Stackline

Senior IT Systems Administration

Stackline$120K — $135K *
Information Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • Bachelor's degree in IT, Computer Science, Cybersecurity, or related field, or equivalent experience.
  • 5+ years experience in corporate IT administration covering identity management, endpoint management, and networking.
  • Advanced knowledge of Microsoft 365 and Entra ID, including Exchange Online and Teams.
  • Hands-on experience with Microsoft Intune configuration and deployment.
  • Strong background in network administration and troubleshooting, including VPNs and firewalls.
  • Experience with SOC 2 and ISO 27001 compliance responsibilities and technical controls.
  • Project management experience with technology improvement initiatives.

Responsibilities

  • Administer Microsoft 365 and manage user access, single sign-on, and system updates.
  • Provide high-touch support and resolve complex technical issues for employees.
  • Oversee help desk operations and ensure service level compliance.
  • Configure and troubleshoot network infrastructure components like firewalls and VPNs.
  • Own IT compliance for SOC 2 and ISO 27001, including audit preparation.
  • Lead technology projects focusing on infrastructure and security improvements.
  • Continuously evaluate and recommend upgrades to existing IT systems.

Benefits

  • Comprehensive medical, dental, and vision coverage with HSA company match.
  • Fertility benefits to assist with family planning.
  • 401(k) plan with company match for retirement savings.
  • Paid life insurance to provide financial security.
  • 20 days PTO plus 9 paid holidays for work-life balance.
  • Paid parental leave to support family needs.
  • Summer Fridays with early departures for personal time.
  • Regular social events to foster team community.
  • Stocked kitchen with healthy snacks and fresh fruit for employee wellness.
Full Job Description
About The Role:

The Senior IT Systems Administrator is a highly visible, hands-on role responsible for delivering a responsive, high-touch technology experience across all levels of the organization. This position will administer and support the company's IT environment, including identity and access management, endpoint management, Microsoft 365, network infrastructure, employee technology, and security controls.

The role will serve as a subject matter expert and escalation point for complex technical issues, lead technology and infrastructure projects, and support end user IT activities. The ideal candidate can balance day-to-day operational needs with secure, scalable, and practical long-term solutions.

To support a white-glove employee experience, this position is based on-site at our Seattle office 5 days per week.

What You Will Do:

Systems Administration and Employee Technology
  • Administer Microsoft 365, Entra ID, Intune, and other business applications.
  • Manage user access, single sign-on, multifactor authentication, devices, applications, and system updates.
  • Manage employee onboarding, offboarding, access provisioning, hardware, software licensing, and IT assets.
  • Provide high-touch technical support and resolve complex hardware, software, access, and connectivity issues.
  • Oversee help desk operations, ticket priorities, service levels, escalations, and continuous improvement.
  • Maintain technical documentation, standard operating procedures, and employee training materials.

Network and Infrastructure
  • Configure, monitor, and troubleshoot networks, firewalls, VPNs, switches, wireless access points, DNS, and DHCP.
  • Monitor system and network performance and implement improvements to security, reliability, and scalability.
  • Support conference-room and audiovisual technology, including Zoom Rooms and Logitech equipment.
  • Manage relationships with technology vendors, service providers, and external partners.

Security and Compliance
  • Own IT responsibilities for SOC 2 and ISO 27001 readiness and ongoing compliance.
  • Manage technical controls, audit evidence, access reviews, remediation activities, and auditor requests.
  • Evaluate, implement, and maintain endpoint, identity, network, vulnerability-management, and security-monitoring tools.
  • Identify and resolve vulnerabilities, control gaps, configuration risks, and audit findings.
  • Support security incident investigation, containment, documentation, and follow-up actions.

Projects and Continuous Improvement
  • Lead infrastructure, endpoint, security, software-deployment, and technology-improvement projects.
  • Evaluate new technologies and recommend upgrades, automation, and process improvements.
  • Manage project plans, stakeholders, vendors, timelines, risks, and communications.
  • Balance day-to-day support with longer-term technology, security, and compliance priorities.


