Now hiring
VP, AI Services
Now hiring

VP, AI Services

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.

Paul Cioni

Paul Cioni

CTO, Technology Services

As TopTal’s CTO of Technology Services, Paul guides the technical strategy and operation of our professional services and managed services customers. Our Technical Services practice combines a proven, unique approach to finding and deploying the best talent with deep technical experience to deliver exceptional outcomes for our customers. Prior to TopTal, Paul was the Enterprise Field CTO for Ensono, a managed service provider focused on mainframe infrastructure services and application modernization. Paul also served as EVP Cloud Operations and CTO for Denovo, a managed services provider focused on Oracle applications, and as SVP Operations, CTO, and CISO for Velocity Technology Solutions contributing to 300% revenue growth and participating in nine acquisitions. Paul began his technology career at Andersen Consulting, helping to launch the Andersen Enterprise Practice, leading Architecture and Operations. Paul served as an officer in the United States Army and has a Computer Science / Electrical Engineering degree from the United States Military Academy.

Jeff Mills

Jeff Mills

Chief Customer Officer, AI Services

As Toptal’s Chief Customer Officer, AI Services, Jeff is responsible for the go-to-market and strategic growth of Toptal’s AI Services. Jeff has built his career at the intersection of talent and AI as demonstrated by serving the past 9 plus years as President and Head of Revenue Operations and Global Sales and Marketing at iMerit. Before joining iMerit in 2016, Jeff held leadership roles at several emerging technology companies, such as 1-Page (public listing ASX), Gengo (acquired by Lionbridge), Criteo (public listing Nasdaq), and SideStep (acquired by Kayak) . He also worked at Yahoo from 1998 to 2006, where he immersed himself in multiple phases of company growth across the commerce and media divisions. In 2021, he completed the Stanford University Graduate School of Business Executive Program.

View the Whole Team

Working at Toptal

We're changing the way the world works. Toptal is not only a place to progress your career and design your own lifestyle, but also a company where you'll learn how to develop innovations that push business and technology forward.
Toptal Careers

Think you’re a fit? Apply below:

Browse
Please upload your resume as a PDF.

What is the highest level of education you have completed? We verify education as a part of our hiring process.

Do you require visa sponsorship now, or in the future?

By submitting your application, you are agreeing to Toptal’s Terms of Service, Privacy Policy, and Cookie Policy. Toptal may record your interview for quality assurance and training purposes.
Interested in joining our global talent network?
Apply as a Freelancer