Systems Administrator

Systems Administrator

Reef is seeking an experienced and highly motivated Systems Administrator to own the administration, security, and integration of the firm's enterprise technology stack while serving as the senior technical escalation point for a multi-property, multi-entity operating environment.

This is a hands-on, cross-functional role where the ideal candidate combines deep Microsoft 365 expertise with strong scripting fundamentals, a security-aware operating model, and the project-management discipline to ship initiatives across a fast-moving, multi-brand portfolio.

Responsibilities:

• Microsoft 365 Platform Administration
• Identity, Access, and Enterprise SSO/SCIM
• Email Security, DMARC, and Anti-Phishing
• Domain, DNS, and Cloudflare
• Endpoint and Device Management
• Vendor and License Management
• Backup, Recovery, and Data Protection
• Server, Virtual Machine, and Azure Infrastructure
• Helpdesk Tier-2 / Tier-3 Escalation
• Scripting, Automation, and Integration
• Project Management and Documentation
• HR-IT, Onboarding, and Offboarding

Qualifications:

• Bachelor's degree in Computer Science, Information Systems, or a related field, or equivalent demonstrated experience.
• 4-6 years of progressive systems administration experience, with at least 2 years owning Microsoft 365 / Entra ID at scale
• Hands-on expertise with Microsoft 365, Entra ID, Conditional Access, and Microsoft Intune.
• Demonstrated ownership of SSO / SCIM rollouts across a SaaS portfolio
• Working knowledge of DNS, DMARC, DKIM, SPF, and Cloudflare administration.
• Advanced PowerShell scripting (Microsoft Graph and Exchange Online modules) and intermediate-or-better Python.
• Strong project management discipline
• Excellent written and verbal communication; able to explain technical decisions to non-technical executives and external vendors.
• Security-aware operating model: minimum-privilege, separate admin accounts, evidence-based change.

Company Benefits:

• 401(k) Plan with Company Match
• Generous Health Plan with HSA Match
• Flexible Paid Time-off
• Daily Company Lunches
• Cell Phone Service Allowance
• Discounts at Company-owned Resorts and Golf Courses