Diagnosing Monday.com Connection Resets
Monday.com is hosted on Amazon Web Services (AWS) with CloudFront as the CDN layer. The platform uses TLS 1.3 with ECH for all authenticated sessions. When users access Monday.com from macOS Safari on networks with SSL inspection, the ISP gateway resets the ECH-enabled ClientHello, causing the TLS handshake to fail.
AWS CloudFront’s TLS configuration does not support TLS 1.2 fallback for authenticated sessions. When the ECH-enabled handshake fails, there is no fallback path and the connection terminates immediately with ERR_CONNECTION_RESET.