Now hiring
Director, Service Desk
Now hiring

Director, Service Desk

Who You Will Work With

Robert Orshaw

Robert Orshaw

CEO, Technology Services

As Toptal’s CEO of Technology Services, Robert leads strategy and operations for our technical services portfolio, combining market-leading solutions in AI, automation, and operational excellence with Toptal’s distinctive approach to world-class professional services. Before Toptal, Robert served as Managing Director & Chief Commercial Officer for Deloitte’s Cloud Operate and Engineering business, which he helped transform into a multi billion dollar business and the firm’s largest growth area. He also served as interim CEO and COO at Velocity, where he helped develop them into the largest private equity owned cloud hosting and operating company. Velocity ultimately merged with Navisite and was acquired by Accenture. Robert held senior leadership roles at IBM including leading the development and operations for their cloud offerings and the rollout of their global sales and solution hubs. Robert was part of the founding team at Corio, a startup that was the first Application Service Provider (ASP) in the market that was subsequently acquired by IBM. Early in his career Robert served as CIO and head of shared services for two Fortune 100 manufacturing companies. He studied Information Systems Management at the University of Maryland and served in the United States Air Force.

Chris Gartner

Chris Gartner

VP, Pursuit Operations

As Toptal’s VP, Pursuit Operations, Chris helps to drive our business growth in Technology Services, Marketing Agency, and AI. His role includes helping sales teams achieve the best customer-centric engagement process, determining the best strategy and tactical approach, and helping define and build new service offerings based on these engagements. Before joining Toptal, Chris served as CRO at Denovo Ventures (sold to Argano) and CCO at Velocify, which merged with Navisite and was acquired by Accenture. Chris held leadership roles at IBM, including serving as sales leader for an SMB-focused application services business group. Chris was part of the founding team at Corio, a startup that was the first Application Service Provider (ASP) in the market, which IBM subsequently acquired. His experience also includes leadership roles at Oracle, including helping to relaunch their SaaS applications business, leading their Aerospace & Defense vertical, and managing sales teams in North America. He has helped start, build and sell 4 technology businesses and graduated from Fairfield University with a degree in Business Administration.

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