Systems Administrator (Cloud and Microsoft 365)

Overview:

SageSure is assisting one of its independent insurance carrier partner Valence.

The Systems Administrator – Cloud & Microsoft 365 is responsible for the administration, security, and operational support of the organization’s cloud-first technology environment. This role focuses on Microsoft Azure, Microsoft 365, identity management, endpoint management, and security tooling.

This position plays a key role in maintaining system reliability, supporting business growth, and executing tenant-level initiatives such as migrations, new tenant creation, and cross-tenant collaboration. The ideal candidate is technically strong, detail-oriented, and comfortable operating in a modern, SaaS-based, multi-tenant environment.

This is a hybrid position based in the Sarasota, FL office requiring three days a week in office.

What you’d be doing:

• Administer and support Microsoft Azure and Microsoft 365 environments, including Entra ID (Azure AD), Exchange Online, SharePoint Online, OneDrive, and Teams

• Manage identity, access, and authentication, including MFA, Conditional Access, role-based access control, and identity lifecycle management

• Support endpoint management using Microsoft Intune, including device enrollment, compliance policies, configuration profiles, and application deployment

• Participate in and execute tenant-to-tenant initiatives, including:

• User, group, and identity migrations

• SharePoint, OneDrive, and storage migrations

• Device migrations and Intune re-enrollment strategies

• New tenant creation, baseline configuration, and hardening

• Assist with multi-tenant environments, including cross-tenant access, B2B collaboration

• Administer and support security tooling, with support from security partner MSP\SOC including:

• Microsoft Defender (Endpoint, Identity, Cloud Apps, Email)

• CrowdStrike Falcon

• Zscaler (remote access and SaaS security)

• Qualys vulnerability management

• Proofpoint email security

• Monitor system health, security alerts, and service availability; investigate and remediate issues as needed.

• Support onboarding and offboarding processes for users and devices

• Assist with documentation, diagrams, runbooks, and operational procedures

• Support IT leadership with cloud initiatives, security improvements, and operational projects

We’re looking for someone who has:

• 5+ years of experience in systems administration or cloud administration

• Strong hands-on experience with Microsoft Azure and Microsoft 365

• Working knowledge of Entra ID, Conditional Access, MFA, and identity security

• Experience managing devices with Microsoft Intune in a cloud-only or hybrid environment

• Familiarity with multi-tenant Microsoft environments, including migrations and cross-tenant collaboration

• Experience supporting remote users in a SaaS-based environment

• Strong troubleshooting skills across identity, endpoint, application, and security domains

• Ability to work independently and manage multiple priorities simultaneously

• Excellent communication skills and a strong customer-service mindset

Highly preferred candidates also have:

• Experience performing user, device, and data migrations between Microsoft tenants

• Experience configuring new Microsoft 365 tenants from baseline through production

• PowerShell scripting, AI or automation experience

• Experience working in regulated or security-conscious environments

About SageSure:

Named among the Best Places to Work in Insurance by Business Insurance for four years in a row (2020-2023), SageSure is one of the largest managing general underwriters (MGU) focused on catastrophe-exposed markets in the US. Since its founding in 2009, SageSure has experienced exceptional growth while generating underwriting profits for carrier partners through hurricanes, wildfires, and hail. Available in 16 states, SageSure offers more than 50 competitively priced home, flood, earthquake, and commercial products on behalf of its highly rated carrier partners. Today, SageSure manages more than $1.9 billion of inforce premium and helps protect 640,000 policyholders.

SageSure has more than 1000 employees working remotely or in-office across nine offices: Cheshire, Connecticut; Chicago, Illinois; Cincinnati, Ohio; Houston, Texas; Jersey City, New Jersey; Mountain View, California; Marlton, New Jersey; Tallahassee, Florida; and Seattle, Washington.

SageSure offers generous health benefits and perks, including tuition reimbursement, wellness allowance, paid volunteer time off, a matching 401K plan, and more.

SageSure is a proud Equal Opportunity Employer committed to building a workforce that reflects the spectrum of perspectives, experiences, and abilities of the world we live in. We recognize that our differences make us strong, and we actively seek out diverse candidates through partnerships with organizations, institutions and communities that represent various backgrounds. We champion belonging and inclusion for all identities, including, but not limited to, race, ethnicity, religion, sexual orientation, age, veteran status, ability status, gender, and country of origin, striving to create a culture where all individuals feel valued, respected, and empowered to bring their authentic selves to work.

Our nimble, highly responsive culture nurtures critical thinkers who run toward problems and engineer solutions. We relentlessly pursue better outcomes by investing in the technology, talent, and tools that position us to succeed in demanding markets. Come join our team! Visit sagesure.com/careers to find a position for you.