Principal Recruiter - HIT Division

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Stephen Benson has been with Direct Recruiters since 2017 as a Healthcare Software Executive Recruiter. He works alongside Managing Partner and HIT Leader, Mike Silverstein, and a large team of HIT Recruiters and Researchers. As an Executive Recruiter, Stephen's focus is on Sales, Product Management, Customer Success, Engineering and Operations from the Director level through VP and the C-Suite.

Prior to working at Direct Recruiters, Stephen was a Professional Recruiter at two local Cleveland, Ohio recruiting firms. He has a proven track record of identifying the most highly qualified candidates and placing them with high growth, PE & VC backed healthcare software companies nationwide.

Stephen earned his Bachelor’s degree in Education, with minors in History and Political Science from Bowling Green State University and considers himself a lifelong learner.

Stephen is an avid Cleveland sports fan, enjoys reading, playing Lacrosse and golf, and spending time with his wife Alli, their son William and their German Shepard, Obi.

Contact Stephen Benson: 440-996-0580 /

Healthcare IT Recruiters | Healthcare Technology Executive Search | Open Roles 

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Stephen Benson Testimonials

T.P. – Candidate

“Grateful for an excellent experience working with Stephen on my journey to the VP Technical Customer Care role. His exceptional communication and thorough preparation made the process smooth and enjoyable.”

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S.W. – Candidate

“Steve is an invaluable partner for navigating the complexities of an executive search. He’s well prepared, educated on his clients and their needs, and has deep insights within the healthcare space. He is an incredible asset if you’re looking to…

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T.P. – Candidate

“I highly recommend Stephen for his invaluable assistance throughout my career search journey. His profound understanding of the healthcare IT industry and the specific nuances of the company I interviewed for set him apart. Stephen’s meticulous preparation for each interview,…

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L.H. – Candidate

“I had the distinct pleasure of working closely with Steve as my executive recruiter and I can unequivocally say that he is a consummate professional in this field. Steve possesses an unparalleled understanding of the complex landscape of the healthcare…

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B.T. – Candidate

“The entire process was a very good experience. Working with Steve was a joy! The entire staff at DRI are professional, great communicators and helpful with navigating the entire interview and selection process. I would highly recommend DRI.”

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K.M. – Candidate

“Steve was with me every step of the way. He provided thorough responses to my questions and checked in regularly to see how things were progressing. Overall experience was excellent. Steve was always available and ready to jump in to…

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M.A. – Candidate

“Steve was highly responsive and worked to get me into a role that matched my career goals after taking the time to understand what they were. Prep sessions prior to interviews made sure I knew who I was going to…

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R.W. – Candidate

“Can’t recommend Steve enough. He helped me find, apply, and secure a new role that fit exactly what I was looking for. Very responsive and always a phone call away through the whole process.”

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C.F. – Candidate

“Stephen was fantastic throughout the entirety of my recruitment and hiring process. He was very communicative and informative during each step. He came to every conversation with insights and helpful suggestions. Stephen made this a stress free transition. I hope…

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J.H. – Candidate

“Steve helped connect me to a great opportunity as an Engineering Leader for a growing healthcare startup. Beyond the initial connection, Steve was extremely helpful throughout the entire process. He communicated clearly and promptly. He provided excellent insights on the…

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