Tech Moves: Smartsheet CTO leaves; Overland AI pulls a legitimate trail; Zillow, Comcast encourage executives

– Cynthia Tee he is gone Smartsheetwhere he was the chief technology officer of a large project management software company. Tee has been CTO since February 2025; prior to that he was senior vice president of engineering for nearly four years.

The Bellevue company has not publicly announced Tee’s departure or named a replacement. A spokesman said via email: “Thank you [Tee] with many donations and I wish him the best in his future endeavors.”

Tee told GeekWire that he has never taken on a new role elsewhere.

Early in his career, Tee was with Microsoft for two decades, joining in 1994 and working for many years on Windows technology. Prior to Smartsheet, he was vice president of merchandising technology at Nordstrom.

Tee is also the executive director of Seattle’s Ada Developers Academy, a free bootcamp that provides training for women and other underrepresented people in technology.

Smartsheet laid off an undisclosed number of employees earlier this month. Tech veteran Rajeev “Raj” Singh took over as CEO in October following the August announcement that longtime Smartsheet CEO Mark Mader was retiring.

– Overland AIa Seattle-based startup building autonomous vehicles for use by the US military, for rent Mark Dewyea as head of law. Dewyea, who is based in Virginia, joins the company from Shield AI where he was chief of staff and in-house counsel.

“Mark brings a wealth of experience across the government, military, and defense sectors, including service as an acting attorney for judges in the US Marine Corps and as a legal analyst at the Federal Bureau of Investigation,” said Overland AI on LinkedIn.

Overland AI came out of the University of Washington in 2022 and earlier this month announced a new $100 million grant.

– Jessica Roberto joins the Washington State Department of Commerce As the Knowledge Economy Lead at the Office for Economic Development and Competitiveness.

Roberto was previously at the UW’s Buerk Center for Entrepreneurship where he served as director and manager of graduate student programs and the Holomon Health Innovation Challenge. He has been at the Buerk Center for six years and has a PhD from the UW in pathobiology.

– Heather Redmanfounder and managing partner of the venture capital company Flying Fish, now on the board of directors of the Seattle branch Federal Reserve Bank of San Francisco.

– Seattle tech entrepreneur Anna Fuller now working in commerce AI at Google. He was previously head of product at California’s Big Sur AI, which was acquired by Google late last year. Fuller is also an expert in residence at Seattle’s AI2 Incubator, which launched the AI ​​House last year on the city’s waterfront.

– Alaska Airlines has been raised Ben Brookman vice president of real estate and airport affairs. Brookman has owned the airline for more than a decade on two separate occasions. Previous employers include Convoy and Amazon.

– Comcast so called Keith Turner as senior VP of its Pacific Northwest region, serving Xfinity and Comcast Business customers in Washington and Oregon. Turner has been with the media and entertainment giant for nearly two decades.

– Zillow has been raised Rebecca Amos-Stuart to the marketing director. Amos-Stuart, who is based in the Seattle area, has been with the real estate tech company for more than six years. He previously had his own consulting business and was with Verizon for 12 years.

– Cam Caldwellchief operating officer of Bintinow operates a software development company’s newly opened office in Seattle. San Francisco-based Binti builds technology that works for the child welfare system. The new location is being rented.

– Seattle-based music licensing startup Inantio the nominee Whirl Hill on its board of directors. Hill is a media and technology executive whose past employers include Microsoft, RealNetworks and Disney. He previously served on the advisory board of Inantio.

– Company Baker Sterchi Cowden & Rice so called Brian Maxey as senior counsel in its Seattle office. Maxey, formerly COO of the Seattle Police Department, will focus on planning risk management, crisis response and litigation strategies for clients in the public sector.

– Vija Veinbergs-Rogers he is now a senior software engineer at a Seattle-based AI startup Iodine. He joins neurology technology company Rune Labs.

— The National Academy of Engineeringthe organization that offers the highest classification of engineers, has elected 130 new members including four with ties to the Pacific Northwest:

• David Bakera UW Nobel Laureate and director of UW Medicine’s Institute for Protein Design, which uses AI to make de novo proteins.
• Douglas Burgera Microsoft Research technology partner and VP of business that accelerates cloud-scale computing and networking infrastructure with scalable systems.
• James Hamiltonan Amazon SVP and a prominent engineer specializing in cloud computing and data center efficiency.
• Elizabeth Lunda retired SVP of quality for Boeing who worked in the development and production of commercial airliners.

— The Oregon Entrepreneurs Network has appointed five new members to its 18-person board of directors:

• Ernie Bootsmashareholder and attorney for Buchalter LLC
• Suhail KhanSVP at insurance company Marsh
• Allie Persitz (Magyar)owner of Dynamic Events and working partner at Elevate Capital
• Melanie Strongfounding partner of investment firm Next Ventures
• Shanbo Zhangangel investor and venture partner at Oregon Venture Fund