Windward Risk Managers

Inside Sales Representative - (California)

North America

***Candidates must reside in California for this role *** Position Summary: The Inside Sales Representative (ISR) is responsible for sales development efforts to assigned agencies. The ISR will provide training and…

HybridNorth AmericaFull-time

Help Desk Analyst II

Active Directory Help Desk macOS

Windward Risk Managers is hiring a Help Desk Analyst II at its Boca Raton, FL office to work the IT support queue, take escalated tickets beyond Level 1 scope, and support end users across Windows and macOS. Day-to-day involves Active Directory/Microsoft 365 account tasks, hardware and printer troubleshooting, onboarding/offboarding, and patching/remote sessions via the NinjaOne RMM.

HybridNorth AmericaFull-time

Network Engineer

Azure BGP Cisco Cloud Firewall +12 skills

Hands-on network engineer who owns day-to-day operation of Windward Risk Managers' network across on-premises data centers and Azure: administering Palo Alto firewalls and GlobalProtect VPN, Cisco switching/routing (BGP/OSPF/EIGRP), NetApp storage networking, UniFi wireless, plus monitoring, documentation, and an on-call rotation.

HybridNorth AmericaFull-timeSenior

Senior Database Administrator

Authentication Azure Cloud PowerShell Root Cause Analysis +3 skills

Senior DBA who owns Windward Risk Managers' Microsoft SQL Server and Azure SQL / Managed Instance estate across on-prem data centers and Azure — handling HA/DR (Always On Availability Groups, failover clustering), backups and restore testing, performance tuning, security, and automation with PowerShell and T-SQL. On-site at the Boca Raton, FL corporate office.

HybridNorth AmericaFull-time

System Administrator

Azure Cloud PowerShell Root Cause Analysis VMware

Windward Risk Managers is hiring a System Administrator to own backup, disaster recovery, and cloud infrastructure across its on-prem data centers and Azure. The day-to-day centers on Veeam Backup & Replication, VMware vSphere/vCenter, SAN/NAS storage (NetApp, Tintri, ExaGrid), DR planning and failover testing, and PowerShell automation.

2 months ago

Project Manager

Open 55d North America

Agile Scrum Stakeholder Management

Project Manager leads Agile/Scrum delivery, coordinates timelines, risks, and cross-functional teams to ensure on-time, on-scope project completion.

2 months ago

Business Analyst I, II, III (Personal & Commercial Residential Insurance)

Open 65d North America

Acceptance Criteria Confluence Help Desk Process Improvement Service Desk +1 skills

Business analyst who partners with insurance teams to document requirements, enhance policy and claims systems, and resolve production issues in a regulated property insurance environment.