Tier 2 Support Engineer

Stable Rock Solutions LLC; New York (NY); Hybrid; USD 75,000 - 95,000; Full time

Benefits offered by this job

Medical, Dental, and Vision insurance

Health Savings Account (HSA) and FSA

401(k) retirement savings plan

Unlimited paid time off

Hybrid work flexibility

Job summary

Stable Rock Solutions LLC in New York is seeking a Tier 2 Support Engineer to provide advanced technical support across Windows, Microsoft 365, cloud infrastructure, security, and business-critical applications for client environments.

You will collaborate with Stable Rock's VP of Technology on day-to-day support, administration, security initiatives, and technology projects, while mentoring Tier 1 engineers and contributing to documentation and process improvements.

Qualifications

• 2+ years in end-user support, systems administration, or related IT role.
• Hybrid work ability with in-office 2–3 days weekly.
• Experience in MSP environment preferred.

Responsibilities

• Provide advanced Tier 2 support across Windows, macOS, Microsoft 365, cloud, SaaS, and network environments.
• Serve as a key technical resource for Stable Rock, collaborating on day-to-day support, systems administration, security, and initiatives.
• Support multiple client environments within an MSP model while maintaining client configurations and standards.
• Administer and troubleshoot Microsoft 365 including Exchange Online, Teams, SharePoint, OneDrive, licensing, permissions, and user administration.
• Administer and support Intune, Entra ID/Azure AD, and Azure Virtual Desktop environments.
• Support security technologies, including email security gateways, endpoint security, identity protection, and access management.
• Troubleshoot complex service requests and manage the ticket queue with proper documentation and communication.
• Mentor Tier 1 Engineers and contribute to technical documentation and repeatable procedures.

Skills

Windows administration

Microsoft 365

MSP experience

Ticketing & SLAs

Hybrid work

Tools

Intune

Entra ID / Azure AD

Azure Virtual Desktop

Exchange Online

Security gateways

Job description

Role Description: Tier 2 Support Engineer

Department: Support

Reports To: Support Team Manager

Direct Reports: None

Position Overview: The Tier 2 Support Engineer provides advanced technical support across mac-tech's client environments, with a strong emphasis on Windows and Microsoft 365 administration, cloud infrastructure, security, and business-critical applications. This position will be a member of the mac-tech Support Team while also working in a partially embedded capacity with our parent company, Stable Rock. A significant portion of the role will be focused on supporting Stable Rock's technology environment and users, working collaboratively with Stable Rock's VP of Technology on day-to-day support, administration, security, infrastructure, and technology initiatives.

As part of a managed services environment, the Tier 2 Support Engineer will support multiple client environments, manage competing priorities, maintain accurate ticket documentation, and work within established service levels, escalation procedures, and support standards.

The Tier 2 Engineer will also serve as an escalation point for Tier 1 Engineers, contribute to documentation and knowledge sharing, and help identify opportunities to improve systems and support processes.

Responsibilities:

• Provide advanced Tier 2 support across Windows, macOS, Microsoft 365, cloud, SaaS, and network environments.
• Serve as a key technical resource for Stable Rock, collaborating with its VP of Technology on day-to-day support, systems administration, security, and technology initiatives.
• Support multiple client environments within an MSP model while maintaining awareness of client-specific configurations, documentation, standards, and business requirements.
• Administer and troubleshoot Microsoft 365, including Exchange Online, Teams, SharePoint, OneDrive, licensing, permissions, and user administration.
• Administer and support Microsoft Intune, Entra ID/Azure AD, and Azure Virtual Desktop (AVD) environments.
• Support security technologies, including email security gateways, endpoint
• security, identity protection, and access management.
• Support business-critical applications including CCH, QuickBooks, and other applications commonly used within financial and professional services organizations.
• Troubleshoot complex and escalated service requests, including multi-user issues, security incidents, infrastructure problems, and organization-wide changes.
• Monitor and manage the ticket queue, including triage, prioritization, documentation, client communication, updates, escalation, and coordination with internal resources.
• Serve as an escalation point and mentor for Tier 1 Engineers while creating and maintaining technical documentation and repeatable procedures.
• Perform backup supervision, server maintenance, patching, endpoint management, and infrastructure monitoring as needed.
• Participate in projects, migrations, deployments, research, and ongoing infrastructure improvements.
• Identify recurring issues and recommend improvements to systems, security, workflows, and documentation.
• Continue professional development through ongoing training and relevant technical certifications.
• Promote Mac-Tech/Stable Rock quality standards and E.P.I.C.C. values through collaboration, coaching, and leading by example.

Qualifications:

• 2+ years of experience in end-user technical support, systems administration, or a related IT role.
• Ability to work in a hybrid environment, with a minimum of two days per week in the office and additional in-office or client-site presence as business and support needs require.
• Experience working in a Managed Service Provider (MSP) environment preferred.
• Strong Windows and Microsoft 365 administration experience.
• macOS and Apple support experience preferred.
• Experience with Intune, Entra ID/Azure AD, and Azure Virtual Desktop (AVD).
• Experience supporting security tools, email security gateways, MDM/RMM platforms, and cloud applications.
• Experience with CCH, QuickBooks, or financial/professional services environments preferred.
• Strong troubleshooting, documentation, communication, and customer service skills.
• Ability to work independently while collaborating effectively across technical teams.

Location:

This position can be located in our Midtown, NY office and will be expected to be in office 2-3x per week

Compensation:

Highly competitive base salary ranging from $75,000 to $95,000, based on experience and location, with eligibility for a discretionary performance bonus.

Benefits:

• Medical, Dental, and Vision insurance coverage. Employee-only premiums are paid at 100%.
• Health Savings Account (HSA) and Flexible Spending Account (FSA) options
• 401(k) retirement savings plan
• Unlimited paid time off policy
• Hybrid work flexibility to support professional and personal balance

Inclusion:

Stable Rock is an equal opportunity employer, and we value diversity at our firm. We do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. We encourage candidates from all backgrounds to apply and are committed to building a team that reflects many different perspectives and experiences.

Applicants in need of special assistance or accommodation during the interview process, or in accessing our website may contact us. We will treat your request as confidentially as possible. In your email, please include your name and preferred method of contact, and we will respond as soon as possible.