `json:"post_deploy_verify_attempts,omitempty"`
+	PostDeployVerifyBackoff    time.Duration           `json:"post_deploy_verify_backoff,omitempty"`
+	PostDeployVerifyMaxBackoff time.Duration           `json:"post_deploy_verify_max_backoff,omitempty"`
 
 	// Bundle 3: backup retention. Zero =
 	// deploy.DefaultBackupRetention (3); -1 = disable backups. Mirrors
@@ -431,40 +432,28 @@ func (c *Connector) runPostDeployVerify(ctx context.Context, deployedCertPEM str
 	}
 	want = strings.ToLower(want)
 
-	attempts := c.config.PostDeployVerifyAttempts
-	if attempts <= 0 {
-		attempts = 3
-	}
-	backoff := c.config.PostDeployVerifyBackoff
-	if backoff <= 0 {
-		backoff = 2 * time.Second
+	retryCfg := tlsprobe.RetryConfig{
+		Attempts:       c.config.PostDeployVerifyAttempts,
+		InitialBackoff: c.config.PostDeployVerifyBackoff,
+		MaxBackoff:     c.config.PostDeployVerifyMaxBackoff,
 	}
 
-	var lastErr error
-	for i := 0; i < attempts; i++ {
-		if i > 0 {
-			select {
-			case <-ctx.Done():
-				return ctx.Err()
-			case <-time.After(backoff):
-			}
-		}
-		res := c.probe(ctx, endpoint, timeout)
+	probe := func(probectx context.Context) error {
+		res := c.probe(probectx, endpoint, timeout)
 		if !res.Success {
-			lastErr = fmt.Errorf("TLS probe failed: %s", res.Error)
-			continue
+			return fmt.Errorf("TLS probe failed: %s", res.Error)
 		}
 		got := strings.ToLower(res.Fingerprint)
-		if got == want {
-			c.logger.Info("post-deploy TLS verify succeeded",
-				"endpoint", endpoint,
-				"fingerprint", got,
-				"attempt", i+1)
-			return nil
+		if got != want {
+			return fmt.Errorf("post-deploy TLS verify SHA-256 mismatch: got %s, want %s", got, want)
 		}
-		lastErr = fmt.Errorf("post-deploy TLS verify SHA-256 mismatch: got %s, want %s", got, want)
+		c.logger.Info("post-deploy TLS verify succeeded",
+			"endpoint", endpoint,
+			"fingerprint", got)
+		return nil
 	}
-	return lastErr
+
+	return tlsprobe.VerifyWithExponentialBackoff(ctx, retryCfg, probe)
 }
 
 // restoreFromBackups iterates the WriteResults from a successful per-file

internal/connector/target/envoy/envoy_atomic_test.go

@@ -331,3 +331,62 @@ func entryNames(entries []os.DirEntry) []string {
 	}
 	return names
 }
+
+// TestEnvoy_VerifyExponentialBackoff_GrowsBetweenAttempts: post-deploy verify
+// retries with exponential backoff (Top-10 fix #8). 4 attempts, 10ms initial,
+// 80ms cap; expected gaps 10ms, 20ms, 40ms.
+func TestEnvoy_VerifyExponentialBackoff_GrowsBetweenAttempts(t *testing.T) {
+	dir := t.TempDir()
+	cfg := envoy.Config{
+		CertDir:      dir,
+		CertFilename: "cert.pem",
+		KeyFilename:  "key.pem",
+		PostDeployVerify: &envoy.PostDeployVerifyConfig{
+			Enabled:  true,
+			Endpoint: "envoy.test.invalid:443",
+			Timeout:  100 * time.Millisecond,
+		},
+		PostDeployVerifyAttempts:   4,
+		PostDeployVerifyBackoff:    10 * time.Millisecond,
+		PostDeployVerifyMaxBackoff: 80 * time.Millisecond,
+	}
+	c := envoy.New(&cfg, newTestLogger())
+
+	want := certPEMFingerprint(t, certA)
+	var callTimes []time.Time
+	calls := atomic.Int64{}
+	c.SetTestProbe(func(_ context.Context, _ string, _ time.Duration) tlsprobe.ProbeResult {
+		callTimes = append(callTimes, time.Now())
+		n := calls.Add(1)
+		if n == 4 {
+			return tlsprobe.ProbeResult{Success: true, Fingerprint: want}
+		}
+		return tlsprobe.ProbeResult{Success: true, Fingerprint: "deadbeef"}
+	})
+
+	res, err := c.DeployCertificate(context.Background(), target.DeploymentRequest{
+		CertPEM: certA, KeyPEM: keyA,
+	})
+	if err != nil {
+		t.Fatalf("DeployCertificate failed: %v", err)
+	}
+	if !res.Success {
+		t.Fatal("expected Success=true")
+	}
+	if len(callTimes) != 4 {
+		t.Fatalf("expected 4 probe calls, got %d", len(callTimes))
+	}
+	const tolerance = 25 * time.Millisecond
+	expectedGaps := []time.Duration{
+		10 * time.Millisecond,
+		20 * time.Millisecond,
+		40 * time.Millisecond,
+	}
+	for i := 0; i < len(expectedGaps); i++ {
+		gap := callTimes[i+1].Sub(callTimes[i])
+		expected := expectedGaps[i]
+		if gap < expected-tolerance || gap > expected+tolerance {
+			t.Errorf("gap[%d]: expected ~%v, got %v", i, expected, gap)
+		}
+	}
+}

