Pain map
What breaks in document AI
290 production incidents from public threads. Every quote links to its source. Pick a category and check it yourself.
Stale answers after updates
15 of 15 quotes
“When using the WebDAV data source with automatic sync enabled, the sync only works for deletions. It fails to add new files and also fails to update modified files.”
GitHub, ragflow · 21 September 2026 · open the thread “one of the pricing pages changed its numbers back in march, but my vectors obviously still had the old version. retrieval kept returning it with high similarity for weeks.”
Reddit, r/Rag · 4 September 2026 · in production · open the thread “I also experienced some data loss during the import because I was running a concurrent reindex.”
Hacker News · 22 August 2026 · open the thread “Found out from a support ticket where a user said the information "seemed outdated." Took us a while to trace it, a document update had shifted our embedding distribution just enough that top-k was pulling adjacent but wrong chunks.”
Reddit, r/Rag · 7 July 2026 · in production · open the thread “Confluence data source file synchronization may produce duplicate files.”
GitHub, ragflow · 6 July 2026 · open the thread Hit this one too? We are building for it. Join the waitlist.
“it was answering correctly based on the wrong document. was blaming the model the whole time while the actual problem was vector search not knowing what a version number is.”
Reddit, r/Rag · 23 May 2026 · in production · open the thread “Then we connected it to real production data, and the quiet failures started showing up: outdated documents being retrieved, conflicting information between sources, numbers changing slightly in responses, incomplete context producing very confident answers.”
Reddit, r/Rag · 21 May 2026 · in production · open the thread “Stale index is sneaky, docs were getting updated but I hadn't set up automatic re-indexing.”
Reddit, r/Rag · 6 May 2026 · in production · open the thread “when I run my script to ingest documents that are already indexed, I see that some chunks are updated (added and deleted)”
LangChain forum · 20 April 2026 · open the thread “The CEO was changed and I already updated the data, but every time I ask the chatbot “Who is the CEO?”, it still returns the old one instead of the new one.”
Reddit, r/Rag · 11 April 2026 · in production · open the thread “watching someone ask about a reimbursement policy and the system confidently pull last year’s PDF.”
Reddit, r/LangChain · 8 April 2026 · in production · open the thread “all subsequent sync cycles fail to detect any new files**”
GitHub, ragflow · 5 April 2026 · open the thread “It was because it found something real from the wrong version of the document. Old policy PDF still sitting in the index.”
Reddit, r/Rag · 25 March 2026 · in production · open the thread “Now I need to change the embedding model to another one, which is not retrieving the information related to the old indices.”
GitHub, llama_index · 2 March 2026 · open the thread “删除了的文件切片检索还能搜到显示在"reference"”
GitHub, ragflow · 9 January 2026 · open the thread Hit this one too? We are building for it. Join the waitlist.
Method
We collected 448 public posts published after 1 November 2025 in which a builder describes document AI failing. Each link was re-opened on 8 November 2026. We kept the 290 where the quote is on the page, the author describes an incident and not an opinion, and has no tie to a vendor. Quotes are verbatim and trimmed after 420 characters. The grouping is ours. A complaint is not a measurement.