Overview
On Site
Full Time
Part Time
Accepts corp to corp applications
Contract - W2
Contract - Independent
Skills
Microsoft 365
Job Details
Key Responsibilities
Leadership Communication & Strategic Alignment
- Develop and deliver compelling, visual presentations (e.g., roadmaps, dashboards, milestone charts) for leadership audiences.
- Translate highly technical information into clear, plain-language briefings tailored to non-technical stakeholders.
- Present updates and recommendations during IT Steering Committee meetings and Town leadership strategy sessions.
- Align cloud modernization projects with Town priorities, budget planning, staffing readiness, and organizational change goals.
Technology Implementation & Execution
- Configure and manage Microsoft Entra ID, Active Directory synchronization, and Intune deployment for full MDM/MAM lifecycle management.
- Lead the hands-on deployment and governance of:
- Zero Trust Security Controls: MFA, Conditional Access, DLP policies, legacy protocol blocking.
- Microsoft Defender for Office 365: Secure Score, policy tuning, threat mitigation.
- SharePoint Online & Microsoft Teams: Migration, permissions model, governance, and user onboarding.
- Perform root cause analysis, remediation, and ongoing optimization of cloud systems.
- Collaborate with vendors and validate that technical deliverables follow Microsoft best practices and align with the Town's architecture standards.
Change Management & Adoption Enablement
- Lead enterprise-wide change management initiatives to ensure smooth adoption of cloud technologies.
- Create tailored communication plans, training roadshows, end-user readiness assessments, and cross-department FAQs.
- Work with department leads and champions to identify training gaps, develop communication materials, and reinforce adoption momentum.
- Monitor and report on user adoption metrics, system usage patterns, and qualitative feedback to refine rollout strategies.
- Anticipate resistance, mitigate transition risks, and create support structures that sustain user engagement post-deployment.
Project Mapping, Coordination & Risk Management
- Create detailed project timelines, interdependency maps, and resource forecasts.
- Collaborate with project managers to track milestones, delivery risks, and mitigation plans.
- Facilitate coordination between vendors, internal IT staff, and department stakeholders to ensure smooth execution with minimal service disruption.
- Proactively identify and escalate delays, blockers, or scope misalignments to maintain momentum and transparency.
Training, Documentation & End-User Support
- Deliver Town-wide training sessions, technical onboarding, and department-focused Q&A forums during rollout periods.
- Create and maintain training guides, job aids, and self-help documentation tailored to different learning levels.
- Provide Tier 2/3 support for escalated issues during key transitions (e.g., cutovers, migrations, policy enforcement).
- Maintain detailed technical runbooks, knowledge base content, and troubleshooting SOPs for sustained operational excellence.
Required Qualifications:
- 8+ years of IT engineering or architecture experience, with at least 4 years focused on Microsoft 365, cloud infrastructure, or cybersecurity.
- Demonstrated experience delivering both hands-on implementation and high-quality executive communications.
- Proficiency in:
- Microsoft Entra ID, AD Connect, and IAM concepts
- Microsoft Intune MDM/MAM
- SharePoint Online, Microsoft Teams, and OneDrive governance
- Conditional Access, DLP, MFA, and Zero Trust design
- Microsoft Defender for Office 365
- Experience developing executive briefings, project visuals, and user-facing adoption materials.
| Skill | Required / Desired | Amount | of Experience |
| Cloud Architecture Design: Demonstrates expertise in designing and implementing Microsoft 365 cloud solutions aligned with strategic IT goals. | Required | 5 | Years |
| Hands-On Implementation: Executes technical configuration and deployment of Entra ID, Intune, and Zero Trust security controls. | Required | 5 | Years |
| Executive Presentation Skills: Prepares and delivers compelling visual presentations for non-technical leadership audiences. | Required | 2 | Years |
| Change Management Communication and Execution: Leads organizational change initiatives with a focus on user adoption and communication planning | Required | 4 | Years |
| Zero Trust Security: Implements and manages MFA, Conditional Access, and DLP policies in a Microsoft 365 environment. | Required | 3 | Years |
| Project Roadmapping: Creates and maintains technical roadmaps, timelines, and milestone charts for cloud modernization projects. | Required | 5 | Years |
| Identity & Access Management (IAM): Configures and supports Microsoft Entra ID and Active Directory synchronization. | Required | 5 | Years |
| SharePoint Online Governance: Deploys, governs, and supports collaboration platforms such as SharePoint Online and Teams. | Required | 3 | Years |
| Microsoft Intune Administration: Manages device compliance, policies, and enrollment across hybrid and BYOD environments. | Required | 3 | Years |
| Cross-Functional Coordination: Collaborates with vendors, IT staff, and business units to ensure smooth project execution. | Required | 4 | Years |
| Technical Documentation: Develops runbooks, SOPs, and support documentation for ongoing cloud operations. | Required | 4 | Years |
| Leadership Engagement: Communicates IT strategy and project outcomes clearly to executive and steering committee stakeholders. | Required | 4 | Years |
| Training & Enablement: Designs and delivers user training, guides, and onboarding content tailored to department needs. | Required | 4 | Years |
| Security & Compliance Monitoring: Configures and reports on Microsoft Defender for Office 365 and Secure Score. | Required | 4 | Years |
| Risk & Issue Management: Identifies, tracks, and mitigates risks and blockers to maintain project timelines and quality. | Required | 4 | Years |
| Solution Validation & Optimization: Evaluates technical solutions for alignment with business needs and continuously optimizes configurations based on |
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