We’re seeking a highly skilled and customer-focused Second Shift Help Desk Agent to join our team on the evening shift. In this role, you’ll provide hands-on technical support, manage service requests, and execute critical patching tasks for our primary client. This is an onsite position with an initial 4–6-week in-office training period at our Downers Grove, IL location.  Training period will be the day time hours between 8:30-5:00. Once training is completed, the role is Monday through Friday 3:30pm-12am.

• 3–5+ years in a Help Desk or Technical Support role
• Strong experience with Windows 10/11, Active Directory, Entra ID, DNS, and DHCP
• Experience supporting iMac and MacBook environments is required
• Familiarity with iOS and Android OS, including MDM tools is required
• Hands-on experience with multi-factor authentication is required
• Must be skilled in workstation/server patching and imaging tools like Intune, SCCM, SmartDeploy, NinjaOne
• Google Workspace experience is a plus
• Microsoft and Azure certifications (e.g., CompTIA A+, AZ-900, MD-102, etc.) are highly desirable
• Exceptional verbal and written communication
• Detail-oriented with strong documentation skills
• Proven ability to handle multiple priorities in a fast-paced environment
• Customer-first mindset and a proactive approach to problem-solving
• Adaptability to various client environments and technologies
• Valid driver's license, reliable vehicle, and insurance required for occasional equipment transport
• Ability to lift up to 75 lbs. independently (150 lbs. with assistance), with some bending, standing, and crawling
• Spanish fluency is a plus
• Must be legally authorized to work in the U.S. 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: 

Customer Engineer: $50,000 – 70,000/annually

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.