[Bugs] Error: Execution failed: Error: Failed to get response from the AI model; ret...

**Mood:** 😔
**Category:** Bugs

Error: Execution failed: Error: Failed to get response from the AI model; retried 5 times (total retry wait time: 6.29 seconds) Last error: Error: The attached image or document is too large to send natively through CAPI Responses. Try a smaller attachment or fewer attachments. (5.2 MB request; 5.0 MB limit)

I'm using Pro+ but always seeing this error

---
| Field | Value |
| --- | --- |
| App version | 0.2.24 |
| OS | macOS 26.4.1 |
| Theme | GitHub |
| Path | /chat |
| Tenure | Day 2 (Week 1) |

Start in the /chat flow and reproduce the failure with an attachment that makes the request exceed the stated 5.0 MB CAPI Responses limit. Then identify where this error is surfaced; the issue names no file, test, or expected behavior, so confirm whether the fix should validate attachments or improve error handling before coding.

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