Remote Systems Engineer Jobs in Chicago, IL (NOW HIRING)

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We are seeking a Senior Systems Engineer to support the integration of enterprise infrastructure platforms across CenterWell, OneHome, Conviva, and TrueShore. This role will focus on enterprise monitoring, infrastructure automation, orchestration (Infrastructure as Code), cloud and server technologies, and backup and disaster recovery solutions. The ideal candidate brings strong systems engineering expertise, a passion for automation, and the ability to lead complex infrastructure initiatives across both on-premises and cloud environments.
We are a small but highly impactful team responsible for technologies that enable critical patient interactions. This role offers the opportunity to combine strategic thinking with hands-on engineering while partnering across multiple teams and business areas to deliver meaningful outcomes.

Location

Remote

Candidates must be located in one of the following markets:

Louisville, KY, Washington, DC, Arlington, VA, Dallas, TX, Frisco, TX, Fort Lauderdale, FL, Tampa, FL, New York, NY, Chicago, IL, Boston, MA, Atlanta, GA, Nashville, TN, Charlotte, NC.

Job Description

The Senior Systems Engineer is responsible for the design, analysis, implementation, configuration, and maintenance of complex infrastructure systems and platforms. This role works across enterprise environments to support servers, cloud platforms, monitoring tools, automation solutions, and disaster recovery capabilities. The Senior Systems Engineer operates with a high degree of independence, providing technical leadership and guidance while driving infrastructure modernization efforts.

Key responsibilities include:

• Integrate enterprise monitoring, automation, and Infrastructure as Code (IaC) platforms across subsidiary environments.
• Design, implement, and maintain Windows and Linux server infrastructure.
• Administer infrastructure environments through management consoles, orchestration platforms, and scripting tools.
• Support public cloud infrastructure and automation initiatives.
• Implement and enhance server software deployment and patch management solutions.
• Advance backup, recovery, and disaster recovery capabilities across the enterprise.
• Conduct requirements gathering, solution design, implementation, testing, deployment, and ongoing operational support.
• Review infrastructure changes, automation scripts, and rollout plans to ensure quality and reliability.
• Partner with business and technology stakeholders to develop infrastructure strategies and roadmaps.
• Provide technical leadership to engineers, contractors, and project teams within assigned technology domains.
• Support large-scale infrastructure integration and transformation efforts across multiple business segments.

While this role will be the primary owner of several technologies, it will work closely with senior infrastructure leadership and engineering partners to drive successful outcomes.

Required Qualifications

• 5+ years of progressive IT experience in systems engineering, infrastructure engineering, or related disciplines.
• Experience designing, implementing, and supporting complex enterprise infrastructure solutions.
• Hands-on experience with:
  • Windows Server administration
  • Linux Server administration
  • Infrastructure as Code (IaC) and automation platforms
  • Public cloud infrastructure
  • Server deployment and patch management tooling
  • Infrastructure and platform monitoring solutions
  • Backup and disaster recovery technologies
• Strong troubleshooting, analytical, and problem-solving skills.
• Ability to work independently and manage multiple priorities in a complex environment.
• Passion for improving customer and associate experiences through technology.

Preferred Qualifications

• Technical certifications related to infrastructure, cloud, automation, or systems engineering.
• Experience with:
  • Microsoft Active Directory
  • Microsoft 365 Administration
  • Identity and Access Management (IAM)
  • Block, file, object, and backup storage platforms
  • End User Compute technologies
  • Mergers & Acquisitions (M&A) integrations
• Experience leading infrastructure modernization, migration, or integration initiatives in large enterprise environments.

Use your skills to make an impact

Interview Format:

As part of our hiring process for this opportunity, we will be using an interviewing technology called HireVue to enhance our hiring and decision-making ability. HireVue allows us to quickly connect and gain valuable information from you pertaining to your relevant skills and experience at a time that is best for your schedule.

Work-At-Home Requirements

To ensure Home or Hybrid Home/Office employees' ability to work effectively, the self-provided internet service of Home or Hybrid Home/Office employees must meet the following criteria:

• At minimum, a download speed of 25 Mbps and an upload speed of 10 Mbps is required; wireless, wired cable or DSL connection is suggested.
• Satellite, cellular and microwave connection can be used only if approved by leadership.
• Employees who live and work from Home in the state of California, Illinois, Montana, or South Dakota will be provided a bi-weekly payment for their internet expense.
• Humana will provide Home or Hybrid Home/Office employees with telephone equipment appropriate to meet the business requirements for their position/job.
• Work from a dedicated space lacking ongoing interruptions to protect member PHI / HIPAA information.

#LI-Remote

Social Security Task

Humana values personal identity protection. Please be aware that applicants may be asked to provide their Social Security Number, if it is not already on file. When required, an email will be sent from Humana@myworkday.com with instructions on how to add the information into your official application on Humana's secure website.

Limited Geography Remote - This is a remote position but located within a specific geography.

Work at Home Requirements: To ensure Home or Hybrid Home/Office employees' ability to work effectively, the self-provided internet service of Home or Hybrid Home/Office employees must meet the following criteria: At minimum, a download speed of 25 Mbps and an upload speed of 10 Mbps is required; wireless, wired cable or DSL connection is suggested. In certain roles, the minimum recommended internet speed required by Humana may not be sufficient for business needs. Humana reserves the right to require associates to upgrade their internet service if necessary. Work from a dedicated space lacking ongoing interruptions to protect member PHI / HIPAA information.Travel: While this is a remote position, occasional travel to Humana's offices for training or meetings may be required.

Scheduled Weekly Hours

40

Pay Range

The compensation range below reflects a good faith estimate of starting base pay for full time (40 hours per week) employment at the time of posting. The pay range may be higher or lower based on geographic location and individual pay will vary based on demonstrated job related skills, knowledge, experience, education, certifications, etc.

$97,900 - $133,500 per year

This job is eligible for a bonus incentive plan. This incentive opportunity is based upon company and/or individual performance.

Description of Benefits

Humana, Inc. and its affiliated subsidiaries (collectively, "Humana") offers competitive benefits that support whole-person well-being. Associate benefits are designed to encourage personal wellness and smart healthcare decisions for you and your family while also knowing your life extends outside of work. Among our benefits, Humana provides medical, dental and vision benefits, 401(k) retirement savings plan, time off (including paid time off, company and personal holidays, paid parental and caregiver leave), short-term and long-term disability, life insurance and many other opportunities.
About us
About Humana: Humana Inc. (NYSE: HUM) is a leading U.S. healthcare company. Through our Humana insurance services and our CenterWell healthcare services, we make it easier for the millions of people we serve to achieve their best health - delivering the care and service they need, when they need it. These efforts are leading to a better quality of life for people with Medicare and Medicaid, families, individuals, military service personnel, and communities at large. Learn more about what we offer atHumana.comand atCenterWell.com.

Equal Opportunity Employer

It is the policy of Humana not to discriminate against any employee or applicant for employment because of race, color, religion, sex, sexual orientation, gender identity, national origin, age, marital status, genetic information, disability or protected veteran status. It is also the policy of Humana to take affirmative action, in compliance with Section 503 of the Rehabilitation Act and VEVRAA, to employ and to advance in employment individuals with disability or protected veteran status, and to base all employment decisions only on valid job requirements. This policy shall apply to all employment actions, including but not limited to recruitment, hiring, upgrading, promotion, transfer, demotion, layoff, recall, termination, rates of pay or other forms of compensation and selection for training, including apprenticeship, at all levels of employment.