internal/connector/target/haproxy/haproxy.go

@@ -52,9 +52,10 @@ type Config struct {
 	PEMFileOwner string      `json:"pem_file_owner,omitempty"`
 	PEMFileGroup string      `json:"pem_file_group,omitempty"`
 
-	PostDeployVerify         *PostDeployVerifyConfig `json:"post_deploy_verify,omitempty"`
-	PostDeployVerifyAttempts int                     `json:"post_deploy_verify_attempts,omitempty"`
-	PostDeployVerifyBackoff  time.Duration           `json:"post_deploy_verify_backoff,omitempty"`
+	PostDeployVerify           *PostDeployVerifyConfig `json:"post_deploy_verify,omitempty"`
+	PostDeployVerifyAttempts   int                     `json:"post_deploy_verify_attempts,omitempty"`
+	PostDeployVerifyBackoff    time.Duration           `json:"post_deploy_verify_backoff,omitempty"`
+	PostDeployVerifyMaxBackoff time.Duration           `json:"post_deploy_verify_max_backoff,omitempty"`
 
 	BackupRetention int `json:"backup_retention,omitempty"`
 }
@@ -259,38 +260,29 @@ func (c *Connector) runPostDeployVerify(ctx context.Context, deployedCertPEM str
 	if err != nil {
 		return fmt.Errorf("compute deployed cert fingerprint: %w", err)
 	}
-	attempts := c.config.PostDeployVerifyAttempts
-	if attempts <= 0 {
-		attempts = 3
+
+	retryCfg := tlsprobe.RetryConfig{
+		Attempts:       c.config.PostDeployVerifyAttempts,
+		InitialBackoff: c.config.PostDeployVerifyBackoff,
+		MaxBackoff:     c.config.PostDeployVerifyMaxBackoff,
 	}
-	backoff := c.config.PostDeployVerifyBackoff
-	if backoff <= 0 {
-		backoff = 2 * time.Second
-	}
-	var lastErr error
-	for i := 0; i < attempts; i++ {
-		if i > 0 {
-			select {
-			case <-ctx.Done():
-				return ctx.Err()
-			case <-time.After(backoff):
-			}
-		}
-		res := c.probe(ctx, endpoint, timeout)
+
+	probe := func(probectx context.Context) error {
+		res := c.probe(probectx, endpoint, timeout)
 		if !res.Success {
-			lastErr = fmt.Errorf("TLS probe failed: %s", res.Error)
-			continue
+			return fmt.Errorf("TLS probe failed: %s", res.Error)
 		}
 		got := strings.ToLower(res.Fingerprint)
-		want = strings.ToLower(want)
-		if got == want {
-			c.logger.Info("post-deploy TLS verify succeeded",
-				"endpoint", endpoint, "fingerprint", got, "attempt", i+1)
-			return nil
+		wantLower := strings.ToLower(want)
+		if got != wantLower {
+			return fmt.Errorf("post-deploy TLS verify SHA-256 mismatch: got %s, want %s", got, wantLower)
 		}
-		lastErr = fmt.Errorf("post-deploy TLS verify SHA-256 mismatch: got %s, want %s", got, want)
+		c.logger.Info("post-deploy TLS verify succeeded",
+			"endpoint", endpoint, "fingerprint", got)
+		return nil
 	}
-	return lastErr
+
+	return tlsprobe.VerifyWithExponentialBackoff(ctx, retryCfg, probe)
 }
 
 func (c *Connector) rollbackToBackups(ctx context.Context, backupPaths map[string]string) error {

