diff --git a/packages/opencode/src/session/message-v2.ts b/packages/opencode/src/session/message-v2.ts
index 83ca72addb1..e753689fcb1 100644
--- a/packages/opencode/src/session/message-v2.ts
+++ b/packages/opencode/src/session/message-v2.ts
@@ -656,6 +656,13 @@ export namespace MessageV2 {
     return result
   }
 
+  const isOpenAiErrorRetryable = (e: APICallError) => {
+    const status = e.statusCode
+    if (!status) return e.isRetryable
+    // openai sometimes returns 404 for models that are actually available
+    return status === 404 || e.isRetryable
+  }
+
   export function fromError(e: unknown, ctx: { providerID: string }) {
     switch (true) {
       case e instanceof DOMException && e.name === "AbortError":
@@ -724,7 +731,7 @@ export namespace MessageV2 {
           {
             message,
             statusCode: e.statusCode,
-            isRetryable: e.isRetryable,
+            isRetryable: ctx.providerID.startsWith("openai") ? isOpenAiErrorRetryable(e) : e.isRetryable,
             responseHeaders: e.responseHeaders,
             responseBody: e.responseBody,
             metadata,
diff --git a/packages/opencode/test/session/retry.test.ts b/packages/opencode/test/session/retry.test.ts
index b130e927e4a..10137ed988c 100644
--- a/packages/opencode/test/session/retry.test.ts
+++ b/packages/opencode/test/session/retry.test.ts
@@ -1,4 +1,5 @@
 import { describe, expect, test } from "bun:test"
+import { APICallError } from "ai"
 import { SessionRetry } from "../../src/session/retry"
 import { MessageV2 } from "../../src/session/message-v2"
 
@@ -128,4 +129,18 @@ describe("session.message-v2.fromError", () => {
     expect(retryable).toBeDefined()
     expect(retryable).toBe("Connection reset by server")
   })
+
+  test("marks OpenAI 404 status codes as retryable", () => {
+    const error = new APICallError({
+      message: "boom",
+      url: "https://api.openai.com/v1/chat/completions",
+      requestBodyValues: {},
+      statusCode: 404,
+      responseHeaders: { "content-type": "application/json" },
+      responseBody: "{\"error\":\"boom\"}",
+      isRetryable: false,
+    })
+    const result = MessageV2.fromError(error, { providerID: "openai" }) as MessageV2.APIError
+    expect(result.data.isRetryable).toBe(true)
+  })
 })