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Active webhook not sending requests

I have an active webhook for user_upserted but when I make changes to a driver, no request is sent to my app. Under "View Requests" no data is found and I've confirmed in my application's console that no request is sent. The test request is handled successfully. I also saved changes for a user and still no request is sent. I have two accounts and each has the same webhook (same url and same action) and both are active but only the webhook for one account works successfully.