Systems Administrator

Location: Miami - Full-time

Department: Information Technology

Reports to: IT Manager

Employment Type: Full-time, Permanent

We are looking for a proactive, results-driven Systems Administrator for a new and fast-growing AI-powered insurance brokerage in Brickell to manage and enhance IT infrastructure across Microsoft 365, Intune, Entra ID, and cloud platforms.

The ideal candidate will ensure the reliability, security, and scalability of our systems while supporting business operations and regulatory compliance.

This role is hands-on and technical, requiring strong troubleshooting skills, cloud administration experience, and the ability to drive IT improvements in a fast-paced, security-minded environment.

The Business Model:

As a brand new business arm of an extremely successful SMB services company, we're building a modern, acquisition-driven insurance services company focused exclusively on small and mid-sized business clients (10–99 lives). Our advantage lies in our blend of AI-powered technology and human expertise, enabling a seamless, omnichannel experience for SMB clients and their employees. We’re acquiring independent agencies and investing in their teams, giving producers and servicing staff the tools to thrive.

Compensation, Benefits, Location:

100% employer-paid healthcare
Central office location in Brickell area of Miami, company-paid parking
$85,000-$95,000 annual salary (DOE)
401k eligible on first payroll; company will match up to 4% of gross pay
Monthly cell phone stipend
Schedule/commute flexibility
PTO in first year accumulates 120 hours in first 12 months
14 annual holiday days: 13 scheduled and 1 floating holiday

Key Responsibilities

Systems & Cloud Administration

Manage Microsoft 365 services including Exchange Online, SharePoint, Teams, Intune, Defender, and Entra ID.
Oversee device management (Windows, macOS, iOS) via Intune and Apple Business Manager.
Maintain and optimize Entra ID group policies, dynamic rules, and conditional access configurations.
Monitor system health, perform updates, and automate patching and compliance checks.
Manage user lifecycle (provisioning, deprovisioning, access reviews).

Security & Compliance

Administer Defender for Endpoint, DLP policies, encryption, and compliance configurations.
Support ongoing Vanta, BCP/DR, and audit processes.
Implement and maintain zero-trust security posture across endpoints and cloud services.
Assist with incident response, risk assessments, and vulnerability management.

Networking & Infrastructure

Support VPN, firewall (Palo Alto), and connectivity troubleshooting.
Maintain DNS, certificates, and hybrid identity integrations.
Assist in onboarding of new vendors, tools, and cross-tenant connections.

Support & Documentation

Serve as escalation point for Tier 2–3 technical issues.
Maintain IT documentation, runbooks, and knowledge base articles.
Collaborate with internal teams and vendors to ensure uptime, data integrity, and performance.

Key Skills & Experience

3–5+ years in systems administration or IT infrastructure roles.
Strong expertise in Microsoft 365 admin center, Entra ID (Azure AD), Intune, and Windows Server environments.
Solid understanding of network fundamentals (DNS, DHCP, VPN, TCP/IP).
Experience with PowerShell scripting for automation and reporting.
Knowledge of compliance frameworks (ISO 27001, SOC 2, or similar) a plus.
Familiarity with macOS and iOS device management desirable.
Strong troubleshooting, analytical, and communication skills.

Preferred Certifications

Microsoft Certified: Modern Desktop Administrator Associate
Microsoft 365 Certified: Security Administrator Associate
CompTIA Network+ / Security+ (or equivalent)

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