13 DEC 2025
David debugged: Investigated Claude Desktop app ignoring settings.json permission grants
David diagnosed a confirmed unfixed bug in Claude Desktop that caused the permission approval UI to reappear regardless of settings.json bypass configuration.
David ran into persistent permission prompts in Claude Desktop despite enabling bypass in settings.
ive enabled bypass permissions settings, restarted my computer, started new sessions on claude etc and yet it still keeps asking for permissions whenever you want to do something. research how to fix this
The investigation confirmed a known bug (GitHub issue #29026): the Desktop app has its own permission UI layer that ignores settings.json entirely. David escalated by asking for a PDF report styled in Anthropic's design language to send to Anthony Morris on the Claude Code team.
please give me a pdf that explains, in detail, the issue, along with an attached entire transcript of our session, am sending it to Amorris, who works on claude code at anthropic. style it in anthropic's design so he feels seen