Sentinel is seeking a strategic and visionary Director of IT Engineering & Technical Services to lead our clients network and telecommunications functions across their enterprise. This high-impact role will oversee three direct reports and play a critical part in shaping a world-class technical services department for the Chicago area.

The ideal candidate brings deep expertise in networking and telecommunications, along with a proven ability to drive strategic planning, financial discipline, and talent development. You’ll be responsible for the full lifecycle of technical solutions—from architecture and deployment to optimization and disaster recovery—ensuring secure, high-performance systems that support operational excellence.

This is a unique opportunity to influence digital transformation at scale, collaborate with executive leadership, and foster innovation that enhances customer and user experiences. Strong communication skills, vendor management experience, and a passion for continuous improvement are essential.
This position can be Direct Hire or Contract-to-Hire and located at any of the three facilities in the Chicago area – Arlington Heights, Skokie or Warrenville, IL.  

• Minimum of 8 years managing processes, applications, or systems in healthcare or related industries.
• At least 6 years of leadership experience in a relevant technical or operational role.
• Preferred: 10+ years in an integrated healthcare delivery system or similar environment.
• Preferred: 8+ years of leadership experience with increasing responsibility.
• Proven experience contributing to enterprise-wide technology strategies.
• Demonstrated ability to manage multiple complex projects efficiently.
• Strong technical acumen and understanding of information processing best practices.
• Excellent verbal, written, and presentation communication skills.
• Strategic thinker with strong analytical and problem-solving skills.
• Experience with vendor relationship management.
• Knowledge of compliance standards (e.g., HIPAA, PCI).
• Familiarity with AI technologies, cloud platforms (Azure, AWS, GCP), and automation tools.
• Proficiency in Microsoft Office Suite.
• Knowledge of SaaS, hosting platforms, and infrastructure systems (e.g., Windows Platform Engineering).
• Demonstrated commitment to ethical accountability, innovation, and team engagement.
• The candidate must have a car, as this position requires travel between location and the transportation of equipment
• A valid driver’s license and proof of vehicle insurance will be required
• Legally authorized to work in the US without sponsorship
• Must demonstrate a “can-do” attitude

We focus on candidates that display our “ACE” factor – Attitude, Compassion, and Enthusiasm to deliver quality solutions with exceptional customer service.

Compensation Range: 

Director of IT Engineering and Technology - $150,000-$240,000

What you get:

We offer an energetic work environment with many corporate culture amenities, competitive salary, and rich benefit plan including: Medical, Dental, Vision, 401K, 529, Life Insurance, Income Protection Short and Long-Term Disability, Medical and Child/Elder Care, Flexible Spending Account Plans, Family Planning Benefits, Financial Education, Identity Theft Protection and Assistance, Legal Services, Employee Assistance Program, Two weeks’ vacation, additional paid time-off for Personal and Sick, certification and hands-on training, and employee discount for product services and entertainment.

MOTIVATED…..make IT happen!

Sentinel Technologies, Inc. has been rated a top workplace every year since 2012!

About Us:      

Sentinel delivers solutions that can efficiently address a range of IT needs – from security, to communications, to systems & networks, to software applications, to cloud and managed services; all of which include our staffing solutions for our clients. Since 1982, Sentinel has grown from providing technology maintenance services to our current standing as one of the leading IT services and solutions provider in the US. We have aligned with many of today’s global technology leaders including Cisco, Dell, VMware and Microsoft. Sentinel services customers both nationally and internationally with primary support operating centers in Downers Grove (HQ), Chicago, and Springfield, IL; Phoenix, AZ.; Lansing, and Grand Rapids, MI; Milwaukee, WI; and Denver, CO.

If you are MOTIVATED… you can make IT happen at Sentinel. Our commitment to our employees is to create a work environment that encourages creativity, an entrepreneurial spirit, fosters growth through certification and hands-on training, and values a team-oriented culture with rewards based on impact!

If you share our passion about what technology can do and want to be part of a top workplace environment – we’d like to have you join our team.  Learn more at www.sentinel.com/careers.

As part of Sentinel's employment process, candidates will be required to complete a background check. Only those who meet the minimum requirements will be contacted. No phone calls please.

Sentinel is proud to be an equal opportunity employer including disability and veterans. In accordance with Title VII and state regulations, all qualified applicants will receive consideration for employment without regard to race, color, religion, age, sex, sexual orientation, gender identity, national origin, marital status, pregnancy, genetics, disability, military, veteran status or any other basis protected by law.

If you are an individual with a disability and need assistance in applying for a position, please contact SentinelHR1@sentinel.com.

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