Lead Systems Administrator

  • Full Time
  • Chicago

Website GoHealth

At GoHealth, our mission is simple: To improve access to health

The GoHealth IT Infrastructure Team supports the entire GoHealth environment by providing network, systems and operational capabilities for all IT related functions in Corporate offices as well as remote agents.  The team is looking for a Lead Systems Administrator to report to the IT Infrastructure Director.  In this role you will work closely with all of GoHealth’s IT teams to determine standards, assist in troubleshooting, and act as the escalation point for network related issues.  In this role you will be responsible for a team of system administrators focused on Active Directory, AWS and endpoint engineering.  The key to success to this role is to provide leadership and technical guidance to the Systems Administration team, creating roadmaps, executing upgrades and design improvements to the Enterprise systems environment across remote offices, data centers, AWS and our agent workforce.

Frequently cited statistics show that women and underrepresented groups apply to jobs only if they meet 100% of the qualifications. GoHealth encourages you to break that statistic and to apply. No one ever meets 100% of the qualifications. We look forward to your application.


  • The Lead Systems Administrator is responsible for effective provisioning, installation/configuration, operation and maintenance of systems hardware and software and related infrastructure.
  • Participates in technical research and development to continue providing additional capabilities and best practices to the organization
  • Working in conjunction with the IT Director of Infrastructure, determine strategy and roadmap to execute upgrades in hardware, software and design across Active Directory and all associated systems areas as well as AWS integration
  • Delegate tasks among members of the Systems Administration team as well as Endpoint Engineering and drive a culture of improvement and best enterprise practices
  • Provide and lead discussions for solutions to key business challenges, including but not limited to onboarding, access control, GPO and other related areas

Skills & Experience:

  • 5+ years hands-on direct responsibility experience supporting and implementing large-scale Active Directory environments
  • 3-5 years of experience working with endpoint engineering teams to create and implement best practices
  • Extensive knowledge of Microsoft solutions and products for systems environments
  • Architectural design and maintenance experience with Active Directory and connected AWS spaces
  • Proven ability to plan, implement and manage large scale migrations of projects, data and persons to and from systems and others
  • Experience implementing and managing OKTA single sign on services
  • Experience with compliance audit and remediation processes, and capable of creating remediation plans and processes
  • Strong interpersonal skills and the ability to interact effectively with all levels of personnel
  • Experience with delegation and triage decision making during day to day operations as well as severity incident situations.

Benefits and Perks:

  • Open vacation policy because work life balance is important
  • 401k program with company match
  • Employee Stock Purchase Program
  • Medical, dental, vision, and life insurance benefits
  • Paid maternity and paternity leave
  • Professional growth opportunities
  • Generous employee referral bonuses
  • Employee Resource Groups
  • Work from Home Stipend
  • GoHealth is an Equal Opportunity Employer

Due to the unprecedented situation of COVID-19, GoHealth has decided to protect our current and future employees by managing our business remotely. This is inclusive of interviewing, onboarding and each role day-to-day. Please consider that our roles will not be remote long-term and will return to an office setting once we’re safe to do so following the guidance of local health authorities and the CDC.

To apply for this job please visit grnh.se.