James Caulfield

Partner & Managing Director
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About James Caulfield

James Caulfield is passionate about disruptive technology projects that helps drive the industry forward and make the world a better place to live. He boasts 26 years of tech entrepreneurship. From Bay Area mobile communications company, PowerCall, to being a founding member of Level 3 Communications, he excelled at designing network solutions for early hyperscale companies. James founded the data center and telecom distributor, Cloudwirx, and remains a trusted partner to Fortune 1000 enterprises.

Cloudwirx was formed in 2015 by three enterprise colocation and network connectivity executives—James, along with Jeremy Dodds and Brian Fagan—who, after two decades as employees for technology providers, were eager to take a vendor-neutral approach to better solve their customers’ IT challenges. In just six years, the firm had earned an impressive client base, and was managing the deployment of large, complex digital infrastructures all over the world. Now, the three executives will serve as UPSTACK advisors to business customers that are sourcing cloud, data center, network connectivity and unified communications through the UPSTACK platform.

James started off at Frontier Communications selling long-distance services in the early days of telecom. After that, James spent time with companies like Level 3 Communications, PowerCall, GST Telecom, PacketExchange, LTD. and TIBCO Software. He has extensive leadership and sales experience within the telecom arena, and has architected end-to-end communications solutions for enterprises of all sizes.

James has a bachelor’s degree in psychology from California State University, where he played on the rugby team. He has always had a special interest in mental health, and worked full-time as a mental health counselor in college.


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Network Connectivity

Recognition & Certification

  • Certificate, Negotiation Mastery, Stanford University
James Caulfield | UPSTACK Advisor

San Francisco Bay Area

James Caulfield