diff --git a/internal/cloud/code-agent-agentrun-adapter.ts b/internal/cloud/code-agent-agentrun-adapter.ts
index c9cd5542..8e8c34e2 100644
--- a/internal/cloud/code-agent-agentrun-adapter.ts
+++ b/internal/cloud/code-agent-agentrun-adapter.ts
@@ -563,10 +563,25 @@ function agentRunDispatchRetryDelayMs(policy, retryAttempt) {
   return Math.min(cap, Math.trunc(base * Math.pow(2, Math.max(0, Number(retryAttempt ?? 1) - 1))));
 }
 
+const RETRYABLE_AGENTRUN_TRANSPORT_FAILURE_KINDS = new Set([
+  "agentrun-connect-failed",
+  "agentrun-proxy-exec-failed",
+  "agentrun-manager-fetch-failed",
+  "agentrun-timeout",
+  "timeout",
+  "fetch-failed",
+  "network-error"
+]);
+
+function isRetryableAgentRunTransportFailureKind(failureKind) {
+  return RETRYABLE_AGENTRUN_TRANSPORT_FAILURE_KINDS.has(normalizedFailureKind(failureKind));
+}
+
 function agentRunDispatchRetryable(error, failureKind) {
   const status = Number(error?.statusCode ?? error?.status ?? error?.agentRunError?.statusCode ?? 0);
   if ([429, 502, 503, 504].includes(status)) return true;
-  if (["provider-unavailable", "provider-stream-disconnected", "agentrun-timeout", "agentrun-timeout", "timeout", "fetch-failed", "network-error"].includes(failureKind)) return true;
+  if (["provider-unavailable", "provider-stream-disconnected"].includes(failureKind)) return true;
+  if (isRetryableAgentRunTransportFailureKind(failureKind)) return true;
   return /ECONNRESET|ETIMEDOUT|EAI_AGAIN|ENOTFOUND|socket hang up|fetch failed|network|timeout/iu.test(String(error?.message ?? ""));
 }
 
@@ -2559,11 +2574,14 @@ function isRetryableProviderInterruptionPayload(payload = {}, options = {}) {
   const kind = normalizedFailureKind(payload?.failureKind ?? payload?.errorCode ?? payload?.code);
   if (kind === "provider-stream-disconnected") return payload?.willRetry === true;
   if (kind === "provider-unavailable") return payload?.willRetry === true || (options.activeError === true && payload?.terminal !== true && payload?.final !== true);
+  if (isRetryableAgentRunTransportFailureKind(kind)) return payload?.willRetry === true;
   return false;
 }
 
 function normalizedFailureKind(value) {
-  return String(value ?? "").trim().toLowerCase().replace(/_/gu, "-") || null;
+  const normalized = String(value ?? "").trim().toLowerCase().replace(/_/gu, "-") || null;
+  if (normalized === "agentrun-unreachable") return "agentrun-connect-failed";
+  return normalized;
 }
 
 function numberOrNull(value) {
diff --git a/internal/cloud/workbench-turn-projection.ts b/internal/cloud/workbench-turn-projection.ts
index e1a04135..24e2fe03 100644
--- a/internal/cloud/workbench-turn-projection.ts
+++ b/internal/cloud/workbench-turn-projection.ts
@@ -284,11 +284,22 @@ function retryableProviderInterruptionEvidence(...values) {
   return null;
 }
 
+const RETRYABLE_AGENTRUN_TRANSPORT_FAILURE_KINDS = new Set([
+  "agentrun-connect-failed",
+  "agentrun-proxy-exec-failed",
+  "agentrun-manager-fetch-failed",
+  "agentrun-timeout"
+]);
+
+function isRetryableAgentRunTransportFailureKind(kind) {
+  return RETRYABLE_AGENTRUN_TRANSPORT_FAILURE_KINDS.has(kind);
+}
+
 function retryableProviderInterruptionRecord(value) {
   const record = objectValue(value);
   if (!record) return null;
   const kind = normalizeWorkbenchStatus(record.failureKind ?? record.errorCode ?? record.code ?? record.name);
-  if ((kind === "provider-stream-disconnected" || kind === "provider-unavailable") && record.willRetry === true) {
+  if ((kind === "provider-stream-disconnected" || kind === "provider-unavailable" || isRetryableAgentRunTransportFailureKind(kind)) && record.willRetry === true) {
     return {
       failureKind: kind,
       willRetry: true,