The Role
Own HaloPSA administration, implementation, automation, reporting, documentation, and process improvement. Lead migration from ConnectWise through go-live, develop dashboards and operational metrics, resolve complex platform issues, establish repeatable standards, and train NOC teams. Administer Azure and Microsoft 365 integrations, automate workflows with PowerShell, use SQL for reporting, and collaborate across technical teams to improve platform efficiency and reduce operational friction.
Summary Generated by Built In
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
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.
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.
Purpose—What You'll Do
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
Qualifications:
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.
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
About
Endsight is a California-based outsourced technology managed services provider. Companies that hire us expect their technology to perform. And they count on us to make it so. While we ensure their systems operate effectively and their investments in IT align with their business goals, our clients get to concentrate on employing that technology to thrive. Our team of experts, ranging from the CIO level to readily-available help desk specialists, collaborate to provide comprehensive IT support to small and mid-sized businesses - nonprofits included. In the realm of cybersecurity, we help organizations assess vulnerabilities, tailor and implement protection measures, train staff, and maintain effective practices.
Skills 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 such as ConnectWise, HaloPSA, Autotask, or similar
- Experience with platform 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
- 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 tools
- Asset and configuration management experience, including CMDB and asset lifecycle management
- HaloPSA certification or ITIL certification
- Experience leading platform migrations or go-live implementations
- Experience reducing organizational dependency on tribal knowledge through repeatable processes and training programs
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The Company
What We Do
California-based organizations hire Endsight to ensure that their technology systems operate effectively and align with their business goals. They rely on our award-winning helpdesk support, secure environment, and strategic guidance to thrive. From the help desk specialists to technical account managers, and project managers, Endsight's team collaborates to provide comprehensive IT support to small and mid-sized businesses. In the realm of cybersecurity, we help clients assess vulnerabilities, tailor and implement protection measures, train staff, and maintain effective practices
