Dan Lewis
Dan Lewis is CEO and co-founder at two stealth startups and serves as an advisor and investor at various companies, as well as Corporate Vice President at Microsoft. He previously founded Convoy, which was acquired, and has expertise in pitching and selling, product systems and strategy, UX, marketplaces, venture and angel investing, machine learning and AI, e-commerce, supply chain, robotics, and enterprise software and services.
Seattle Trucking Startup Convoy Conducts New Layoffs Amid Economic Pressures Following $260M Funding
Seattle-based trucking startup Convoy has conducted another round of layoffs amid economic uncertainty and supply chain challenges, following a 7% workforce reduction earlier this year after raising $260 million at a $3.8 billion valuation.
GeekWire updates Seattle list as Highspot raises $248M at $3.5B; SeekOut and Icertis added to 16 local unicorns
GeekWire updated its list of Seattle-area 'unicorn' startups (privately held companies valued at $1B+) after additions and a valuation change for Icertis, noting recent entrants like SeekOut and Highspot, which raised $248 million at a $3.5 billion valuation. The article highlights that the Seattle cohort includes 16 unicorns, none led by a female or Black CEO, and that many CEOs have Microsoft backgrounds amid a global surge in unicorns and venture funding.
Chloe Harford Joins Roofstock Board as Kymeta Names Walter Berger and Doug Hutcheson Co-CEOs
Chloe Harford, a former Zillow and OfferUp executive, joined Roofstock's board as the fintech firm continues to expand after acquiring Great Jones and raising $133 million; Kymeta named Walter Berger and Doug Hutcheson co-CEOs and partnered with OneWeb to test mobile satellite broadband. Seattle startups Optimize Health and CityBldr announced leadership moves: Todd Haedrich became Optimize Health CEO, and Convoy CEO Dan Lewis joined CityBldr’s advisory board.
Solo, founded by ex-Uber and Convoy vets, raises $5.5M seed to predict and guarantee gig workers' earnings
Seattle startup Solo, founded by ex-Uber and Convoy employees, raised a $5.5 million seed round to provide hour-by-hour earnings predictions and a guarantee to top up gig workers' pay if predictions fall short, with plans to expand into insurance, taxes, and mileage tracking.
Seattle Tech CEOs — Icertis, Syndio, Qumulo, Remitly, Outreach, Convoy, Zenoti, Skilljar — Share First-Job Lessons That Shaped Their Careers
Seattle-area tech startup CEOs shared lessons from their first jobs—ranging from car washing to programming—highlighting practical skills, work ethic, and enduring lessons that shaped their leadership and product thinking.
Amazon Veteran Dorothy Li Named CTO of Convoy; Will Lead Engineering for Digital Freight Network
Dorothy Li, a 23-year Amazon veteran who helped launch products from Prime to Kindle, has been named CTO of Seattle-based trucking startup Convoy and will lead engineering for its digital freight network. Convoy, valued at $2.7 billion after a $400 million raise in November 2019, reports triple-digit year-over-year revenue growth and a network of over 67,000 carriers and 300,000 trucks.
Convoy’s 2020 Freight Insights Report: COVID-19 drove March panic buying, April–May collapse, then summer rebound in U.S. trucking
Convoy's 2020 Freight Insights Report shows the pandemic caused a March panic-buying spike, a sharp drop in April–May, then a summer rebound and year-end freight dynamics aligning with normal cycles, driven by shifts from services to goods and increased e-commerce.
Seattle Reaches 10 Unicorns Worth $1B+, Mostly Enterprise Software Firms with Microsoft Links
Seattle now has 10 unicorn startups valued at $1 billion or more, many concentrated in enterprise software/cloud computing and driven by rapid digital transformation and strong revenue run rates. Most have immigrant founders and Microsoft ties, but none have female co-founders or CEOs.
Former AWS, Dropbox, Facebook, Convoy Leaders — Linda Lian, Tom Kleinpeter, Francis Luu, Viraj Mody — Launch Stealth Seattle Startup to Build Digital Community Tools
Four former Seattle tech leaders — Linda Lian, Tom Kleinpeter, Francis Luu, and Viraj Mody — have quietly formed a new startup building tools to help users create digital communities, according to a recent tweet by Lian. The team brings experience from Amazon Web Services, Dropbox, Facebook, Convoy and Madrona Venture Group; Lian declined to provide further details.
Former Expedia CEO Mark Okerstrom named president and COO of Convoy as startup tops 1,000 employees
Former Expedia CEO Mark Okerstrom joins Seattle digital freight startup Convoy as president and COO to oversee finance, operations, marketing and marketplace growth as the company surpasses 1,000 employees and a $2.7B valuation.
GeekWire Awards 2020 Goes Virtual; Ally Wins Startup of the Year as Bill Gates and Celebrities Celebrate
GeekWire held a virtual GeekWire Awards livestream honoring top Pacific Northwest tech companies and leaders across 12 categories, with winners accepting via Zoom and special video messages from figures like Bill Gates. Seattle startup Ally won Startup of the Year, and the event included entertainment such as The Drunken Tenorperforming an "Opera di Zoom."
Convoy VP Kristen Forecki — former Amazon and Rover executive — helped scale Convoy from employee No. 11 to a company valued at $2.7 billion
Kristen Forecki, vice president of supply at Convoy, attributes her career success to a mix of preparation, networking and passion, moving from Amazon to early roles at Rover and joining Convoy as employee No. 11; Convoy has grown to about 1,000 employees and was valued at $2.7 billion in November.
Seattle Startup CEOs Condemn Racism, Urge Action and Investment in Black Founders After George Floyds Death
Seattle startup leaders publicly condemned racism after George Floyd’s death and pledged concrete actions — including learning, speaking up, and pushing for investments in entrepreneurs of color — while noting tech’s role in inequality and recent moves like SoftBank’s $100 million fund.
Convoy leans on technology to navigate COVID-19 surge after $400M raise at $2.7B valuation
Seattle digital freight startup Convoy experienced record activity on its network as COVID-19 increased demand for essentials, and CEO Dan Lewis says the company’s efficiency-focused technology helps it navigate a volatile, recessionary period. Convoy remains a Seattle unicorn after raising $400 million at a $2.7 billion valuation in September and continues serving major shippers like Anheuser-Busch, Home Depot, and Procter & Gamble.
Seattle 10 Names Top Startups to Showcase at GeekWire Gala Dec. 7 at MOHAI
The Seattle 10 highlights the region’s most promising startups across diverse industries such as education, enterprise software, virtual reality, and robotics. These selected startups will creatively showcase their business ideas on large cocktail napkins at the GeekWire Gala on December 7th at MOHAI.
Organizations
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Stealth startup CEO & Co-Founder 2026–present · current
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Microsoft Corporate Vice President 2025–2026, Chief Product Officer 2025, Group Product Manager 2008–2011, Chief Product Officer for Business & Industry Solutions and Copilot AI 2026 · current
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Various Companies Advisor and Investor 2012–present · current
Education
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Yale University Bachelor's, Cognitive Science/Psychology
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Pontificia Universidad Católica de Valparaíso Study Abroad (Yale), Studied cognitive science, spanish
