Proxy PAC File Timeouts Were Behind Our Random SaaS Outage on Managed Laptops

Problem I ran into: Last month I was covering the help desk queue when a few managed Windows laptops started timing out on two SaaS tools we use every day. The strange part was that Outlook, Teams, and our internal knowledge base were fine. Users described it as "the app is down," but the vendor status page was clean and our office network monitoring did not show packet loss. At first the ticket…