Teams at Windward Risk Managers

Provides advanced Level 2 and Level 3 help desk support for Windows and macOS endpoints, Microsoft 365, identity, networking, VPN, and endpoint management issues. Owns complex incidents through resolution, performs root-cause analysis, supports onboarding and device lifecycle activities, contributes to migrations and deployments, maintains documentation, mentors junior analysts, and improves help desk processes. This is an onsite senior individual-contributor role in Boca Raton, Florida.

A 10–12 week corporate internship with a homeowners insurance carrier. Interns rotate through four to six departments, support leadership, follow work instructions, gain exposure to insurance operations, and collaborate with peers to present their key learnings. The role is designed for students pursuing relevant bachelor’s degrees and emphasizes communication, initiative, adaptability, critical thinking, and professional development.

Develops sales for homeowners insurance products by supporting, training, and communicating with assigned agencies. Provides new-business assistance, completes quote data, supports sales campaigns and managers, identifies market opportunities, and may assist with catastrophe response efforts. Requires an insurance license, homeowners insurance industry experience, strong communication and organizational skills, and proficiency with Microsoft Office.