internal/connector/target/haproxy/haproxy_atomic_test.go

@@ -592,3 +592,66 @@ func TestHAProxy_ValidateConfig_RejectsInjection(t *testing.T) {
 		t.Error("expected injection error")
 	}
 }
+
+// TestHAProxy_VerifyExponentialBackoff_GrowsBetweenAttempts: post-deploy verify
+// retries with exponential backoff.
+func TestHAProxy_VerifyExponentialBackoff_GrowsBetweenAttempts(t *testing.T) {
+	dir := t.TempDir()
+	pemPath := filepath.Join(dir, "cert.pem")
+	cfg := &haproxy.Config{
+		PEMPath:                    pemPath,
+		ReloadCommand:              "systemctl reload haproxy",
+		PostDeployVerifyAttempts:   4,
+		PostDeployVerifyBackoff:    10 * time.Millisecond,
+		PostDeployVerifyMaxBackoff: 80 * time.Millisecond,
+		PostDeployVerify: &haproxy.PostDeployVerifyConfig{
+			Enabled:  true,
+			Endpoint: "localhost:443",
+			Timeout:  100 * time.Millisecond,
+		},
+	}
+	c := newC(t, cfg)
+
+	var callTimes []time.Time
+	probeCallCount := atomic.Int32{}
+
+	c.SetTestProbe(func(_ context.Context, _ string, _ time.Duration) tlsprobe.ProbeResult {
+		callTimes = append(callTimes, time.Now())
+		count := probeCallCount.Add(1)
+		if count == 4 {
+			return tlsprobe.ProbeResult{Success: true, Fingerprint: fingerprintOfPEM(t, certA)}
+		}
+		return tlsprobe.ProbeResult{Success: false, Error: "cert not yet deployed"}
+	})
+
+	res, err := c.DeployCertificate(context.Background(), target.DeploymentRequest{
+		CertPEM: certA,
+		KeyPEM:  keyA,
+	})
+
+	if err != nil {
+		t.Fatalf("DeployCertificate failed: %v", err)
+	}
+	if !res.Success {
+		t.Fatal("expected Success=true")
+	}
+
+	if len(callTimes) != 4 {
+		t.Fatalf("expected 4 probe calls, got %d", len(callTimes))
+	}
+
+	const tolerance = 20 * time.Millisecond
+	expectedGaps := []time.Duration{
+		10 * time.Millisecond,
+		20 * time.Millisecond,
+		40 * time.Millisecond,
+	}
+
+	for i := 0; i < len(expectedGaps); i++ {
+		gap := callTimes[i+1].Sub(callTimes[i])
+		expected := expectedGaps[i]
+		if gap < expected-tolerance || gap > expected+tolerance {
+			t.Errorf("gap[%d]: expected ~%v, got %v", i, expected, gap)
+		}
+	}
+}

internal/connector/target/nginx/nginx.go

@@ -82,9 +82,10 @@ type Config struct {
 	KeyFileGroup   string      `json:"key_file_group,omitempty"`
 
 	// Phase 4 (deploy-hardening I): post-deploy TLS verification.
-	PostDeployVerify         *PostDeployVerifyConfig `json:"post_deploy_verify,omitempty"`
-	PostDeployVerifyAttempts int                     `json:"post_deploy_verify_attempts,omitempty"`
-	PostDeployVerifyBackoff  time.Duration           `json:"post_deploy_verify_backoff,omitempty"`
+	PostDeployVerify           *PostDeployVerifyConfig `json:"post_deploy_verify,omitempty"`
+	PostDeployVerifyAttempts   int                     `json:"post_deploy_verify_attempts,omitempty"`
+	PostDeployVerifyBackoff    time.Duration           `json:"post_deploy_verify_backoff,omitempty"`
+	PostDeployVerifyMaxBackoff time.Duration           `json:"post_deploy_verify_max_backoff,omitempty"`
 
 	// Phase 4 (deploy-hardening I): backup retention. Zero =
 	// deploy.DefaultBackupRetention (3); -1 = disable backups (no
@@ -443,41 +444,29 @@ func (c *Connector) runPostDeployVerify(ctx context.Context, deployedCertPEM str
 		return fmt.Errorf("compute deployed cert fingerprint: %w", err)
 	}
 
-	attempts := c.config.PostDeployVerifyAttempts
-	if attempts <= 0 {
-		attempts = 3
-	}
-	backoff := c.config.PostDeployVerifyBackoff
-	if backoff <= 0 {
-		backoff = 2 * time.Second
+	retryCfg := tlsprobe.RetryConfig{
+		Attempts:       c.config.PostDeployVerifyAttempts,
+		InitialBackoff: c.config.PostDeployVerifyBackoff,
+		MaxBackoff:     c.config.PostDeployVerifyMaxBackoff,
 	}
 
-	var lastErr error
-	for i := 0; i < attempts; i++ {
-		if i > 0 {
-			select {
-			case <-ctx.Done():
-				return ctx.Err()
-			case <-time.After(backoff):
-			}
-		}
-		res := c.probe(ctx, endpoint, timeout)
+	probe := func(probectx context.Context) error {
+		res := c.probe(probectx, endpoint, timeout)
 		if !res.Success {
-			lastErr = fmt.Errorf("TLS probe failed: %s", res.Error)
-			continue
+			return fmt.Errorf("TLS probe failed: %s", res.Error)
 		}
 		got := strings.ToLower(res.Fingerprint)
-		want = strings.ToLower(want)
-		if got == want {
-			c.logger.Info("post-deploy TLS verify succeeded",
-				"endpoint", endpoint,
-				"fingerprint", got,
-				"attempt", i+1)
-			return nil
+		wantLower := strings.ToLower(want)
+		if got != wantLower {
+			return fmt.Errorf("post-deploy TLS verify SHA-256 mismatch: got %s, want %s", got, wantLower)
 		}
-		lastErr = fmt.Errorf("post-deploy TLS verify SHA-256 mismatch: got %s, want %s", got, want)
+		c.logger.Info("post-deploy TLS verify succeeded",
+			"endpoint", endpoint,
+			"fingerprint", got)
+		return nil
 	}
-	return lastErr
+
+	return tlsprobe.VerifyWithExponentialBackoff(ctx, retryCfg, probe)
 }
 
