[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

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| 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.

Written by the indexing model from the issue text.