
Vito Chesky
Founder, Senior Software Engineering Recruiter, Executive Search, Startup Board Advisor
vito-chesky
Boston, Massachusetts, United States
Joined August 2025
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24.3K connectionsASIRSA
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Network
24.3K connectionsSummary
Vito Chesky is a highly experienced software engineering recruiter and executive search professional, having founded ICONSTAFF in 1997. He has a proven track record of building high-performance technology teams, placing over 1000 individuals, and working with top technology brands. iconstaff+2
With over 25 years in the recruiting industry, Vito possesses deep expertise in talent acquisition for software and product development, technical executive roles, and innovative staffing solutions including contract and offshore/nearshore product development. iconstaff+2
Beyond his primary role at ICONSTAFF, Vito serves as a Board Advisor for emerging companies like Cheers Cash and Inferred Mind, leveraging his extensive experience to guide startups in the technology sector. rocketreach
Vito is an alumnus of Northeastern University, where he earned a Bachelor of Science in Marketing and International Business, and actively participates in the university's Venture Mentoring Network and the NU Lacrosse Alumni Association. iconstaff+3
He is passionate about his work, still enjoying the ability to serve and hustle for clients and candidates after more than two decades, and is known for his humor and flawless execution of various accents. iconstaff+1
Work
Education
Hobbies
Enjoys spending time with his wife and two teenaged sons. iconstaff+1
Notes
SSSteve Strassmannsaid they've seen
VCVito Chesky
consistently place top Java developers in contract positions involving technologies like Spring Boot, Angular, or AWS.Jun 23, 2026
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