Responsibilities
- Own security posture across all systems
- Implement and enforce cybersecurity controls: MFA, conditional access, EDR, vulnerability scanning, and secure remote access
- Lead incident response and coordinate with security partners
- Maintain HIPAA-aligned technical safeguards and support CMS and state audits
- Build and maintain security documentation, policies, and system diagrams
- Architect and maintain cloud infrastructure
- Deploy and maintain Microsoft 365, Entra ID, Intune, VPNs, and virtual desktop environments
- Manage backups, disaster recovery, monitoring, and patch management
- Lead system upgrades, migrations, and integrations as we consolidate business units
- Drive M&A system integration
- Lead post-acquisition integration: directory consolidation, email migrations, endpoint standardization, network integration, legacy decommissioning
- Participate in IT due diligence for acquisitions—system inventories, security posture assessments, risk identification
- Develop repeatable IT integration playbooks to support ongoing acquisition strategy
- Manage endpoints across a distributed workforce
- Secure Windows, macOS, and mobile devices using MDM platforms (Intune, Jamf, Knox)
- Standardize device configurations, encryption, and compliance policies
- Own asset tracking and lifecycle management for field and corporate staff
- Partner with operations to enable fast, secure growth
- Support and administer business-critical platforms: HRIS/Payroll (ADP, Rippling), EHR/EMR (Homecare Homebase), compliance systems (Relias)
- Partner with HR on secure onboarding/offboarding—target is same-day provisioning and immediate access revocation
- Provide escalation support for complex issues impacting remote and field-based staff
Requirements
- 7+ years of enterprise systems administration experience
- Demonstrated experience in HIPAA-regulated or highly compliant environments
- Strong hands-on experience with Microsoft 365, Entra ID, and Intune
- Experience with macOS administration, iOS device management, and cross-platform environments
- Proven ability to manage VPNs, firewalls, network security, and backup/disaster recovery systems
- Excellent documentation, troubleshooting, and communication skills
Nice to Have
- Healthcare, or multi-site clinical operations experience
- M&A systems integration experience—you've migrated or consolidated IT environments post-acquisition
- Jamf and Apple Business Manager administration
- Knox, or other Enterprise Device Management for tablet/mobile devices
- Virtual desktop infrastructure (VDI) experience
- Certifications: Microsoft (Azure/M365), CompTIA Security+, Jamf, CISSP
Benefits
- Comprehensive benefits including medical, dental, and 401(k) matching
Compensation
A Senior Systems Administrator can expect to make a competitive base + equity, with strong upside given performance and our expansion
Work Arrangement
Remote (Worldwide)
Team
Team size: One of the earliest members of the internal IT team. Structure: Working directly with leadership, engineering, and operations
Additional Information
- Occasional travel to branch offices or data centers may be required for major deployments or audits.
- On-call or after-hours work may be required during outages or critical system changes.
