Technical Support Specialist, Senior

Job ID
Client Direct Placement


Job Description Banner Option

The Technical Support Analyst will be responsible for implementing and maintaining all aspects of the firm’s technology in collaboration with others on the Information Technology team. This position will be handling desktop and mobility troubleshooting, hardware/software installation and upgrades, new infrastructure build outs, and PC relocations.  This individual will interface with C-level financial industry professionals daily.  This role requires a high level of presentation, communication, and professionalism. This is a direct hire role onsite Monday-Friday in Chicago, IL.


  • Must have experience in:
    • Microsoft Windows 10&11, Microsoft Office 365 Office Suite
    • Microsoft Exchange Online
    • Microsoft Windows Server 2012-2019
    • Microsoft Active Directory
    • Microsoft Azure
    • Microsoft OneDrive and SharePoint Online
    • Conference Room support
    • Zoom and Teams
    • Mobile device support: iOS devices with ActiveSync
  • Preferred experience in:
    • Mobile device management: Intune or similar MDM experience
    • Autopilot deployment process
    • Understanding of networking concepts: TCP/IP, LAN/WAN, DHCP, DNS, Routing, Network Load Balancing, Switching and Firewalls
    • Understanding backup system and data replication concepts
    • Disaster Recovery/Business Continuity concepts
    • Financial industry experience including familiarity with market vendor applications
  • 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.


MOTIVATED…..make IT happen!

Work-Life FlexibilityTechnologyCompensation & Benefits

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.; Detroit, Lansing, and Grand Rapids, MI; Milwaukee, WI; Denver, CO; and Fort Lauderdale, FL. 


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


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/affirmative action employer committed to a diverse and inclusive work environment. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity or expression, national origin, age, marital status, genetics, disability, pregnancy, 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



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