What We Are Looking For:
  • Bachelor's degree in information technology, computer science, cybersecurity, or a related technical field, or an equivalent combination of education, certifications, and relevant professional experience.
  • 5+ years of progressive experience independently administering and supporting a corporate IT environment across identity and access management, endpoint management, networking, collaboration platforms, and end-user support.
  • Advanced experience administering Microsoft 365 and Microsoft Entra ID, including Exchange Online, SharePoint, OneDrive, Teams, user and group administration, role-based access, multifactor authentication, conditional access, enterprise applications, and single sign-on.
  • Hands-on experience implementing and administering Microsoft Intune, including device enrollment, configuration profiles, compliance policies, application deployment, endpoint security, and operating-system updates.
  • Strong experience administering and troubleshooting Windows environments, with practical experience supporting macOS devices.
  • Strong knowledge of network administration and troubleshooting, including TCP/IP, DNS, DHCP, VPNs, VLANs, wireless networks, switches, firewalls, and access points.
  • Practical experience supporting SOC 2 and ISO 27001 compliance programs, including operating technical controls, collecting audit evidence, conducting access reviews, tracking remediation, supporting risk assessments, and coordinating with auditors.
  • Experience evaluating, implementing, and maintaining security technologies and controls, including endpoint protection, identity security, vulnerability management, firewalls, and access controls.
  • Experience managing IT service delivery and employee technology lifecycle processes, including help desk operations, ticket prioritization, service-level expectations, onboarding and offboarding, access provisioning, hardware deployment, software licensing, asset management, and escalation of complex technical issues.
  • Experience leading infrastructure, endpoint, security, software-deployment, or technology-improvement projects from planning through implementation.
  • Experience supporting conference-room and audiovisual technologies, including Zoom Rooms or similar platforms.
  • Strong judgment, communication, project-management, and stakeholder-management skills, with the ability to balance hands-on support and immediate operational needs with scalable, long-term technology and security initiatives.


Bonus Points If You Have:
  • Microsoft, CompTIA, Cisco, ISC2, ISACA, or other relevant professional certifications.
  • Familiarity with GDPR and other applicable data-protection or privacy requirements.
  • Experience applying ITIL practices in an internal IT environment.


Benefits and Perks:

It's important that each and every employee feels they are supported and can complete their life's best work today and in the future. As part of that, we are committed to doing our part in addressing pay gaps and discrepancies by providing pay transparency for all of our roles. Actual salaries are just one component of the compensation package and may vary above or below the range based on job-related knowledge, skills, experience, geographical location, and performance. The pay range for this position is $120,000 - $135,000 per year. Other rewards may include annual bonuses, short- and long-term incentives, and other team-specific awards. In addition, we provide a robust benefits and perks package that includes:

  • Comprehensive medical, dental, and vision coverage that actually supports you - including HSA with company match and FSA options
  • Fertility benefits to support your path to parenthood
  • 401(k) with company match to help you plan ahead
  • Company-paid life insurance
  • 20 days of PTO + 9 company holidays to truly unplug
  • Paid parental leave for all parents - because family matters
  • Summer Fridays (log off at 3pm and enjoy it)
  • Regular in-office social events including happy hours and catered lunches
  • A thoughtfully stocked kitchen with healthy snacks and fresh fruit


About Stackline

Stackline is a retail intelligence and software company based in Seattle, Washington. The company provides a SaaS platform that enables retailers and brands to optimize their e-commerce operations and drive revenue growth. Stackline's platform uses data analytics and machine learning to provide insights into consumer behavior, market trends, and product performance. The company was founded in 2014 by Michael Lagoni and Raj Ramaswamy, and has since grown to serve clients in over 30 countries.
Learn more about Stackline
Size
100 employees
Industry
Net Income
-$1 million
Founded
2014
5 Year Trend
+50%
Revenue
$10 million

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