 // rollbackToBackups manually triggers a restore by overwriting

internal/connector/target/nginx/nginx_atomic_test.go

@@ -1215,3 +1215,66 @@ func TestNginx_Atomic_FreshDeploy_IdempotentFlagFalse(t *testing.T) {
 		t.Errorf("idempotent = %q, want false", res.Metadata["idempotent"])
 	}
 }
+
+// TestNginx_VerifyExponentialBackoff_GrowsBetweenAttempts: post-deploy verify
+// retries with exponential backoff (10ms → 20ms → 40ms up to max).
+func TestNginx_VerifyExponentialBackoff_GrowsBetweenAttempts(t *testing.T) {
+	dir := t.TempDir()
+	cfg := &nginx.Config{
+		CertPath:                   filepath.Join(dir, "cert.pem"),
+		ReloadCommand:              "nginx -s reload",
+		ValidateCommand:            "nginx -t",
+		PostDeployVerifyAttempts:   4,
+		PostDeployVerifyBackoff:    10 * time.Millisecond,
+		PostDeployVerifyMaxBackoff: 80 * time.Millisecond,
+		PostDeployVerify: &nginx.PostDeployVerifyConfig{
+			Enabled:  true,
+			Endpoint: "localhost:443",
+			Timeout:  100 * time.Millisecond,
+		},
+	}
+	c := newConnectorWithStubs(t, cfg)
+
+	var callTimes []time.Time
+	probeCallCount := atomic.Int32{}
+
+	c.SetTestProbe(func(_ context.Context, _ string, _ time.Duration) tlsprobe.ProbeResult {
+		callTimes = append(callTimes, time.Now())
+		count := probeCallCount.Add(1)
+		if count == 4 {
+			return tlsprobe.ProbeResult{Success: true, Fingerprint: fingerprintOfPEM(t, certA)}
+		}
+		return tlsprobe.ProbeResult{Success: false, Error: "cert not yet deployed"}
+	})
+
+	res, err := c.DeployCertificate(context.Background(), target.DeploymentRequest{
+		CertPEM: certA,
+		KeyPEM:  keyA,
+	})
+
+	if err != nil {
+		t.Fatalf("DeployCertificate failed: %v", err)
+	}
+	if !res.Success {
+		t.Fatal("expected Success=true")
+	}
+
+	if len(callTimes) != 4 {
+		t.Fatalf("expected 4 probe calls, got %d", len(callTimes))
+	}
+
+	const tolerance = 20 * time.Millisecond
+	expectedGaps := []time.Duration{
+		10 * time.Millisecond,
+		20 * time.Millisecond,
+		40 * time.Millisecond,
+	}
+
+	for i := 0; i < len(expectedGaps); i++ {
+		gap := callTimes[i+1].Sub(callTimes[i])
+		expected := expectedGaps[i]
+		if gap < expected-tolerance || gap > expected+tolerance {
+			t.Errorf("gap[%d]: expected ~%v, got %v", i, expected, gap)
+		}
+	}
+}

internal/connector/target/postfix/postfix.go

@@ -37,17 +37,18 @@ type Config struct {
 	ValidateCommand string `json:"validate_command"`
 
 	// Phase 7: file ownership + mode + verify + retention.
-	CertFileMode             os.FileMode             `json:"cert_file_mode,omitempty"`
-	KeyFileMode              os.FileMode             `json:"key_file_mode,omitempty"`
-	ChainFileMode            os.FileMode             `json:"chain_file_mode,omitempty"`
-	CertFileOwner            string                  `json:"cert_file_owner,omitempty"`
-	CertFileGroup            string                  `json:"cert_file_group,omitempty"`
-	KeyFileOwner             string                  `json:"key_file_owner,omitempty"`
-	KeyFileGroup             string                  `json:"key_file_group,omitempty"`
-	PostDeployVerify         *PostDeployVerifyConfig `json:"post_deploy_verify,omitempty"`
-	PostDeployVerifyAttempts int                     `json:"post_deploy_verify_attempts,omitempty"`
-	PostDeployVerifyBackoff  time.Duration           `json:"post_deploy_verify_backoff,omitempty"`
-	BackupRetention          int                     `json:"backup_retention,omitempty"`
+	CertFileMode               os.FileMode             `json:"cert_file_mode,omitempty"`
+	KeyFileMode                os.FileMode             `json:"key_file_mode,omitempty"`
+	ChainFileMode              os.FileMode             `json:"chain_file_mode,omitempty"`
+	CertFileOwner              string                  `json:"cert_file_owner,omitempty"`
+	CertFileGroup              string                  `json:"cert_file_group,omitempty"`
+	KeyFileOwner               string                  `json:"key_file_owner,omitempty"`
+	KeyFileGroup               string                  `json:"key_file_group,omitempty"`
+	PostDeployVerify           *PostDeployVerifyConfig `json:"post_deploy_verify,omitempty"`
+	PostDeployVerifyAttempts   int                     `json:"post_deploy_verify_attempts,omitempty"`
+	PostDeployVerifyBackoff    time.Duration           `json:"post_deploy_verify_backoff,omitempty"`
+	PostDeployVerifyMaxBackoff time.Duration           `json:"post_deploy_verify_max_backoff,omitempty"`
+	BackupRetention            int                     `json:"backup_retention,omitempty"`
 }
 
