Note: The job is a remote job and is open to candidates in USA. Endsight is hiring a System Engineer to lead the HaloPSA implementation and serve as its technical subject matter expert. The role owns platform administration, process improvement, automation, reporting, documentation, and team training as HaloPSA becomes central to client and operational management.

Responsibilities

• 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

Skills

• 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
• 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

Benefits

• 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

Company Overview