{"id":45318,"date":"2026-02-15T16:00:30","date_gmt":"2026-02-15T16:00:30","guid":{"rendered":"https:\/\/bondahx.com\/index.php\/2026\/02\/15\/smartsheet-cto-departs-overland-ai-names-legal-lead-plus-changes-at-zillow-comcast\/"},"modified":"2026-02-15T16:00:30","modified_gmt":"2026-02-15T16:00:30","slug":"smartsheet-cto-departs-overland-ai-names-legal-lead-plus-changes-at-zillow-comcast","status":"publish","type":"post","link":"https:\/\/bondahx.com\/index.php\/2026\/02\/15\/smartsheet-cto-departs-overland-ai-names-legal-lead-plus-changes-at-zillow-comcast\/","title":{"rendered":"Smartsheet CTO departs; Overland AI names legal lead; plus changes at Zillow, Comcast"},"content":{"rendered":"


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by Lisa Stiffler<\/a><\/strong><\/span> on

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Cynthia Tee. (LinkedIn Photo)<\/figcaption><\/figure>\n<\/div>\n

\u2014 Cynthia Tee<\/strong><\/a> has left Smartsheet<\/strong>, where she was chief technology officer at the work management software giant. Tee was CTO since February 2025; before that she was senior vice president of engineering for nearly four years.<\/p>\n

The Bellevue-based company has not publicly announced Tee\u2019s departure or named a replacement. A spokesperson said via email: \u201cWe thank [Tee] for the many contributions and wish her well in her next opportunity.\u201d<\/p>\n

Tee told GeekWire she has not taken a new role elsewhere.<\/p>\n

Early in her career, Tee was with Microsoft for two decades, joining in 1994 and working for many years on Windows technologies. Prior to Smartsheet, she was vice president of commerce technology at Nordstrom.<\/p>\n

Tee was also executive director of Seattle\u2019s Ada Developers Academy, a tuition-free tech bootcamp providing training for women and other underrepresented people in tech.<\/p>\n

Smartsheet laid off<\/a> an undisclosed number of workers earlier this month. Tech veteran\u00a0Rajeev \u201cRaj\u201d Singh<\/a>\u00a0took over as CEO\u00a0in October<\/a>\u00a0following the August\u00a0announcement<\/a>\u00a0that longtime Smartsheet CEO\u00a0Mark Mader<\/a>\u00a0was retiring.<\/p>\n

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Mark Dewyea. (LinkedIn
Photo)<\/figcaption><\/figure>\n<\/div>\n

\u2014 Overland AI<\/strong>, a Seattle startup building autonomous ground vehicles used by the U.S. military, hired Mark Dewyea<\/strong><\/a> as head of legal. Dewyea, who is based in Virginia, joins the company from Shield AI where he was chief of staff and in-house counsel.<\/p>\n

\u201cMark brings extensive experience across government, military, and defense technology sectors, including service as an active duty judge advocate in the U.S. Marine Corps and as a legal analyst at the Federal Bureau of Investigation,\u201d Overland AI said on LinkedIn<\/a>. <\/p>\n

Overland AI spun out of the University of Washington in 2022 and earlier this month announced <\/a>$100 million in new funding. <\/p>\n

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Jessica Roberto. (LinkedIn Photo)<\/figcaption><\/figure>\n<\/div>\n

\u2014 Jessica Roberto<\/strong><\/a> is joining the Washington State Department of Commerce<\/strong> as Knowledge Economy Lead in the Office of Economic Development and Competitiveness.<\/p>\n

Roberto was previously at the UW\u2019s Buerk Center for Entrepreneurship where she served as associate director and manager of graduate student programs and the Hollomon Health Innovation Challenge. She was with the Buerk Center for six years and holds a PhD from the UW in pathobiology.<\/p>\n

\u2014 Heather Redman<\/strong><\/a>, co-founder and managing partner of the venture firm Flying Fish, is now on the Seattle branch board of directors for the Federal Reserve Bank of San Francisco<\/strong>.<\/p>\n

\u2014 Seattle tech entrepreneur Anna Fuller<\/strong><\/a> is now working on commerce AI at Google<\/strong>. She was previously head of product at California\u2019s Big Sur AI, which Google acquired at the end of last year. Fuller is also a resident expert at Seattle\u2019s AI2 Incubator, which launched the AI House last year on the city\u2019s waterfront.<\/p>\n

\u2014 Alaska Airlines<\/strong> promoted Ben Brookman<\/strong><\/a> to vice president of real estate and airport affairs. Brookman has been with the airline for more than a decade over two separate periods. Past employers include Convoy and Amazon. <\/p>\n

\u2014 Comcast <\/strong>named Keith Turner<\/strong><\/a> as senior VP of its Pacific Northwest region, which serves Xfinity and Comcast Business customers in Washington and Oregon. Turner has been with the telecom and entertainment giant for nearly two decades. <\/p>\n

\u2014 Zillow <\/strong>promoted Rebecca Amos-Stuart<\/strong><\/a> to marketing director. Amos-Stuart, based in the Seattle area, has been with the real estate tech company for more than six years. She previously ran her own consulting business and was with Verizon for 12 years.<\/p>\n

\u2014 Cam Caldwell<\/strong><\/a>, chief operating officer for Binti<\/strong>, is now running the software development company\u2019s newly opened Seattle office. San Francisco-based Binti is building technology that serves the child welfare system. The new location is hiring<\/a>. <\/p>\n

\u2014 Seattle-based music licensing startup Incantio<\/strong> appointed Virl Hill <\/strong><\/a>to its board of directors. Hill is a media and technology executive whose past employers include Microsoft, RealNetworks and Disney. He previously served on Incantio\u2019s advisory board.<\/p>\n

\u2014 The firm Baker Sterchi Cowden & Rice<\/strong> named Brian Maxey<\/strong><\/a> as senior counsel in its Seattle office. Maxey, previously COO for the Seattle Police Department, will focus on risk management planning, crisis response and strategic litigation for clients in the public sector.<\/p>\n

\u2014 Vija Veinbergs-Rogers<\/strong><\/a> is now a senior software engineer at the Seattle-based AI roleplay startup Yoodli<\/strong>. She joins from the neurology tech company Rune Labs.<\/p>\n

\u2014 The National Academy of Engineering<\/strong>, an organization conferring one of the highest professional distinctions for engineers, has elected 130 new members including for four connected to the Pacific Northwest:<\/p>\n