System Engineer, Platform Operations: HaloPSA

About Endsight

• 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.

Responsibilities

• 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

Requirements

• 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
• 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

Pay

$90,000 - $120,000 / year

Benefits

• 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.
• Benefits…What You'll Get
• Medical: Company pays 100% of the base plan for the employee and family
• Dental & Vision
• 401(k) with employer matching
• Accrued Paid Time Off
• 9 Paid Holidays
• Career Development support and programs