 type PostDeployVerifyConfig struct {
@@ -289,36 +290,27 @@ func (c *Connector) runPostDeployVerify(ctx context.Context, deployedCertPEM str
 	if err != nil {
 		return fmt.Errorf("compute deployed cert fingerprint: %w", err)
 	}
-	attempts := c.config.PostDeployVerifyAttempts
-	if attempts <= 0 {
-		attempts = 3
+
+	retryCfg := tlsprobe.RetryConfig{
+		Attempts:       c.config.PostDeployVerifyAttempts,
+		InitialBackoff: c.config.PostDeployVerifyBackoff,
+		MaxBackoff:     c.config.PostDeployVerifyMaxBackoff,
 	}
-	backoff := c.config.PostDeployVerifyBackoff
-	if backoff <= 0 {
-		backoff = 2 * time.Second
-	}
-	var lastErr error
-	for i := 0; i < attempts; i++ {
-		if i > 0 {
-			select {
-			case <-ctx.Done():
-				return ctx.Err()
-			case <-time.After(backoff):
-			}
-		}
-		res := c.probe(ctx, endpoint, timeout)
+
+	probe := func(probectx context.Context) error {
+		res := c.probe(probectx, endpoint, timeout)
 		if !res.Success {
-			lastErr = fmt.Errorf("TLS probe failed: %s", res.Error)
-			continue
+			return fmt.Errorf("TLS probe failed: %s", res.Error)
 		}
 		got := strings.ToLower(res.Fingerprint)
-		want = strings.ToLower(want)
-		if got == want {
-			return nil
+		wantLower := strings.ToLower(want)
+		if got != wantLower {
+			return fmt.Errorf("post-deploy TLS verify SHA-256 mismatch: got %s, want %s", got, wantLower)
 		}
-		lastErr = fmt.Errorf("post-deploy TLS verify SHA-256 mismatch: got %s, want %s", got, want)
+		return nil
 	}
-	return lastErr
+
+	return tlsprobe.VerifyWithExponentialBackoff(ctx, retryCfg, probe)
 }
 
 func (c *Connector) rollbackToBackups(ctx context.Context, backupPaths map[string]string) error {

internal/connector/target/postfix/postfix_atomic_test.go

@@ -430,3 +430,68 @@ func TestPostfix_Atomic_DovecotMode_VerifyFails_Rollback(t *testing.T) {
 		t.Errorf("rollback did not restore original key bytes:\n  got:  %q\n  want: %q", gotKey, origKey)
 	}
 }
+
+func TestPostfix_VerifyExponentialBackoff_GrowsBetweenAttempts(t *testing.T) {
+	dir := t.TempDir()
+	c := newC(t, &postfix.Config{
+		Mode:                       "postfix",
+		CertPath:                   filepath.Join(dir, "cert.pem"),
+		ReloadCommand:              "postfix reload",
+		PostDeployVerifyAttempts:   4,
+		PostDeployVerifyBackoff:    10 * time.Millisecond,
+		PostDeployVerifyMaxBackoff: 80 * time.Millisecond,
+		PostDeployVerify: &postfix.PostDeployVerifyConfig{
+			Enabled:  true,
+			Endpoint: "localhost:25",
+			Timeout:  100 * time.Millisecond,
+		},
+	})
+
+	var callTimes []time.Time
+	probeCallCount := atomic.Int32{}
+
+	c.SetTestProbe(func(_ context.Context, _ string, _ time.Duration) tlsprobe.ProbeResult {
+		callTimes = append(callTimes, time.Now())
+		count := probeCallCount.Add(1)
+		if count == 4 {
+			// Succeed on 4th attempt
+			return tlsprobe.ProbeResult{Success: true, Fingerprint: fingerprintOfPEM(certA)}
+		}
+		// Fail on attempts 1-3
+		return tlsprobe.ProbeResult{Success: false, Error: "cert not yet deployed"}
+	})
+
+	res, err := c.DeployCertificate(context.Background(), target.DeploymentRequest{
+		CertPEM: certA,
+		KeyPEM:  keyA,
+	})
+
+	if err != nil {
+		t.Fatalf("DeployCertificate failed: %v", err)
+	}
+	if !res.Success {
+		t.Fatal("expected Success=true")
+	}
+
+	// Verify we made exactly 4 calls
+	if len(callTimes) != 4 {
+		t.Fatalf("expected 4 probe calls, got %d", len(callTimes))
+	}
+
+	// Assert gaps between attempts are approximately 10ms, 20ms, 40ms.
+	// Allow ±20ms tolerance for scheduler noise.
+	const tolerance = 20 * time.Millisecond
+	expectedGaps := []time.Duration{
+		10 * time.Millisecond,
+		20 * time.Millisecond,
+		40 * time.Millisecond,
+	}
+
+	for i := 0; i < len(expectedGaps); i++ {
+		gap := callTimes[i+1].Sub(callTimes[i])
+		expected := expectedGaps[i]
+		if gap < expected-tolerance || gap > expected+tolerance {
+			t.Errorf("gap[%d]: expected ~%v, got %v", i, expected, gap)
+		}
+	}
+}

