What happens when you have experience as CIO of the IRS and the DHS? You write a book helping others to accomplish their IT career goals like this week's guest, Richard Spires. He shared some insights from his career and discussed his tips for advancing your IT career. Then, in the news, the team discussed Ubunti Linux adding a decade of support, the new Microsoft Surface Pro 8, EU moving forward with a USB-C mandate on phones, and Let's Encrypt's root certificate expiring. In 'Listener Mail,' they dug deeper into the UAE hacker-for-hire story and made recommendations for alternatives to ExpressVPN. Finally, in 'D'oh,' they covered Microsoft's Autodiscover debacle.