Why Chatbots Sometimes Get It Wrong
- Graziano Stefanelli
- May 12
- 2 min read

Definition
Chatbots make mistakes when they misunderstand user input, choose the wrong action, or generate irrelevant or confusing replies. These errors happen because of limitations in language understanding, incomplete training data, or technical constraints in the chatbot’s logic.
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Even advanced AI chatbots occasionally provide inaccurate or unhelpful responses. This happens because they don’t truly understand language or context the way humans do — they rely on patterns, probabilities, and past training data to make predictions.
Errors also occur when chatbots are deployed with insufficient domain knowledge, meaning they weren’t properly trained for specific topics or industries. Additionally, some bots don’t handle ambiguity or edge cases well, leading to generic or irrelevant answers.
For rule-based bots, mistakes happen when user input doesn’t match predefined keywords. For AI-driven bots, the model might “hallucinate” — producing confident but false information based on gaps in training data.
Main Causes of Errors
✦ Insufficient or Poor-Quality Training Data: The chatbot hasn’t seen enough varied examples to understand all types of user input.
✦ Ambiguous User Input: Messages that are vague or have multiple possible meanings confuse the bot.
✦ Overlapping Intents: Phrases that could match more than one action lead to incorrect predictions.
✦ Lack of Context Awareness: The bot treats each message as a new request without remembering earlier conversation steps.
✦ API or Integration Failures: External system errors prevent the bot from completing tasks or retrieving correct information.
Example of a Common Mistake
User: “Cancel my latest order.”Bot: “I’ve canceled all your subscriptions.” (Incorrect, confusing cancellation action)
Correct Behavior:Ask clarifying questions: “Do you want to cancel your most recent product order or a subscription?”
Technical Factors Behind Errors
✦ Low Confidence Thresholds: The bot guesses even when it’s not confident in the detected intent.
✦ Missing Fallback Strategies: No backup plan when the bot doesn’t understand user input.
✦ Unoptimized Entity Recognition: Incorrectly extracting details like dates, product names, or order numbers.
✦ Hallucination in LLMs: AI generates fabricated information when it lacks real data.
How to Prevent These Mistakes
✦ Improve Training Data Quality: Use real conversations and diverse examples to strengthen the model.
✦ Add Clarifying Questions: Ask for confirmation before taking irreversible actions.
✦ Set Confidence Thresholds: Avoid replying unless the bot is highly confident in its prediction.
✦ Implement Proper Fallbacks: Offer alternatives like contacting support or asking users to rephrase.
✦ Continuous Monitoring and Retraining: Review logs, analyze failures, and update training data regularly.
Tools That Help Reduce Errors
✦ Dialogflow Confidence Management: Allows setting thresholds for triggering fallback responses.
✦ Rasa NLU Diagnostic Tools: Analyze low-confidence predictions and overlapping intents.
✦ OpenAI ChatGPT API: Supports prompt engineering to reduce hallucination and improve response accuracy.
✦ Azure Language Studio: Provides model evaluation metrics and confidence scoring visualization.
Summary Table: Common Chatbot Errors and Solutions
Error Type | Description | Prevention Strategy |
Misunderstood Intent | Bot guesses wrong user goal | Add more training examples, tune intents |
Incorrect Entity Extraction | Wrong details captured | Use regex validation or entity lookup |
Low Confidence Response | Bot replies despite uncertainty | Set confidence thresholds and clarify |
Hallucination | AI makes up information | Use retrieval-augmented generation (RAG) |
API Failure | Backend system errors break conversation | Add error handling and retries |




