Senior Systems Engineer | Boston Operations Lead (Leadership Track)

Job Description

Job DescriptionAbout Boston Managed IT

Boston Managed IT (BMIT) is a managed IT and security services provider based in Waltham, Massachusetts. We support small and mid-sized businesses throughout Greater Boston, primarily organizations with 25 to 100 employees.

Our clients rely on us to manage, secure, and improve their technology environments, including Microsoft 365, Google Workspace, networking, endpoints, and cybersecurity.

We're a small, experienced team that values technical expertise, accountability, and strong client relationships. Our clients work directly with engineers who understand their businesses, know their environments, and take ownership of problems from start to finish.

We believe great IT support is about more than closing tickets. It's about building trust, preventing problems, and making technology work better for the people who depend on it.

About the Opportunity

We're looking for an experienced Senior Systems Engineer who wants to grow into leading our Boston operations.

We're preparing for a planned leadership transition in 2027 and want to bring the right person onboard well ahead of that change.

Rather than expecting someone to take over on day one, we've designed a structured transition that provides the opportunity to learn our clients, systems, processes, and team while gradually assuming more responsibility.

You'll work alongside our current Boston lead, gaining firsthand experience with our client environments and daily operations before taking ownership of service delivery throughout the region.

This is a unique opportunity for a technically strong engineer who enjoys solving challenging problems, building client relationships, and taking the next step into leadership without giving up hands-on technical work.

This is not a traditional help desk role. It's a senior engineering position with a clear path into operational leadership.

Your First Year: A Structured Leadership Transition

Months 1–3 | Learn the Environment

• Work alongside our current Boston lead on client visits, escalations, and projects.
  

• Become familiar with our clients, their infrastructure, business operations, and key contacts.
  

• Learn our internal systems, documentation standards, and service delivery processes.
  

• Begin independently managing tickets, technical issues, and smaller projects with support available when needed.
  

Months 4–8 | Take Ownership

• Become the primary engineer and technical point of contact for an expanding group of clients.
  

• Lead client projects, manage escalations, and coordinate onsite service.
  

• Begin mentoring other engineers and helping establish technical priorities.
  

• Assume greater responsibility for day-to-day client relationships and service quality.
  

• Transition our existing Boston lead into an advisory and supporting role.
  

Month 9 and Beyond | Lead Boston Operations

• Take ownership of day-to-day service delivery across our Greater Boston client base.
  

• Coordinate onsite schedules, project priorities, escalations, and technical resources.
  

• Serve as a primary point of contact for key client relationships.
  

• Work directly with company leadership on staffing needs, operational improvements, and service quality.
  

• Help shape the future of BMIT's Boston operations while remaining involved in advanced technical work.
  

The transition is designed to be collaborative, with ongoing support from leadership throughout the process.

Key Responsibilities

Senior Engineering & Technical Support

• Troubleshoot and resolve advanced technical issues involving Microsoft 365, Entra ID, Intune, Windows, macOS, networking, and security platforms.
  

• Serve as a senior escalation resource for complex issues across multiple client environments.
  

• Administer and improve Microsoft 365 environments, including Exchange Online, Conditional Access, identity management, and device management.
  

• Identify recurring issues, security risks, and infrastructure weaknesses, and recommend proactive solutions.
  

Projects & Client Infrastructure

• Plan and execute projects including client onboardings, office relocations, cloud migrations, hardware refreshes, and infrastructure upgrades.
  

• Configure, deploy, and troubleshoot firewalls, switches, wireless networks, and endpoint systems.
  

• Coordinate project execution, communicate timelines, and keep clients informed throughout the process.
  

• Maintain accurate technical documentation, configurations, and procedures.
  

Client Relationships & Service Delivery

• Provide regular onsite support to clients throughout Greater Boston.
  

• Build trusted relationships with client leadership, office managers, and end users.
  

• Take ownership of client issues and ensure they are resolved professionally and efficiently.
  

• Manage competing priorities across multiple clients while maintaining clear communication.
  

Leadership & Operational Development

• Mentor and support junior engineers, sharing technical knowledge and best practices.
  

• Help coordinate field service schedules, escalations, and project priorities.
  

• Monitor service quality and identify opportunities to improve processes and client satisfaction.
  

• Work directly with company leadership to improve operational efficiency and support continued growth.
  

• Gradually assume responsibility for Boston service delivery as part of the planned leadership transition.
  

