Senior M365 Exchange Engineer

Group 1001 is a consumer-centric, technology-driven family of insurance companies on a mission to deliver outstanding value and operational performance by combining financial strength and stability with deep insurance expertise and a can-do culture. Group1001’s culture emphasizes the importance of collaboration, communication, core business focus, risk management, and striving for outcomes. This goal extends to how we hire and onboard our most valuable assets – our employees. Why This Role Matters: The M365 Exchange Engineer is responsible for the design, implementation, management, and support of Microsoft 365 Exchange Online environments. This role will also provide advanced engineering expertise for Proofpoint Platform solutions, support multi-tenant environments, and play a key role in M&A and divestiture projects. The ideal candidate will have a strong background in enterprise messaging, security, and cloud collaboration technologies, with proven experience in complex, multi-organization scenarios. How You'll Contribute: Design, deploy, and manage Microsoft 365 Exchange Online environments, including hybrid configurations and migrations from on-premises Exchange Provide advanced engineering and operational support for Proofpoint Platform solutions, including email security, archiving, and data loss prevention Manage and support multi-tenant M365 environments, ensuring secure and efficient collaboration across business units and external partners Lead and support M&A and divestiture activities, including tenant-to-tenant migrations, domain consolidations, and user/data transitions Develop and maintain technical documentation, standard operating procedures, and knowledge base articles Monitor system health, performance, and security, proactively identifying and resolving issues Collaborate with security, compliance, and infrastructure teams to ensure alignment with organizational policies and regulatory requirements Provide technical guidance and mentorship to junior engineers and support staff Participate in on-call rotation and provide escalation support as needed What We're Looking For: Extensive hands-on experience with Microsoft 365 Exchange Online, including administration, troubleshooting, and PowerShell automation Strong knowledge of Proofpoint Platform solutions, with experience in engineering, deployment, and ongoing management Demonstrated expertise in multi-tenant M365 environments, including cross-tenant collaboration and security best practices Understanding of Microsoft 365 Enterprise licensing including its features, implications, and strategies Proven track record supporting M&A and divestiture projects, including tenant-to-tenant migrations and domain management Solid understanding of email security, compliance, and data protection concepts Demonstrated expertise in managing email-related DNS records (e.g., MX, SPF, DKIM, DMARC) Experience with hybrid Exchange environments and migration tools (e.g., AvePoint, Quest, BitTitan, and native Microsoft tools) Proven ability to perform SMTP troubleshooting Familiarity with related M365 services (Teams, SharePoint, OneDrive) and integration point Experience integrating cloud platforms with Outlook/Exchange and Proofpoint, ensuring seamless interoperability and secure data flow Strong analytical, problem-solving, and communication skills Ability to work independently and as part of a remotely distributed team Preferred Qualifications: Microsoft 365 Certified: Messaging Administrator Associate or equivalent certification Proofpoint Certified Specialist or equivalent certification Experience with scripting and automation (PowerShell, Python) Background in enterprise IT environments, preferably in regulated industries Experience with identity and access management (Azure AD, SSO, MFA) Additional Information: This role may require occasional travel and participation in after-hour support for critical incidents or project work. Compensation:  Our compensation reflects the cost of labor across several U.S. geographic markets. The base pay for this position ranges from $150,000/year in our lowest geographic market up to $230,000/year in our highest geographic market. Pay is based on a number of factors including market location and may vary depending on job-related knowledge, skills, and experience. Benefits Highlights: Employees who meet benefit eligibility guidelines and work 30 hours or more weekly, have the ability to enroll in Group 1001’s benefits package. Employees (and their families) are eligible to participate in the Company’s comprehensive health, dental, and vision insurance plan options. Employees are also eligible for Basic and Supplemental Life Insurance, Short and Long-Term Disability. All employees (regardless of hours worked) have immediate access to the Company’s Employee Assistance Program and wellness programs—no enrollment is required. Employees may also participate in the Company’s 401K plan, with matching contributions by the Company. Group 1001, and its affiliated companies, is strongly committed to providing a supportive work environment where employee differences are valued. Diversity is an essential ingredient in making Group 1001 a welcoming place to work and is fundamental in building a high-performance team. Diversity embodies all the differences that make us unique individuals. All employees share the responsibility for maintaining a workplace culture of dignity, respect, understanding and appreciation of individual and group differences. #LI-AS1 #LI-REMOTE Grow Your Career at Group 1001 Insurance We are a company that aims to shape the world around us. We don’t simply talk about change, we create it – empowering people and communities through sports, education, innovation, and access to financial products and services. Group 1001 Insurance is an integrated, technology-driven financial services and insurance group that combines product innovation with digital accessibility. With annuity products and insurance that create and protect a strong future for all, we help individuals and businesses thrive. Through our education and sports partnerships, we empower communities. Because when we invest in growth for all, we invest in a better world. If you’re ready to make an impact and help us build a better future, you’re in the right place! Group 1001 Insurance Benefits Employees are our number one asset. We provide a comprehensive benefits package that goes beyond the basics to support employees through many of life’s personal and professional milestones. Join our Talent Community If you don't see a role that fits your profile, join our Talent Community to share your contact information and resume. Not finding the right fit? 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Salary : $150,000 - $230,000