The Cypress Group is a full service Information Technology staffing agency that identifies and places top-tier Technology talent for full-time, contract and contract-to-hire positions. We provide access to a broad range of candidates in our network through our team-based approach.  Areas of expertise include:


  • Software Engineering
  • Web Development
  • DevOps Engineering / Cloud Infrastructure
  • Data Engineering / Data Science
  • QA Automation
  • Project Management / Business Analysis

The need for specialized technology talent is a challenge for managers in all industries. We provide successful staffing solutions by partnering with our clients to help them achieve their technology staffing goals.  We provide services for businesses ranging from  early-stage start-ups to Fortune 500 companies throughout the New York Tri-State area and the Greater Boston Metro-area . Our in-depth knowledge and commitment to quality service make us a valuable partner to every candidate, client and consultant that we represent.


Sean Fay
Sean has over 19 years of IT recruiting and placement experience. He started his career in Boston after graduating from Hamilton College with a BA in Public Policy. After 3 years helping to open an office in Washington DC, he moved back to Boston in 2002 and started The Cypress Group. He specializes in placing Software Engineers, Web Developers, QA Engineers, Database Administrators and Mobile Developers.


Brian Caracciolo
Brian has over 20 years of software engineering placement in the Boston and NYC market.  Brian started his career in NYC and was transferred to Boston in 2000 help open a startup office in the Back Bay.  In 2003, he joined Cypress Group and helped scale out the Cypress Group Boston’s sales team and in 2005 moved back home to startup the NYC practice.  When he’s not working he’s coaching one of his daughters soccer teams or spending time at home in Long Island.


Jason Rockel
With almost two decades of experience in the technology staffing industry, Jason brings a wealth of expertise to the Cypress Group.  After graduating from the University of Maryland, he started his career in recruiting in 1998 in New York City and then moved on to Boston.  He joined Cypress Group Boston in 2003 and played a pivotal role in growing the practice before moving to New York to open the office in 2005.  His clients range from startups to Fortune 500 corporations and offer a diverse portfolio to job seekers.