Winning in a Downturn

How to keep a winning mindset in an economic downturn, from seasoned leaders who have experienced a shaky economy in the past—how to prioritize, and make the right decisions to keep your business on track.

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Diana Massaro
Chief Marketing Officer
Skyhigh security

As the Chief Marketing Officer, Diana is responsible for creating and accelerating Skyhigh Security’s marketing strategy and brand recognition across the globe. She is focused on driving the company’s vision of protecting the worlds data through marketing and thought leadership programs that promote product innovation and purpose driven initiatives. She leads all aspects of the global marketing organization including field and partner, digital, communications, corporate marketing, as well as marketing operations and insights.With over 20 years of experience in global SaaS organizations, Diana has held leadership positions at Armor Cloud Security, WebPros, Idera, and PROS. She is passionate about helping companies create and lead new market categories, as well as grow share of mind across all aspects of the marketing and communications portfolio. Diana holds a M.S. from Stanford University and a B.A. from the American University of Paris.

stewart easterby
Operating Partner

Stewart Easterby is a career operator who has served as a revenue and operations executive at two hypergrowth startups with unicorn exits. He currently is an Operating Partner at Greycroft, a seed-to-growth venture capital firm. Previously, Stewart was Chief Operating Officer at TrueCar, helping lead the company from Series A to IPO and $250M+ annual revenue. Before that, he was VP of Advertising Sales at Yahoo! overseeing a $800M mid-market channel and co-leading the $2B enterprise channel. Stewart also held executive operational roles at paid search pioneer Overture Services, which grew from launch to $1B in annualized revenue in 5 years and was acquired by Yahoo.

Steve singh
Managing Director
madrona venture group

Before joining Madrona in 2020, Steve was the founder and CEO of Concur [NASDAQ: CNQR], served on the Executive Board of SAP [NYSE: SAP] running SAP’s cloud business group, and served as the Chairman & CEO of Docker. Steve currently serves on the board of WaFd Bank [NASDAQ: WAFD], Clari, and Leaf Logistics, and also serves as the Executive Chairman of Spotnana, Troop, Stratify, Magnify, and Center. Now Steve is primarily focused on next generation B2B and enterprise related start-ups, and invests across a wide variety of technology areas including machine learning /artificial intelligence, intelligent applications, and next-generation cloud infrastructure.

john Torrey
Venture Partner
madrona venture group

Most recently John was Chief Ecosystem Officer at Qualtrics, where he helped the company define and create an ecosystem of services, consulting, and technology partners for the Experience Management category, launch the Qualtrics Developer Platform, execute acquisitions in the SMB and industry thought leadership domains, and negotiate the largest sale of a private software company in history.Before Qualtrics, John was Chief Corporate Development Officer at SAP SE, where he was globally responsible for M&A and strategic business development.  He was also the Chief Strategy Officer of the Business Network & Applications group, which housed several of the company’s public cloud acquisitions including Concur, Ariba, and Fieldglass.

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