Requirements

Required Qualifications

• 3+ years of professional experience in a managed service provider (MSP), managed security service provider (MSSP), or comparable multi-site IT environment.
  

• Demonstrated experience handling advanced technical escalations and independently resolving complex problems.
  

• Strong administration and troubleshooting experience with:
  

  • Microsoft 365 and Exchange Online
    

  • Microsoft Entra ID (Azure AD)
    

  • Microsoft Intune and endpoint management
    

  • Conditional Access, MFA, and identity security
    

  • Windows workstations and Windows Server environments
    

• Solid networking fundamentals, including TCP/IP, DNS, DHCP, VLANs, VPNs, firewalls, and business wireless networks.
  

• Familiarity with cybersecurity best practices, endpoint protection, backup systems, and incident response.
  

• Excellent communication skills and the ability to work professionally with technical and nontechnical clients.
  

• Strong organizational skills, personal accountability, and the ability to manage multiple client environments simultaneously.
  

• A commitment to thorough, accurate technical documentation.
  

• Ability to work independently, recognize when assistance is needed, and communicate potential issues proactively.
  

• Valid driver's license and reliable transportation for travel to client locations throughout Greater Boston.
  

• Ability to lift and transport IT equipment weighing up to 40 pounds.
  

Preferred Qualifications

• Microsoft certifications such as MD-102, MS-102, or AZ-104.
  

• CompTIA Network+ or Security+ certification.
  

• Experience administering Google Workspace environments.
  

• Familiarity with RMM, PSA, EDR, and other MSP management platforms.
  

• Experience supporting clients in healthcare, financial services, life sciences, or other compliance-focused industries.
  

We're especially interested in someone who combines strong technical ability with good judgment, ownership, and the desire to grow into a leadership role.

You don't need to have managed an entire operation before. You do need to be comfortable taking responsibility, making decisions, and earning the trust of clients and teammates.

BenefitsBenefits

We believe experienced engineers deserve the tools, flexibility, and opportunities to do their best work.

Time Off & Work-Life Balance

• Unlimited paid time off (PTO), with a required minimum of five business days off annually.
  

• 10 paid company holidays.
  

• Hybrid work environment combining remote work, our Waltham office, and client sites.
  

• A work environment that values independence, accountability, and flexibility.
  

Professional Growth

• Company-paid industry certifications and professional development.
  

• Opportunities for cross-training, technical education, and conference attendance.
  

• Direct access to company leadership and meaningful input into technical and operational decisions.
  

• Exposure to a wide range of technologies, industries, and client environments.
  

• A defined path into regional operations leadership with a structured handover and ongoing support.
  

Work Environment & Schedule

This is a full-time, hybrid position based in Greater Boston, with regular onsite responsibilities.

You'll divide your time between client locations, our Waltham office, and remote work depending on client needs, projects, and scheduled activities.

Some after-hours work may be required for planned maintenance, infrastructure changes, or urgent client issues.

Because you'll eventually lead local service delivery, reliable availability for onsite client work and a strong understanding of the Greater Boston area are important.

Why Join BMIT?

Many senior engineering positions promise growth but offer little clarity about what comes next.

We're approaching this differently.

We're hiring someone specifically because we have a leadership transition planned, and we want to provide the time, knowledge, and support needed to make that transition successful.

You'll have the opportunity to:

• Build meaningful client relationships instead of being an anonymous technician in a large support queue.
  

• Make technical decisions and influence how services are delivered.
  

• Remain hands-on with interesting engineering and security challenges.
  

• Develop leadership skills while working directly with experienced colleagues.
  

• Help shape the direction of our Boston operations as the company continues to grow.
  

We value practical experience, curiosity, clear communication, and people who take pride in their work.

If you're the engineer everyone turns to when something complicated breaks, and you're ready for a role with more ownership and a clear next step, we'd like to hear from you.

Our Hiring Process

We keep our hiring process straightforward and respectful of your time.

1. Initial Application & Screening: A few short questions to help us understand your background and experience.
   

2. Microsoft Teams Interview: A conversation about your technical experience, career goals, and the role.
   

3. In-Person Interview: Meet with founder Nick Salem and our current Boston lead at our Waltham office.
   

We aim to move efficiently through the process and respond to every applicant.

Interested in becoming the next leader of BMIT's Boston operations? Apply today.