In January 2010, he began hosting "Help Desk with Chris Pirillo", a weekly live video call-in show on Microsoft's Channel 9 web site. Since early 2011, Pirillo has been one of the featured "CoolHotNot Tech Xperts", along with John C. Dvorak, Jim Louderback, Dave Graveline, Robin Raskin, Dave Whittle, Christian Burhus, Steve Bass, and Cheryl Currid. At CoolHotNot's web site, he shares his "Loved List" of favorite consumer tech products, along with a "Wanted List" and a "Letdown List".