Sr. System Administrator

Resilience

Resilience

IT
Remote
Posted on Oct 10, 2025
About Us
At Resilience, we’re creating a new category that integrates cybersecurity, cyber insurance, and cyber risk management.
Founded in 2016 by experts from across the highest tiers of the US military and intelligence communities – and built by prominent leaders and innovators from the insurance, technology, and cybersecurity industries – Resilience is rewriting the rules of how cyber risk is assessed, measured, and managed. Our integrated cyber risk solutions connect risk quantification software, cybersecurity experts, and A+ rated cyber insurance, all purpose-built for middle and large organizations.
Guided strongly by our mission and four core values - transparency, excellence, grit, and humility, our culture uniquely blends many different backgrounds, experiences, and skills from across industries and geographies - all focused on helping our clients and partners stay ahead of the bad guys. We are a cybersecurity company, a Cyber and Tech E&O-focused MGA, a fintech startup, and a data science powerhouse, all purposefully built into one.
Resilience is proud to be backed by leading technology investment firms, including General Catalyst, Lightspeed Venture Partners, Intact Ventures, Founders Fund, CRV, and Shield Capital. With headquarters in San Francisco, Resilience’s team is globally dispersed, with offices in New York, Chicago, Baltimore, Los Angeles, Toronto, and London. Resilience offers insurance coverage through its licensed and appointed insurance agents and security services through its expert security team.
We are seeking a highly skilled and experienced Senior System Administrator to manage and maintain our core systems. This position is part of the Information Technology team which supports Resilience’s technical operations. The ideal candidate will have a deep understanding of cloud platforms, SaaS applications, and device management, with a focus on automation, security, and scalability.

Responsibilities:

  • Manage and administer our Google Cloud Platform (GCP) environment, including project creation, permissions, resource management, and security.
  • Design, implement, and maintain Zendesk forms, automations, triggers, and workflows to optimize support processes and improve efficiency.
  • Support the administration and maintenance of our Okta environment, assisting with user lifecycle management, provisioning, and single sign-on (SSO) configurations.
  • Assist with day-to-day operations of the JAMF environment for macOS and iOS device management, including supporting device enrollment, policy updates, and troubleshooting.
  • Assist with the administration of Google Workspace (e.g., Gmail, Drive, Meet), focusing on user lifecycle management, security policy enforcement, and troubleshooting complex issues.
  • Troubleshoot and resolve complex system and application issues.
  • Develop and maintain documentation for systems, processes, and procedures.
  • Collaborate with engineering and security teams to ensure the reliability and security of our systems.
  • Work with compliance regulations such as NYDFS, CCPA, GDPR, ISO27001|27002|27701, SOC2 and assist in security and compliance audits and assessments.
  • There may be occasional night or weekend work to prevent or correct outages.

Qualifications:

  • Proven experience as a Senior System Administrator or in a similar role.
  • Strong hands-on experience with Google Cloud Platform (GCP), including IAM, VPC, and various compute services.
  • Expertise in administering and configuring Zendesk, with a focus on automation and workflow optimization.
  • Experience with Okta for single sign-on (SSO) and user provisioning.
  • Familiarity with JAMF for endpoint management.
  • Familiarity or experience with AWS (Amazon Web Services) services and concepts.
  • Experience with Google Workspace administration and policy management.
  • Scripting skills in Bash, Zsh, Python, Javascript, Google App Script, and API automation
  • Excellent problem-solving skills and attention to detail.
  • Strong communication and collaboration abilities.
What Resilience Offers You
Innovative company culture
Flexible work schedules
Family paid leave
Paid healthcare for employees
401k
Professional development & career advancements
Flexible paid time off
Employee referral bonus
Accommodations and Accessibility
We want to ensure you're able to perform as well as possible in your interview. As part of that, if you have any accessibility-related needs to ensure a comfortable visit, please let us know. We'll do our best to provide reasonable accommodations to suit your working style during your interview and if you join our team.
If you require a reasonable accommodation in completing this application, interviewing, completing any pre-employment testing, or otherwise participating in the employee selection process, please let your recruiter contact know.
Beware of Job Scams
Resilience is excited to welcome talented individuals to explore career opportunities with us. However, we urge you to stay vigilant against recruitment scams where fraudsters may impersonate our company. We will never ask for payments, conduct interviews via chat rooms, or contact candidates from personal email accounts. All job applications must be submitted through our official platform at lever.co, and interviews will only take place via approved Resilience accounts. If you receive suspicious outreach or have concerns, please let your recruiter contact know. Thank you for helping us maintain a safe and secure recruitment process.