Senior System Engineer

CloudFirst Technology Solutions helps organizations improve operations, security, and service delivery through cloud-first, Microsoft-focused managed and professional IT services. We support municipalities, nonprofits, public-sector organizations, and other mission-driven clients.

Position Summary

CloudFirst is seeking a Senior Systems Engineer to design, implement, secure, and support technology solutions across multiple client environments.

This is a hands-on senior engineering role responsible for Microsoft 365, Azure, identity management, Windows infrastructure, networking, cybersecurity, virtualization, backup, automation, and technical project delivery. MSP experience is strongly preferred. Experience with CMMC and NIST 800-171 is a plus but not required.

Cloud & Infrastructure

Design and support Microsoft 365, Azure, Windows Server, and hybrid environments.

Lead migrations, upgrades, tenant improvements, identity modernization, and infrastructure projects.

Administer Entra ID, Intune, Exchange Online, SharePoint, Teams, OneDrive, Defender, and Azure services.

Evaluate security, licensing, supportability, monitoring, backup, recovery, and operational readiness.

Networking & Security

Configure and troubleshoot firewalls, VLANs, VPNs, routing, switching, wireless networks, and internet connectivity.

Implement security controls, monitoring, backup, disaster recovery, and endpoint protection.

Support vulnerability remediation, incident response, root-cause analysis, and corrective engineering.

Project Delivery

Translate business requirements into technical designs and implementation plans.

Lead assigned projects, assessments, escalations, and technical initiatives.

Coordinate with project managers, service desk teams, vendors, and client stakeholders.

Provide accurate estimates, status updates, risk assessments, and technical recommendations.

Documentation & Leadership

Produce as-built documentation, runbooks, diagrams, SOPs, and knowledge base articles.

Provide escalation support for complex technical issues.

Mentor engineers and technicians.

Help develop engineering standards, automation, and best practices.

Required Qualifications

• 7+ years of hands-on infrastructure, systems, cloud, or network engineering experience.
• MSP, consulting, or multi-client support experience.
• Strong Microsoft 365, Azure, Windows Server, Active Directory, Entra ID, Intune, Exchange Online, and hybrid identity experience.
• Strong networking knowledge including TCP/IP, DNS, DHCP, VLANs, VPNs, routing, switching, and firewalls.
• Experience with VMware or Hyper-V.
• Experience with backup, disaster recovery, monitoring, and endpoint management.
• Strong troubleshooting, documentation, communication, and client-facing skills.
• Ability to work independently and manage multiple priorities.
• Valid driver's license and ability to travel to client sites in Orange, Westchester, and surrounding counties.

Preferred Qualifications

Experience with CMMC 2.0, NIST 800-171, NIST 800-53, DFARS, CIS Controls, or similar frameworks.

Microsoft GCC or GCC High experience.

Experience with ConnectWise, Fortinet, Cisco, Ubiquiti, SentinelOne, Huntress, Auvik, Veeam, Datto, or Microsoft Defender.

PowerShell, scripting, APIs, automation, and AI-assisted operations.

Experience supporting municipalities, public sector, nonprofits, or regulated organizations.

Preferred Certifications

Microsoft Azure Administrator (AZ-104)

Azure Solutions Architect (AZ-305)

Microsoft 365 Administrator

CCNA / CCNP

CISSP, CISM, Security+

Fortinet Certifications

Certified CMMC Professional (CCP)

Equivalent practical experience will be considered.

Compensation & Benefits

Salary: $90,000 - $130,000 annually

Benefits include:

Health, Dental, and Vision Insurance

Paid Time Off (PTO)

401(k)

Certification and Training Support

Work Environment

Full-time position

Hybrid work arrangement

Regular client onsite visits required

Occasional after-hours maintenance, projects, or incident response

Equal Opportunity Employer

CloudFirst Technology Solutions is an Equal Opportunity Employer and makes employment decisions based on qualifications, experience, skills, and business needs.

How to Apply

Submit your resume through this posting. A brief cover note highlighting Microsoft cloud, MSP, infrastructure, networking, or compliance experience is welcome but not required.