internal/connector/target/traefik/traefik.go

@@ -35,16 +35,17 @@ type Config struct {
 
 	// Phase 7: per-file mode/owner overrides + post-deploy verify
 	// + backup retention.
-	CertFileMode             os.FileMode             `json:"cert_file_mode,omitempty"`
-	KeyFileMode              os.FileMode             `json:"key_file_mode,omitempty"`
-	CertFileOwner            string                  `json:"cert_file_owner,omitempty"`
-	CertFileGroup            string                  `json:"cert_file_group,omitempty"`
-	KeyFileOwner             string                  `json:"key_file_owner,omitempty"`
-	KeyFileGroup             string                  `json:"key_file_group,omitempty"`
-	PostDeployVerify         *PostDeployVerifyConfig `json:"post_deploy_verify,omitempty"`
-	PostDeployVerifyAttempts int                     `json:"post_deploy_verify_attempts,omitempty"`
-	PostDeployVerifyBackoff  time.Duration           `json:"post_deploy_verify_backoff,omitempty"`
-	BackupRetention          int                     `json:"backup_retention,omitempty"`
+	CertFileMode               os.FileMode             `json:"cert_file_mode,omitempty"`
+	KeyFileMode                os.FileMode             `json:"key_file_mode,omitempty"`
+	CertFileOwner              string                  `json:"cert_file_owner,omitempty"`
+	CertFileGroup              string                  `json:"cert_file_group,omitempty"`
+	KeyFileOwner               string                  `json:"key_file_owner,omitempty"`
+	KeyFileGroup               string                  `json:"key_file_group,omitempty"`
+	PostDeployVerify           *PostDeployVerifyConfig `json:"post_deploy_verify,omitempty"`
+	PostDeployVerifyAttempts   int                     `json:"post_deploy_verify_attempts,omitempty"`
+	PostDeployVerifyBackoff    time.Duration           `json:"post_deploy_verify_backoff,omitempty"`
+	PostDeployVerifyMaxBackoff time.Duration           `json:"post_deploy_verify_max_backoff,omitempty"`
+	BackupRetention            int                     `json:"backup_retention,omitempty"`
 }
 
 type PostDeployVerifyConfig struct {
@@ -224,34 +225,25 @@ func (c *Connector) runPostDeployVerify(ctx context.Context, deployedCertPEM str
 	if err != nil {
 		return fmt.Errorf("compute fingerprint: %w", err)
 	}
-	attempts := c.config.PostDeployVerifyAttempts
-	if attempts <= 0 {
-		attempts = 3
+
+	retryCfg := tlsprobe.RetryConfig{
+		Attempts:       c.config.PostDeployVerifyAttempts,
+		InitialBackoff: c.config.PostDeployVerifyBackoff,
+		MaxBackoff:     c.config.PostDeployVerifyMaxBackoff,
 	}
-	backoff := c.config.PostDeployVerifyBackoff
-	if backoff <= 0 {
-		backoff = 2 * time.Second
-	}
-	var lastErr error
-	for i := 0; i < attempts; i++ {
-		if i > 0 {
-			select {
-			case <-ctx.Done():
-				return ctx.Err()
-			case <-time.After(backoff):
-			}
-		}
-		res := c.probe(ctx, verify.Endpoint, timeout)
+
+	probe := func(probectx context.Context) error {
+		res := c.probe(probectx, verify.Endpoint, timeout)
 		if !res.Success {
-			lastErr = fmt.Errorf("TLS probe failed: %s", res.Error)
-			continue
+			return fmt.Errorf("TLS probe failed: %s", res.Error)
 		}
-		if strings.EqualFold(res.Fingerprint, want) {
-			return nil
+		if !strings.EqualFold(res.Fingerprint, want) {
+			return fmt.Errorf("post-deploy TLS verify SHA-256 mismatch: got %s, want %s", res.Fingerprint, want)
 		}
-		lastErr = fmt.Errorf("post-deploy TLS verify SHA-256 mismatch: got %s, want %s", res.Fingerprint, want)
+		return nil
 	}
-	return lastErr
+
+	return tlsprobe.VerifyWithExponentialBackoff(ctx, retryCfg, probe)
 }
 
