System Administrator I

Corterra Solutions is seeking a System Administrator to provide technical maintenance and Level 1 and Level 2 troubleshooting support for our clients. In this role, you will work and complete basic to advanced support cases, provide exceptional support to clients via phone, email, and submitted support tickets. You may also manage outside technicians, such as third‑party managed print services and cabling technicians.

This role will be hybrid with 2-3 days in the IL office or at a local client site. 

ESSENTIAL DUTIES AND RESPONSIBILITIES:

Complete basic to advanced support cases, articulating technical findings and documenting all steps taken to problem resolution.

Analyze, administer and troubleshoot a wide variety of IT solutions.

Interface with Active Directory, Remote Desktop Services, Windows Server environments, Microsoft Office 365, Azure, and network infrastructure to configure and resolve client issues.

Provide IT network and desktop deployment, maintenance, and troubleshooting services.

Monitor and respond to alerts across network servers and key applications to ensure system reliability.

Assist with maintaining third party software and peripheral maintenance.

Responsible for various backups and off-site backup media storage.

Assist with documentation of departmental procedures and project work.

Create/review documentation, knowledge base articles, and new tools/utilities

Maintain proficiency in key technology areas through intentional, ongoing technical learning.

DESIRED SKILLS AND EXPERIENCE:

Minimum of 2–4 years of hands‑on IT support experience, including helpdesk and end‑user support.

Experience supporting networking, end‑user devices, Windows Server environments, backup solutions, and Microsoft Office 365.

Ability to provide Level 1 and Level 2 helpdesk support, managing and resolving issues efficiently.

Experience supporting Windows operating systems, including Windows 10 and Windows Server 2012, 2016, and 2019.

Familiarity with server virtualization technologies, including VMware and Microsoft Hyper‑V.
Solid basic network troubleshooting skills.

Strong analytical and problem‑solving abilities, with effective organization and time‑management skills.

Excellent verbal communication skills, including the ability to persuade and negotiate, remain calm under pressure, and communicate complex technical concepts to non‑technical users with tact and diplomacy.

Good working knowledge of internet security and data privacy principles.

Ability to understand and articulate the business impact of technical issues and solutions.

Why Join Endeavor4?

At Endeavor Solutions, our culture is built on four core values—Knowledge, Integrity, Trust, and Accountability. These principles guide how we work with clients and each other every day. Joining Endeavor means being part of a team that:

Strives for excellence and continuous improvement in everything we do

Builds authentic partnerships through transparency and collaboration

Empowers employees to take ownership and deliver measurable results

Invests in your growth through learning, certification, and career development opportunities

About Us

Endeavor4 Solutions is a leading Microsoft Partner for ERP, CRM, and AI Cloud Business Applications, serving SMB, mid-market, and corporate clients with advisory services, implementation & training, and ongoing support for Microsoft Business Applications. Our key focus areas include Microsoft Dynamics 365, Power Platform, Business Central, and Dynamics GP, supporting clients across Canada and the United States.

With offices coast-to-coast in both countries, Endeavor4 Solutions works with over 1,100 active clients spanning all major North American time zones. Founded in 1989, Endeavor operates several key brands, including Endeavor Solutions, GP Support North, PurelyCRM, Express Info, and Corterra Solutions.

Salary & Benefits

The total compensation for this role is $80,000 to $100,000, depending on years of comparable experience, skill set, and the unique value you bring.

Must be legally entitled to work in the United States.

This role is eligible for a competitive benefits package, which includes medical, dental, and vision insurance; paid vacation, sick time, and paid holidays; a 401(k) retirement savings plan; performance‑based bonus opportunities; maternity and paternity leave; short‑ and long‑term disability coverage; and access to a fitness center for employees based near the Lisle office.

Physical and Other Requirements

Lifting, carrying, pushing, pulling, or otherwise moving objects, weighing up to 10 pounds occasionally and/or a negligible amount of weight frequently. Involves sitting most of the time but may involve walking or standing for brief periods of time. Use of computer.

Disclaimer

The preceding job description has been designed to indicate the general nature and essential job functions of this position. It is not designed to contain or be interpreted as a comprehensive inventory of all duties, responsibilities, and qualifications required of employees assigned to this job. Employees will be expected to perform other job functions and duties as may be needed and/or required.

Equal Opportunity Employer

Endeavor4 will provide equal opportunity to all employees and applicants for employment regardless of race, color, religion, age, sex, pregnancy, national origin, ancestry, disability (mental or physical), genetic information, military status, marital status, order of protection status, gender identity, or sexual orientation all in accordance with applicable law.  Such action shall include, but is not limited to: initial consideration for employment; job placement and assignment of responsibilities; performance evaluation; promotion and advancement; compensation and fringe benefits; training and professional development opportunities; formulation and application of human resource policies and rules; facility and service accessibility; and discipline and termination.

Endeavor4 is an equal employment opportunity employer and will not discriminate against any employee or applicant for employment in a manner that violates applicable state and local laws governing nondiscrimination in employment in every location in which the Company has employees.