Client Environment Engineer - Migrations, Azure & Automation

Jobtailor; Honolulu (HI); On-site; USD 90,000 - 140,000; Full time

Benefits offered by this job

Intense on‑site client engagements

Job summary

Jobtailor is seeking a Systems Administrator in Hawaii to manage client environments, perform migrations, and lead deployments with strong emphasis on security compliance (CMMC/NIST 800-171). The role requires mentoring junior staff, driving automation, and onsite client visits.

Ideal candidates will have深 extensive Windows Server/AD/M365 experience, Azure and virtualization expertise, and MSP tooling proficiency. Hawaii residency and local travel are required.

Qualifications

• Must live in Hawaii and have a valid driver’s license.
• Strong Windows Server/AD/M365 administration experience.
• Experience with Entra ID, conditional access and MFA rollouts.
• Solid Azure infrastructure knowledge with Hyper‑V/VMware.
• Experience with endpoint management, Intune and EDR.
• Familiar with SPF/DKIM/DMARC and security basics.
• Knowledge of SAN/NAS high‑availability storage.
• RDS/RD Gateway and remote session hosting experience.
• PowerShell scripting and MSP tooling automation.
• Documentation of networks, runbooks and configs.

Responsibilities

• Run migrations for client environments.
• Handle escalated tickets from the service desk.
• Build and clean up client environments.
• Advise clients on next steps.
• Teach and mentor Systems Administrators.
• Take projects from quote through deployment and own them.
• Work on project and escalation tasks.
• Contribute to automation initiatives.
• Build and manage secure enclaves meeting CMMC/NIST 800-171.
• Attend planned and unplanned client‑site visits.

Skills

DNS

DHCP

Routing

Subnetting

VLANs

Windows Server

Active Directory

Group Policy

DFS

Domain migrations

Microsoft 365

Entra ID

Conditional access

MFA

Azure

Hyper‑V

VMware

Intune

EDR

RDS / Remote Desktop Services

RD Gateway

PowerShell

Automation

Dell hardware

Documentation

Tools

Intune

EDR

Remote Desktop Services

RD Gateway

SAN

NAS

Job description

Jobtailor is seeking a Systems Administrator in Hawaii to manage client environments, perform migrations, and lead deployments with strong emphasis on security compliance (CMMC/NIST 800-171). The role requires mentoring junior staff, driving automation, and onsite client visits.

Ideal candidates will have深 extensive Windows Server/AD/M365 experience, Azure and virtualization expertise, and MSP tooling proficiency. Hawaii residency and local travel are required.