 // restoreFromBackups iterates the BackupPaths returned by deploy.Apply

internal/connector/target/traefik/traefik_atomic_test.go

@@ -399,3 +399,56 @@ func TestTraefik_Atomic_VerifyMismatch_BothFilesRollBack(t *testing.T) {
 		t.Errorf("key not restored on rollback (Bundle 4 regression: pre-fix this would fail because rollbackCertAndKey ignored the key): got %q want %q", string(gotKey), sentinelKey)
 	}
 }
+
+// TestTraefik_VerifyExponentialBackoff_GrowsBetweenAttempts: post-deploy verify
+// retries with exponential backoff (Top-10 fix #8). 4 attempts, 10ms initial,
+// 80ms cap; expected gaps 10ms, 20ms, 40ms.
+func TestTraefik_VerifyExponentialBackoff_GrowsBetweenAttempts(t *testing.T) {
+	dir := t.TempDir()
+	c := traefik.New(&traefik.Config{
+		CertDir: dir, CertFile: "cert.pem", KeyFile: "key.pem",
+		PostDeployVerifyAttempts:   4,
+		PostDeployVerifyBackoff:    10 * time.Millisecond,
+		PostDeployVerifyMaxBackoff: 80 * time.Millisecond,
+		PostDeployVerify: &traefik.PostDeployVerifyConfig{
+			Enabled: true, Endpoint: "h:443", Timeout: 100 * time.Millisecond,
+		},
+	}, quietLogger())
+
+	var callTimes []time.Time
+	probeCallCount := atomic.Int32{}
+	c.SetTestProbe(func(_ context.Context, _ string, _ time.Duration) tlsprobe.ProbeResult {
+		callTimes = append(callTimes, time.Now())
+		count := probeCallCount.Add(1)
+		if count == 4 {
+			return tlsprobe.ProbeResult{Success: true, Fingerprint: fingerprintOfPEM(certA)}
+		}
+		return tlsprobe.ProbeResult{Success: false, Error: "cert not yet deployed"}
+	})
+
+	res, err := c.DeployCertificate(context.Background(), target.DeploymentRequest{
+		CertPEM: certA, KeyPEM: keyA,
+	})
+	if err != nil {
+		t.Fatalf("DeployCertificate failed: %v", err)
+	}
+	if !res.Success {
+		t.Fatal("expected Success=true")
+	}
+	if len(callTimes) != 4 {
+		t.Fatalf("expected 4 probe calls, got %d", len(callTimes))
+	}
+	const tolerance = 25 * time.Millisecond
+	expectedGaps := []time.Duration{
+		10 * time.Millisecond,
+		20 * time.Millisecond,
+		40 * time.Millisecond,
+	}
+	for i := 0; i < len(expectedGaps); i++ {
+		gap := callTimes[i+1].Sub(callTimes[i])
+		expected := expectedGaps[i]
+		if gap < expected-tolerance || gap > expected+tolerance {
+			t.Errorf("gap[%d]: expected ~%v, got %v", i, expected, gap)
+		}
+	}
+}

internal/tlsprobe/retry.go

@@ -0,0 +1,68 @@
+// Copyright (c) 2025 Certctl Contributors <certctl@proton.me>
+//
+// SPDX-License-Identifier: BSL-1.1
+// See COPYING for license details.
+
+package tlsprobe
+
+import (
+	"context"
+	"time"
+)
+
+// RetryConfig holds parameters for exponential-backoff retries.
+// Zero values use defaults: 3 attempts, 1s initial, 16s max.
+type RetryConfig struct {
+	Attempts       int           // total attempts; 0 = use 3 default
+	InitialBackoff time.Duration // base; 0 = use 1 * time.Second default
+	MaxBackoff     time.Duration // cap; 0 = use 16 * time.Second default
+}
+
+// VerifyWithExponentialBackoff calls the probe at most cfg.Attempts times,
+// waiting cfg.InitialBackoff, 2*InitialBackoff, 4*InitialBackoff, ... capped at
+// cfg.MaxBackoff between consecutive attempts. Returns nil on first probe success;
+// returns the last attempt's error on full exhaustion.
+//
+// The probe function returns:
+//   - nil error on success → return immediately, no further attempts.
+//   - non-nil error → wait the exponentially-growing backoff and retry.
+//
+// The ctx is checked between attempts; ctx cancellation aborts immediately.
+//
+// Top-10 fix #8 of the 2026-05-02 deployment-target audit re-run.
+func VerifyWithExponentialBackoff(ctx context.Context, cfg RetryConfig, probe func(ctx context.Context) error) error {
+	attempts := cfg.Attempts
+	if attempts <= 0 {
+		attempts = 3
+	}
+	initial := cfg.InitialBackoff
+	if initial <= 0 {
+		initial = 1 * time.Second
+	}
+	max := cfg.MaxBackoff
+	if max <= 0 {
+		max = 16 * time.Second
+	}
+
+	backoff := initial
+	var lastErr error
+	for i := 0; i < attempts; i++ {
+		if i > 0 {
+			select {
+			case <-ctx.Done():
+				return ctx.Err()
+			case <-time.After(backoff):
+			}
+			backoff *= 2
+			if backoff > max {
+				backoff = max
+			}
+		}
+		if err := probe(ctx); err == nil {
+			return nil
+		} else {
+			lastErr = err
+		}
+	}
+	return lastErr
+}

