File generation capability differs between conversations under the same account

ChatGPT Bugs
1

Hello,

I would like to ask whether the following behavior is expected or if it might be a bug.

I have been using ChatGPT for a long-term software development project (more than six months).

To organize the project, I intentionally use two conversations with different roles.

Conversation A

  • System design
  • Specification review
  • Architecture discussion

Conversation B

  • Artifact generation
  • Python source code
  • Excel files
  • TXT files
  • ZIP packages

Both conversations use:

  • the same ChatGPT account
  • the same model
  • the same browser
  • the same computer

However, I observe different capabilities depending on the conversation.

For example,

Conversation A:

  • ZIP generation is unavailable or very unstable.
  • TXT generation is sometimes unavailable.

Conversation B:

  • ZIP generation works correctly.
  • Python files and other artifacts can be generated successfully.

Even when I submit essentially the same request, the result depends on which conversation I use.

This behavior significantly affects my development workflow because the project is intentionally separated into design and implementation conversations.

My questions are:

  1. Is file-generation capability scoped to individual conversations?
  2. Is this expected behavior or a temporary issue?
  3. Is there any recommended way to ensure stable file generation across long-running development conversations?

Any clarification would be greatly appreciated.

Thank you.

2

Welcome to the forum!

In general, I would not expect the behavior you described.

One possible explanation, however, is that Conversation A may be using something like plan mode, where file modification is not allowed. In that case, the difference you are seeing would make sense.