Windows System Developer Jobs in Chicago, IL (NOW HIRING)

Are you looking for limitless career opportunities with a company that values growth, innovation, and teamwork? At Ntiva, we're more than a Managed Services Provider, we're a community dedicated to helping each other, our clients, and their businesses thrive both personally and professionally. Ntiva is a culture of people who are passionate about the work...and each other.
Our clients view us as an essential part of their teams, relying on us for strategic guidance, fast solutions to complex challenges, and proactive support. With strategic locations across the U.S. and leadership from our founder, Steven Freidkin, we're on the front lines of a fast-paced industry, facing cybersecurity threats and rapid technology changes together.
If you thrive in a dynamic, supportive environment and enjoy going above and beyond, we'd love to meet you. Come explore one of our many opportunities and grow with us!
How you'll make an Impact
As the Systems Engineer (SE) you will primarily focus on project planning and design, implementation, documenting, and supporting a wide variety of client IT projects and initiatives. Strong customer relations and follow-up to ensure that service has been completed to customer's satisfaction are a must. You'll need to be a team player, yet work well independently, and have excellent verbal and written communication skills. Responsibilities include working with Project Managers (PMs) and Senior System Engineers (SSE's) to Implement and Deploy solutions for IT projects as well as provide network administration for client support needs when necessary.
Location and Work Expectations

• Hybrid Position - Approximately 70% remote, onsite work will be performed at client offices located throughout the Chicagoland area. The specific allocation of remote versus onsite requirements fluctuates based on project types or specific demands.
• Monday - Friday, 8am-5pm CST, scheduled afterhours/weekend work as needed.

What you will be doing

• Deploy advanced technical solutions, including but not limited to new deployments and service modifications
• Maintain minimum billable utilization of 80%
• Provide excellent support to customers remotely or onsite as needed
• Execute complex migrations and configurations
• Documenting migration and infrastructure changes and preparing for stead state support post implementation
• Communicate clearly both internally and externally to the progress, issues, and scope changes needed on projects
• Able to pivot and provide solutions when plans change or do not meet the requirements of the project
• Provide input and recommendations to the team to assist with project creation and planning
• Design and build GPOs to enforce policies across organizations
• Install and configure virtual machines and hosts
• Build cloud and on-premises physical servers
• Configure AAD and Microsoft Entra Connect to O365
• Troubleshooting of advanced applications and servers
• Build and design networks, including network and firewall configurations, switch configurations and Wireless networks
• Build and design Active Directory infrastructure following best practices and taking into consideration client needs (on-premises Active Directory as well as Azure AD)
• Deploy high-availability infrastructure (networking, virtualization, clustering)
• Deploy backup and recovery technologies

You'll be successful in this role if you have

• At least 3 to 7 years of experience that is directly related to the duties and responsibilities specified
• Intermediate knowledge of Intune and Autopilot
• Expertise in Windows configurations and services
• Advanced knowledge of DNS (internal and external)
• Advanced knowledge of networking, both physical and virtual
• Advanced knowledge of cloud solutions (AWS, Azure, or OCI)
• Advanced knowledge of virtualization, clustering, and high availability
• Advanced knowledge of Active Directory (Both on-premises and Azure AD)
• Advanced knowledge of M365 licensing, configuration, best practices, and feature set
• This role involves extended periods of sitting or standing and regular use of computers and office equipment

Required language skills

• Ability to communicate professionally, in English, both written and orally
• Ability to write business correspondence and process procedures
• Ability to effectively present information and respond to questions from groups of managers, clients, and the general public

Bonus points for

• Bachelor's degree in Computer Science, Engineering, or related discipline; equivalent experience acceptable
• Certifications including Microsoft Role Based Certifications, Cisco CCNA/CCNP, VMware VCP, ITIL, etc.
• Experience with ConnectWise (Manage, Automate, Control), SCCM, or similar service management system
• Subject matter expert for specific technologies (e.g., Microsoft, VMware, Citrix, Cisco, etc.)
• MSP Experience

Physical Requirements / Working Conditions

• Must be able to lift up to 50 pounds
• Must be able to lift up to 75 pounds rarely
• Must be able to perform occasional bending, kneeling, squatting, and turning.
• Must be able to perform occasional reaching over shoulder height, waist level and from floor.
• Must be able to work in a fast-paced environment.
• Must be able to work in an unsupervised environment.
• Must be able to drive / sit for extended periods of time.
• Fast Paced Environment with competing priorities
• Must have a valid driver's license in the state you reside and access to an insured vehicle for travel to client sites / office.
• Ability to work in an office environment while sitting at a desk for extended periods of time.

Benefits and Perks

• Medical, Dental and Vision coverage for employee and family

• 401k + company-matched contributions 4% match on 5% contribution - no vesting period! (Employee and Company contribute after 90 days)

• Group Term Life and Accidental Death and Dismemberment coverage (company provided)

• Short-Term (voluntary enrollment) and Long-Term Disability coverage (company provided)

• Health Savings Account (HSA) Options / PPO Options

• Employee Assistance Program

• Paid Time Off (PTO) + Volunteer Time Off (VTO) + 8 Paid Holidays + 3 Floating Holidays

• Education Reimbursement Program

• Generous Employee Referral Program - cash bonus for successful referrals!

• Dynamic Recognition and Rewards

• Clear Promotion and Advancement Tracks

• Work with Industry-Leading Talent

The base pay range for this position is expected to be between $85,000.00 and $105,000.00 per year. The base pay offered may vary depending on multiple non-discriminatory factors including, but not limited to, market location, job-related knowledge, skills, and experience. The total compensation package for this position also includes medical benefits, 401(k) eligibility, and PTO. Additional details of participation in these benefit plans will be provided if an employee receives an offer of employment.
FLSA Status: Salaried, Exempt
Work Authorization Criteria
We welcome applicants who are U.S. persons. At this time, we are unable to offer sponsorship or assume sponsorship of an employment visa.
Workspace Requirements and Remote Work Policy
Team members must establish a dedicated safe workspace that is free from distractions, hazards, and that is secure from unauthorized access. This includes following Ntiva's IT User and Security Policies that include but are not limited to password-protecting all equipment, keeping confidential and proprietary documents secure, refraining from using public Wi-Fi, having adequate arrangements in place to avoid significant interruptions from caregiving responsibilities during work hours (except in emergency situations with manager approval). Any remote work away from a team member's normal expected dedicated safe workspace must be requested by team member, is subject to review by management, and must adhere to Ntiva policies and procedures.
Our Commitment to a Diverse Workforce
At Ntiva, we are committed to creating and maintaining a diverse, inclusive, and welcoming work environment for all employees and job applicants. We firmly believe that a diverse workforce fosters a wider range of perspectives, experiences, and ideas that lead to increased creativity, innovation, and problem-solving capabilities. As an equal opportunity employer, we actively seek to recruit and retain a diverse workforce that reflects the communities we serve. We prohibit discrimination of any kind, including but not limited to race, color, religion, gender, gender identity or expression, sexual orientation, marital status, national origin, age, hair length, protective hairstyles, organ donor status, disability, veteran status, or any other legally protected status and comply with all applicable laws governing nondiscrimination in employment.
Application Deadline: The sooner you apply, the sooner we can get to know you! Submit your resume today! Applications will be accepted until 9/9/26.
Equal Opportunity Employer
This employer is required to notify all applicants of their rights pursuant to federal employment laws.
For further information, please review the Know Your Rights notice from the Department of Labor.