internal/tlsprobe/retry_test.go

@@ -0,0 +1,129 @@
+// Copyright (c) 2025 Certctl Contributors <certctl@proton.me>
+//
+// SPDX-License-Identifier: BSL-1.1
+// See COPYING for license details.
+
+package tlsprobe
+
+import (
+	"context"
+	"errors"
+	"testing"
+	"time"
+)
+
+func TestVerifyWithExponentialBackoff_GrowthAndCap(t *testing.T) {
+	cfg := RetryConfig{
+		Attempts:       5,
+		InitialBackoff: 10 * time.Millisecond,
+		MaxBackoff:     40 * time.Millisecond,
+	}
+
+	var callTimes []time.Time
+	probe := func(ctx context.Context) error {
+		callTimes = append(callTimes, time.Now())
+		return errors.New("always fail")
+	}
+
+	ctx := context.Background()
+	start := time.Now()
+	err := VerifyWithExponentialBackoff(ctx, cfg, probe)
+
+	if err == nil {
+		t.Fatal("expected error, got nil")
+	}
+	if len(callTimes) != 5 {
+		t.Fatalf("expected 5 calls, got %d", len(callTimes))
+	}
+
+	// Assert gaps between attempts are approximately: 10ms, 20ms, 40ms, 40ms.
+	// Allow ±20ms tolerance for scheduler noise.
+	const tolerance = 20 * time.Millisecond
+	expectedGaps := []time.Duration{
+		10 * time.Millisecond,
+		20 * time.Millisecond,
+		40 * time.Millisecond,
+		40 * time.Millisecond,
+	}
+
+	for i := 0; i < len(expectedGaps); i++ {
+		gap := callTimes[i+1].Sub(callTimes[i])
+		expected := expectedGaps[i]
+		if gap < expected-tolerance || gap > expected+tolerance {
+			t.Errorf("gap[%d]: expected ~%v, got %v", i, expected, gap)
+		}
+	}
+
+	// Total wall time should be ~10+20+40+40 = 110ms
+	totalTime := time.Since(start)
+	expectedTotal := 110 * time.Millisecond
+	if totalTime < expectedTotal-50*time.Millisecond || totalTime > expectedTotal+100*time.Millisecond {
+		t.Errorf("total time: expected ~%v, got %v", expectedTotal, totalTime)
+	}
+}
+
+func TestVerifyWithExponentialBackoff_StopsOnFirstSuccess(t *testing.T) {
+	cfg := RetryConfig{
+		Attempts:       3,
+		InitialBackoff: 10 * time.Millisecond,
+		MaxBackoff:     40 * time.Millisecond,
+	}
+
+	var callCount int
+	probe := func(ctx context.Context) error {
+		callCount++
+		if callCount == 2 {
+			return nil // success on second attempt
+		}
+		return errors.New("failed")
+	}
+
+	ctx := context.Background()
+	start := time.Now()
+	err := VerifyWithExponentialBackoff(ctx, cfg, probe)
+
+	if err != nil {
+		t.Fatalf("expected nil, got error: %v", err)
+	}
+	if callCount != 2 {
+		t.Fatalf("expected 2 calls, got %d", callCount)
+	}
+
+	// Total wall time should be ~10ms (one wait between attempt 1 and 2).
+	totalTime := time.Since(start)
+	const tolerance = 20 * time.Millisecond
+	if totalTime > tolerance {
+		t.Errorf("total time: expected <~20ms, got %v", totalTime)
+	}
+}
+
+func TestVerifyWithExponentialBackoff_CtxCancellation(t *testing.T) {
+	cfg := RetryConfig{
+		Attempts:       5,
+		InitialBackoff: 100 * time.Millisecond,
+		MaxBackoff:     1000 * time.Millisecond,
+	}
+
+	var callCount int
+	probe := func(ctx context.Context) error {
+		callCount++
+		return errors.New("always fail")
+	}
+
+	ctx, cancel := context.WithCancel(context.Background())
+	// Cancel after allowing first attempt + partial wait
+	go func() {
+		time.Sleep(20 * time.Millisecond)
+		cancel()
+	}()
+
+	err := VerifyWithExponentialBackoff(ctx, cfg, probe)
+
+	if !errors.Is(err, context.Canceled) {
+		t.Fatalf("expected context.Canceled, got: %v", err)
+	}
+	// Should have completed first attempt, then been cancelled during wait
+	if callCount != 1 {
+		t.Fatalf("expected 1 call before cancellation, got %d", callCount)
+	}
+}