When using ChatGPT, the most common stumbling points are logging in, failing to send messages, and unsuccessful file uploads. Below, I break down the high-frequency issues by scenario and provide a troubleshooting sequence you can follow step by step. When you encounter similar errors, start with a “simple to complex” self-check; you can usually get things back to normal quickly.
Unable to log in or the verification code keeps failing
When ChatGPT login behaves abnormally, first confirm whether you have browser extensions enabled (ad blockers, script managers, privacy/anti-tracking tools). Many verification-code loading failures are related to these. Try again in an incognito window, and log in to ChatGPT after temporarily disabling the relevant extensions.
If you see prompts like “Unable to verify” or “Request rejected,” clear the site cache and cookies, then test with a different browser engine (switch between Chrome/Edge). If it still doesn’t work, check whether your network goes through a corporate proxy or public Wi‑Fi; switching to a stable home network is often smoother.
Messages won’t send, request errors appear, or conversations get interrupted
If ChatGPT shows “Request error” or “Send failed,” refresh the page and re-enter the conversation first; sometimes it’s a momentary congestion. If interruptions happen frequently, reduce the length of each input and send in segments, which can significantly lower the failure rate.
You can also check whether the same account is being used for high-frequency actions on multiple devices at the same time; log out on other devices and keep only one window using ChatGPT. If a specific conversation keeps erroring out, start a new conversation to test—this helps distinguish between a “corrupted conversation” and an “account/network issue.”
Image or file upload fails, or it can’t be parsed
When ChatGPT uploads fail, check the file itself first: Is it too large? Is it a rare format? Does the filename contain special characters? Rename the file using English letters and numbers and compress it to a smaller size; uploading to ChatGPT is usually more reliable afterward.


