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ExtensisHR

Provides HR, payroll, and benefits outsourcing

IT Support & Systems Technician 2

Full-TimeDeadline 9/23/27
No salary listed
Mid, Senior
Norwich, CT, USA
HybridWork from the Norwich-area office and travel to client locations.
IT OperationsSystem Administration, IT Service Desk & End User Support

About the job

Requirements
  • At least two years of hands-on IT support, systems administration, or managed-services experience.
  • Demonstrated Level 2 troubleshooting ability across endpoints, Microsoft 365, identity, networking, and common business applications.
  • Strong written and verbal communication skills.
  • Ability to organize and prioritize multiple assignments.
  • Ability to document technical work accurately and completely.
  • Sound judgment when making changes that could affect client operations or security.
  • Willingness to follow established processes while helping improve them.
  • Ability to work from the Norwich-area office and travel to client locations.
  • Valid driver’s license and reliable transportation.
  • Ability to participate in an on-call rotation.
  • Ability to pass applicable employment and background checks.
  • A college degree is not required when equivalent technical experience, professional development, and demonstrated ability are present.
Responsibilities
  • Take ownership of assigned tickets, scheduled work, and recurring responsibilities.
  • Diagnose technical problems and pursue them through resolution or effective escalation.
  • Communicate professionally and promptly with clients and team members.
  • Follow documented service-delivery processes and security practices.
  • Accurately record time, troubleshooting steps, root cause, resolution, and next actions.
  • Keep client technical documentation current as systems and configurations change.
  • Use remote monitoring, management, security, backup, and documentation tools effectively.
  • Understand the potential effect of technical changes on client security, productivity, and business continuity.
  • Collaborate with other service-delivery teams through clear handoffs and knowledge sharing.
  • Identify recurring problems and help develop permanent solutions.
  • Participate in daily huddles, team meetings, technical training, and improvement initiatives.
  • Provide onsite and after-hours support when scheduled or required.
  • For a Support Desk assignment, troubleshoot Microsoft 365, Windows, application, printing, connectivity, account, and endpoint issues; support client end users remotely and onsite; work tickets according to priority, age, and documented service processes; perform user and device moves, adds, and changes; verify reported problems before troubleshooting and confirm proper operation after resolution; recognize when issues should be escalated, scheduled, or transitioned into project work; work with third-party application and hardware vendors when necessary; and provide timely client updates.
  • For a Centralized Services assignment, monitor the health of remote monitoring and management, patching, endpoint protection, backup, security, and alerting systems; review and resolve alerts, failed jobs, backup errors, agent issues, and compliance exceptions; deploy and maintain managed-services tools across client devices; verify patch, backup, endpoint protection, and security-tool coverage; improve alert thresholds and reduce unnecessary or false-positive tickets; assist with new-client onboarding and tool deployment; work with vendors to resolve platform and integration problems; develop scripts, reports, workflows, or automations to improve service efficiency; and support the service team with centralized tools, technical knowledge, and internal training.
  • For a Technical Alignment assignment, perform scheduled remote and onsite reviews of client environments; compare client systems and configurations against company standards and industry practices; identify outdated, unsupported, undocumented, or misconfigured technology; review network infrastructure, endpoints, servers, Workspace and Microsoft 365, security controls, backups, licensing, and physical technology environments; confirm required management and security tools are properly applied; maintain accurate asset, configuration, and client-specific documentation; develop and update client-specific procedures and checklists; document risks and findings for technical and business planning; help reduce recurring tickets, downtime, and preventable service demands; and coordinate findings with account management, centralized services, support, and project teams.
Desired Qualifications
  • Previous experience working for a managed service provider.
  • Experience with ConnectWise Manage, NinjaOne, or comparable professional services automation and remote monitoring and management platforms.
  • Experience supporting organizations with cybersecurity or compliance requirements.
  • Familiarity with HIPAA, PCI, CIS Controls, or similar security frameworks.
  • CompTIA Network+, Security+, Microsoft, or comparable certifications.
  • Experience with technical auditing, system standardization, automation, or proactive account maintenance.
  • Experience supporting nonprofit, healthcare, professional-services, or other small and midsized organizations.

