Serve as the primary client point of contact, collaborating with client POCs and senior management to plan, execute, and implement projects while independently developing and managing implementation and migration plans that align with project goals and security requirements.
Proactively communicate with clients regarding project progress, upcoming changes, and planned outages while managing and resolving Tier 0–2 support escalations through effective remote troubleshooting, diagnostic tools, and clear, professional documentation within all support tickets.
Develop and distribute technical documentation detailing system architecture and implementation while executing complex Exchange (hybrid, Office 365 tenant-to-tenant, hosted-to-cloud) and SharePoint (on-premises-to-cloud, tenant-to-tenant) migrations, as well as configuring, troubleshooting, and supporting Exchange Online, SharePoint Online, Teams, OneDrive for Business, Intune, Entra Active Directory, and related applications.
Manage and deploy Intune, Windows Servers, and virtualized environments (VMware and Hyper-V) to support policy, compliance, and operational goals; provide weekly project updates to the Sr. vCISO/Manager; and remain current on emerging industry technologies relevant to the role.
Provide system administration support for Microsoft core business applications and operating systems while assisting end-users through ConnectWise. Manage service tickets, ensuring timely, professional, and collaborative communication with corporate employees, clients, and colleagues.
Support client engagement by assisting with project evaluations and handling reactive, proactive, and IMAC service tickets as needed; perform manual patching and vulnerability remediation in compliance with CMMC requirements and policies, while serving as a mentor to fellow Sawdy MSD team members.
Participate in an on-call rotation.
Anticipates problems, identifies deviations and acts through resolution.
Perform other duties as required.
Requirements
Five (5) + years of IT-related experience.
Three (3) + years of experience performing server and 365 migrations.
Must have experience working with at least some of the following:
Microsoft 365
Azure IaaS, PaaS, SaaS Services
Exchange Online
SharePoint
OneDrive
Teams
Microsoft Defender
Windows Server
One (1) year of Help Desk or Deskside Support experience
DLA CE Cert IA Role/Function: Help Desk Tier II & III - may be obtained upon hire
Security+ CE.
Associate or bachelor’s degree in an IT-related field preferred.
Applicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard skills
server migrationsOffice 365 migrationsExchange OnlineSharePointOneDriveTeamsIntuneWindows Servervulnerability remediationtechnical documentation
Soft skills
client communicationproblem-solvingcollaborationmentoringproject managementremote troubleshootingprofessional documentationproactive communicationanticipation of problemsteam support
Certifications
Security+ CEDLA CE Cert IA Role/Function: Help Desk Tier II & III