Sr. Systems Administrator

FreedomPay•Philadelphia, PA

4d•Hybrid

About The Position

The FreedomPay Commerce Platform is a leading technology solution for major global companies across various industries including retail, hospitality, lodging, gaming, sports and entertainment, foodservice, education, healthcare, and financial services. FreedomPay's platform is designed for high performance in complex global commerce environments and is recognized for its world-class security, being the first in North America to achieve PCI Security Standards Council validation for Point-to-Point Encryption with EMV. The company offers robust solutions for payments, security, identity, and data analytics, accessible in-store, online, and on mobile, with extensive API adoption. The award-winning platform operates on a unified technology stack across multiple continents, enabling consistent enterprise experiences globally. FreedomPay is a rapidly growing company with a positive culture, offering competitive benefits and compensation in a business casual setting. We are looking for a highly skilled and experienced Senior Systems Administrator to join our IT Applications team. This role is pivotal as a technical leader and subject matter expert in endpoint management, cloud platforms, and enterprise applications. The successful candidate will be instrumental in designing, implementing, and scaling modern technology solutions, including SaaS platforms and AI tools, while fostering enterprise adoption and user enablement. This position also involves mentoring junior team members.

Requirements

Bachelorâ€™s degree in Computer Science, Information Technology, or related field (or equivalent experience)
5+ years of experience in systems administration or IT applications support in enterprise environments
Expertise in Microsoft Intune and Azure administration
Experience deploying and managing SaaS platforms, enterprise applications, or end-user technologies at scale
Experience supporting rollout and adoption of new technologies (e.g., SaaS tools, internal platforms, or AI applications)
Strong knowledge of identity and access management concepts and endpoint management practices
Experience with PowerShell scripting and automation tools
Excellent problem-solving skills and attention to detail
Strong communication and collaboration abilities

Nice To Haves

Microsoft certifications (e.g., MS-102, AZ-104, MD-101)
Experience with AI tools or platforms and supporting enterprise adoption (e.g., copilots, LLM-based tools such as Claude)
Experience driving technology rollouts or digital transformation initiatives
Familiarity with ITIL practices and service management tools

Responsibilities

Lead the configuration, deployment, and management of Microsoft Intune for device compliance, application deployment, and endpoint security
Administer and optimize Azure services including identity management, endpoint integration, and application support
Support the rollout, adoption, and ongoing management of enterprise SaaS platforms and internal tools
Partner with IT, Security, and business teams to implement and scale AI-driven tools (e.g., Claude) and support responsible usage across the organization
Drive end-user adoption and change management for new technologies, including training, documentation, and best practices
Collaborate with cross-functional teams to ensure seamless integration between enterprise applications, endpoints, and cloud services
Monitor system performance and troubleshoot issues to ensure high availability and reliability of supported applications and services
Develop and maintain documentation for systems architecture, processes, and procedures
Participate in audits, compliance reviews, and security assessments
Mentor junior administrators and contribute to team development and knowledge sharing
Be onsite at our Philadelphia office 4 days per week