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CarrotSr. IT Systems Engineer
Carrot is seeking a Sr. IT Systems Engineer to join its global, remote-first team and manage the technical infrastructure that supports the organization. Operating as a…
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About This Role
Carrot is seeking a Sr. IT Systems Engineer to join its global, remote-first team and manage the technical infrastructure that supports the organization. Operating as a leading global fertility and family care platform, Carrot connects millions of members across 195 countries with clinical guidance, supporting individuals from pre-pregnancy through menopause. Recognized across major media outlets and industry rankings, the company builds intelligent care orchestration tools trusted by thousands of employers…
Job Description
Carrot is seeking a Sr. IT Systems Engineer to join its global, remote-first team and manage the technical infrastructure that supports the organization. Operating as a leading global fertility and family care platform, Carrot connects millions of members across 195 countries with clinical guidance, supporting individuals from pre-pregnancy through menopause. Recognized across major media outlets and industry rankings, the company builds intelligent care orchestration tools trusted by thousands of employers and health plans.
In this role, the engineer will architect, secure, and scale identity, endpoint, and SaaS platforms such as Okta, JAMF, Intune, and Google Workspace. This position sits at the center of IT engineering, driving strategic initiatives like zero-trust access models and device compliance frameworks while automating lifecycle workflows. The ideal candidate possesses deep technical expertise in managing Mac and Windows fleets, strong scripting abilities, and a track record of leading cross-functional infrastructure projects. This opportunity suits an experienced professional eager to shape the technological roadmap of a high-growth healthcare organization, mentor teammates, and ensure reliable systems for a distributed workforce.
Responsibilities
- Architect and manage identity, endpoint, and SaaS platforms including Okta, JAMF, Intune, and Google Workspace
- Lead major IT initiatives such as zero-trust access models, device compliance frameworks, and global endpoint standards
- Build and maintain automation and infrastructure as code for configuration, provisioning, and lifecycle workflows
- Collaborate with Information Security to design controls, drive vulnerability management, and maintain SOC 2 and HIPAA audit readiness
- Act as the senior technical escalation point for incident response and root cause analysis of complex issues
- Define engineering standards, documentation, and runbooks while mentoring IT teammates
- Evaluate vendors and tools to make recommendations on build versus buy decisions
- Design secure computing environments to support global care and operations teams
Requirements
- 6+ years of experience in IT systems engineering, endpoint engineering, or infrastructure roles
- Hands-on expertise with identity and access platforms including Okta, SSO, SCIM, lifecycle automation, and conditional access
- Experience managing Mac and Windows fleets with JAMF and Intune
- Strong scripting and automation skills using languages such as Python, Bash, or PowerShell
- Experience implementing security controls like encryption and vulnerability management alongside security teams
- Track record of leading cross-functional technical projects from design through rollout
Qualifications
- Experience working in healthcare, health tech, or other regulated environments like HIPAA or SOC 2
- Familiarity with infrastructure as code and CI/CD practices for endpoint or SaaS configuration
- Hands-on experience with AWS, GCP, and modern cloud networking concepts
- Experience designing remote computing environments for call center or clinical operations teams
- Background in building AI-assisted workflows or tooling to improve IT operations
- Relevant certifications such as JAMF Certified Expert, Okta Certified Professional, or Microsoft Endpoint Administrator
Core Skills
Benefits
- Competitive compensation and equity
- Comprehensive health and wellness benefits
- Retirement savings plans
- Short- and long-term incentives
- Flexible Time Off
- Comprehensive parental leave and family-forming assistance
Frequently Asked Questions
Answers are based only on the employer’s listing; where it doesn’t say, neither do we.
What is the salary range for the Sr. IT Systems Engineer position?
The primary base salary range is USD 150,000 to 175,000 per year, with geo-tier adjustments up to USD 190,000 for highly experienced candidates located within 50 miles of San Francisco, New York City, or Seattle.
Is this role remote?
Yes, Carrot operates a remote-first workforce.
What level of experience is required?
Candidates must have at least 6 years of experience in IT systems engineering, endpoint engineering, or infrastructure roles.
How can applicants ensure they are communicating with legitimate Carrot personnel?
All official communication regarding job opportunities will come exclusively from an @get-carrot.com email address.
Sample Interview Questions
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