Endsight

Outsourced IT management and support

System Engineer - Platform Operations

Enterprise ApplicationsUpdated on Nov 13

Full-time$90k - $120k /yr

About the Job

Requirements

At least 5 years of experience in systems engineering, platform administration, or infrastructure operations in an MSP or technical services environment.
Hands-on experience administering a PSA or ticketing platform such as ConnectWise, HaloPSA, or Autotask, including workflows, automation rules, and reporting.
Experience administering Azure and Microsoft 365, including enterprise applications, identity integrations, and partner delegated access.
Strong PowerShell or similar scripting experience used routinely to automate platform operations and reporting.
Working knowledge of SQL for reporting and operational analytics.
Demonstrated ability to develop operational standards, processes, and documentation.
Strong troubleshooting and systems engineering skills with a process-oriented mindset.

Responsibilities

Serve as the subject matter expert for HaloPSA, guiding the team through complex platform administration and strategic improvements.
Lead the HaloPSA implementation from migration through go-live, working closely with leadership to ensure a smooth transition from ConnectWise.
Design dashboards, reporting, and operational metrics that improve visibility, compliance, and business value.
Develop standard work and documentation that reduces tribal knowledge and enables the NOC team to support HaloPSA consistently.
Identify and implement automation and process improvements across HaloPSA and integrated platforms to reduce operational friction.
Take escalations and solve complex platform-related issues spanning multiple teams.
Collaborate with Development, Automation, and all value streams to continuously improve platform workflows and organizational efficiency.

Desired Qualifications

Hands-on HaloPSA administration and configuration.
API and integration experience connecting RMM, documentation, accounting, and email tools.
Asset and configuration management experience, including CMDB and asset lifecycle.
HaloPSA certification or ITIL certification.
Experience leading platform migrations or go-live implementations.
Background reducing organizational dependency on tribal knowledge through repeatable processes and training programs.

Location | Napa, CA headquarters or US remote. Pacific-hours overlap preferred.

You're the kind of person who builds systems that matter. You're sharp, resourceful, and calm under pressure—the one people count on when platforms need to work flawlessly. You love solving problems, reducing friction, and creating moments where teams can focus on strategy because you've got the infrastructure handled.

But lately, you might be craving a team that matches your standards—where technical excellence and strategic impact go hand in hand.

That's where Endsight comes in.

Who We Are

Endsight is a fast-growing IT Managed Service Provider built on one core belief:
When we help others thrive, we thrive too.
We partner with small and mid-sized organizations—including nonprofits—to ensure their technology performs flawlessly so they can focus on what they do best.
We're a team that learns fast, leans in, and looks out for one another. Life here feels like being part of a great university—you'll grow quickly, connect deeply, and do work that truly matters.

You'll become the technical subject matter expert for HaloPSA as it becomes the backbone of how Endsight manages clients and operations. You're joining the implementation team through go-live, then taking ownership as the platform grows. You’ll own platform administration, process improvement, automation, and training the team to run HaloPSA efficiently and consistently.

Your days will include:

Serving as the subject matter expert for HaloPSA, guiding the team through complex platform administration and strategic improvements
Leading the HaloPSA implementation from migration through go-live, working closely with leadership to ensure a smooth transition from ConnectWise
Designing dashboards, reporting, and operational metrics that improve visibility, compliance, and business value
Developing standard work and documentation that reduces tribal knowledge and enables the entire NOC team to support HaloPSA consistently
Identifying and implementing automation and process improvements across HaloPSA and integrated platforms to reduce operational friction
Taking escalations and solving complex platform-related issues that span multiple teams
Collaborating with Development, Automation, and all value streams to continuously improve platform workflows and organizational efficiency

Who Thrives Here

You'll fit right in if you:

Take pride in helping others succeed
Love mastering your tools and improving your craft
Communicate clearly and stay composed under pressure
Are energized by teamwork and mutual respect
Want to grow in a place where your success helps everyone win

Required:

5+ years of experience in systems engineering, platform administration, or infrastructure operations in an MSP or technical services environment
Hands-on experience administering a PSA or ticketing platform (ConnectWise, HaloPSA, Autotask, or similar), including workflows, automation rules, and reporting
Azure and Microsoft 365 administration experience, including enterprise applications, identity integrations, and partner delegated access
Strong PowerShell or similar scripting experience, used routinely to automate platform operations and reporting
Working knowledge of SQL for reporting and operational analytics
Demonstrated ability to develop operational standards, processes, and documentation
Strong troubleshooting and systems engineering skills with a process-oriented mindset

Preferred:

Hands-on HaloPSA administration and configuration
API and integration experience connecting RMM, documentation, accounting, and email tool
Asset and configuration management experience (CMDB, asset lifecycle)
HaloPSA certification or ITIL certification
Experience leading platform migrations or go-live implementations
Background reducing organizational dependency on tribal knowledge through repeatable processes and training programs

Join a Team That's All-In on Helping You Thrive
If you're ready to perform at a high level, learn like crazy, and make a real impact for the people you serve—Endsight is where you belong.

Apply today and let's build something excellent together.

About the Company

Endsight

Outsourced IT management and support

Endsight provides premium IT management and support by acting as a local outsourced IT department for around 250 Bay Area clients, including nonprofits. Its service blends highly trained IT professionals with automation and remote management to build reliable networks that support a client’s mission and operations. The company works by starting with strategy—understanding each client’s goals and how technology fits into their mission—then designing, implementing, and managing technology to be a positive experience. This approach differentiates Endsight from competitors through its emphasis on strategic planning, human-friendly support, and serving mission-driven organizations. The goal is to deliver an excellent operational experience for organizations doing community-focused work, helping them leverage technology as a lever for their mission and success.

Company size: 51-200
Company stage: Not listed
Total funding: Not listed
Headquarters: Bangor, ME
Founded: 2004

Recently Posted Jobs

Explore more opportunities at Endsight

See more jobs