About the company

ExtensisHR is a professional employer organization (PEO) that helps businesses manage human resources tasks by handling HR administration, payroll and taxes, benefits and retirement plans, compliance, risk management, and employee management. Its service model places employees on ExtensisHR’s payroll while the client company maintains control over daily work, allowing the client to offload HR burden to ExtensisHR. The company works by providing outsourced HR services at scale, offering personalized solutions and leveraging its expertise to simplify HR for clients. Compared with others in the field, ExtensisHR emphasizes its size and customer-service focus, managing over $3 billion in employment-related costs annually and aiming to deliver high levels of support to help clients grow their business. Its goal is to reduce HR complexity for customers so they can focus on core business growth.

Company Size

201-500

Company Stage

N/A

Total Funding

N/A

Headquarters

Woodbridge Township, New Jersey

Founded

1997

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Simplify Jobs

Simplify's Take

What believers are saying

  • Jen Morrow became COO on January 5, 2026, sharpening execution.
  • Alan Missen joined April 6, 2026 to modernize technology and operating infrastructure.
  • Tampa expansion and IPANY growth deepen Southeast and healthcare distribution in 2026.

What critics are saying

  • G2 users report onboarding, payroll, and integration problems across 2026.
  • Forbes ranked ExtensisHR weak on claims and benefits processing in March 2026.
  • A major client compliance failure after Nicholas Kapiotis's April 2026 hire would damage trust.

What makes ExtensisHR unique

  • ExtensisHR pairs dedicated service with PEO, payroll, benefits, compliance, and recruiting.
  • June 2026 reviews on G2 show 4.6/5 across 87 reviews.
  • July 2026 IPANY deal gives 3,500 providers Anthem and Aetna access.

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Benefits

  • Health Insurance
  • Dental Insurance
  • Vision Insurance
  • Paid Vacation
  • Professional Development Budget

Company News

PR Newswire
Jul 13th, 2026
IPANY partners with ExtensisHR to deliver enterprise-level benefits and HR solutions to New York providers.

IPANY partners with ExtensisHR to deliver enterprise-level benefits and HR solutions to New York providers. Jul 13, 2026, 10:00 ET Partnership gives 3,500+ independent providers access to preferred health insurance pricing and comprehensive HR support SMITHTOWN, N.Y., July 13, 2026 /PRNewswire-PRWeb/ - The Independent Practice Association of New York (IPANY), the largest Independent Practice Association in New York State with over 3,500 providers, today announced an exclusive partnership with ExtensisHR, an industry-leading Professional Employer Organization (PEO) and HR solutions provider. The partnership gives IPANY members access to preferred health insurance pricing and a robust suite of HR services designed to ease the operational burden on independent practices. Through economies of scale, PEOs secure competitive rates on employee benefits and insurance - comparable to those of large group health plans and Fortune 500-level employers - for smaller groups. This collaboration extends that advantage directly to IPANY's network of independent providers. "At IPANY, our mission is to help independent practices thrive, not just survive," said Michael Ruiz de Somocurcio, President of IPANY. "This partnership gives smaller practices access to enterprise-level benefits and HR support, easing administrative burdens so our providers can focus on caring for patients." As part of the agreement, IPANY members gain access to two of the largest health plans in New York State: Anthem and Aetna. This preferred pricing helps independent practices offer competitive benefits to their employees while controlling costs. Beyond health insurance, ExtensisHR delivers an all-in-one solution that brings payroll, tax administration, compliance, risk management, technology, and comprehensive HR guidance together under a single umbrella. By consolidating these functions, practices can reduce administrative complexity and refocus their time on patient care. A dedicated ExtensisHR support team exclusively serves all IPANY members, ensuring personalized guidance and responsive service tailored to the needs of independent providers across the state. The partnership reflects IPANY's ongoing commitment to strengthening independent practices by pairing strong payer relationships with the operational support that helps providers thrive. About IPANY The Independent Practice Association of New York (IPANY) is the largest Independent Practice Association in New York State, representing more than 3,500 providers. IPANY empowers independent practices with access to leading payer contracts, clinical support, and shared resources that drive financial and operational success. Learn more at www.ipany.com or follow Coconut on LinkedIn. About ExtensisHR Founded in 1997, ExtensisHR is a leading national Certified Professional Employer Organization (PEO) and HR Outsourcing (HRO) solution provider, focused on delivering exceptional customer service. Coconut specialize in tailored HR solutions for small- and medium-sized businesses, with a comprehensive human resources portfolio including employee benefits, payroll and tax, Work Anywhere(R) technology, risk and compliance, employee management, recruiting, and more. For additional information, please visit: www.extensishr.com or follow Coconut on LinkedIn, X (formerly Twitter), Facebook, and YouTube. Media Contact SOURCE IPANY

Associated Press
Apr 13th, 2026
ExtensisHR appoints Nicholas Kapiotis as senior vice president, legal and compliance

ExtensisHR, a Professional Employer Organisation and HR outsourcing services provider, has appointed Nicholas Kapiotis as Senior Vice President, Legal and Compliance. The move supports the company's expansion of in-house legal and compliance capabilities as it scales operations. Kapiotis brings over 20 years of experience in PEO legal and regulatory matters. He previously served as General Counsel for the National Association of Professional Employer Organizations, working with state and federal legislators and agencies including the IRS and Department of Labor. The appointment follows recent executive additions, including Jen Morrow as President and Chief Operating Officer and Alan Missen as Chief Information Officer. Founded in 1997, ExtensisHR provides HR solutions to small and medium-sized businesses, including employee benefits, payroll and compliance services.

ExtensisHR
Apr 6th, 2026
ExtensisHR appoints Alan Missen as Chief Information Officer.

ExtensisHR appoints Alan Missen as Chief Information Officer. METROPARK, N.J. - April 6, 2026 - ExtensisHR, a nationally recognized Professional Employer Organization (PEO) and HR Outsourcing (HRO) services provider, today announced the appointment of Alan Missen as Chief Information Officer (CIO). Missen joins ExtensisHR as the Company continues to invest in the technology, data, and operating infrastructure needed to support growth, improve service delivery, and create a more seamless experience for clients and employees. His addition reflects ExtensisHR's focus on pairing strong technology capabilities with the white-glove model that has long been central to its approach. "Technology plays an important role in how we improve service and scale our business," said Blake Morris, Chief Executive Officer of ExtensisHR. "Alan brings deep experience leading large, complex technology initiatives, and he understands how to translate that work into better operating performance and a better experience for clients and colleagues. We are excited to welcome him to the team." Missen brings more than 35 years of experience leading technology transformation, systems modernization, and enterprise integration efforts across a range of industries, including HR, financial services, healthcare, information services, and professional services. Over the course of his career, he has worked with major organizations through periods of expansion, operational change, and business transformation. "I'm pleased to join ExtensisHR at an important point in its growth," added Missen. "The company has a strong reputation, a clear direction, and an opportunity to build on its already robust technology foundation. I look forward to working with the team to strengthen capabilities across the business and support the service experience ExtensisHR is known for." Missen follows the addition of Jen Morrow to ExtensisHR's executive team in January 2026 and demonstrates the Company's continued investment in leadership and operational strength as it enters its next phase of growth. About ExtensisHR Founded in 1997, ExtensisHR is a leading national Certified Professional Employer Organization (PEO) and HR Outsourcing (HRO) solution provider, focused on delivering exceptional customer service. We specialize in tailored HR solutions for small- and medium-sized businesses, with a comprehensive human resources portfolio including employee benefits, payroll and tax, Work Anywhere(R) technology, risk and compliance, employee management, recruiting, and more. For additional information, please visit: www.extensishr.com or follow us on LinkedIn, X (formerly Twitter), Facebook, and YouTube.

ExtensisHR
Aug 26th, 2025
ExtensisHR Earns 2025 Great Place to Work Certification(TM)

ExtensisHR earns 2025 Great Place to Work Certification(TM).

ExtensisHR
Aug 21st, 2024
ExtensisHR Wins Two Bronze Stevie(R) Awards

ExtensisHR wins two Bronze Stevie(R) Awards.