Sr. Systems Administrator

United States·PhiladelphiaFull Timesenior

Systems AdministratorInfrastructure & Cloud

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The FreedomPay Commerce Platform is the technology of choice for many of the largest companies across the globe in retail, hospitality, lodging, gaming, sports and entertainment, foodservice, education, healthcare and financial services. FreedomPay’s technology has been purposely built to deliver rock solid performance in the highly complex environment of global commerce. The company maintains a world-class security environment and was first to earn the coveted validation by the PCI Security Standards Council against Point-to-Point Encryption with EMV standard in North America. FreedomPay’s robust solutions across payments, security, identity and data analytics are available in-store, online and on-mobile and are supported by rapid API adoption. The award winning FreedomPay Commerce Platform operates on a single, unified technology stack across multiple continents allowing enterprises to deliver a consistent, repeatable experience on a global scale. FreedomPay is a fast paced, high growth company with a great culture with competitive benefits and compensation with a business casual atmosphere.

We are seeking a highly skilled and experienced Senior Systems Administrator to join our IT Applications team. This role will serve as a technical leader and subject matter expert across endpoint management, cloud platforms, and enterprise applications. The ideal candidate will play a critical role in designing, implementing, and scaling modern technology solutions—including SaaS platforms and emerging AI tools—while supporting enterprise adoption and user enablement. This individual will also provide mentorship and guidance to junior team members.

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 3 days per week

Bachelor’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

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

This role will be hybrid at our Philadelphia office 3 days per week.

As the fastest growing commerce company in the industry, we offer the opportunity for tremendous upward mobility within the company as well as development and professional growth opportunities. FreedomPay's fulltime roles provide exceptional benefits including medical, prescription, dental and vision coverage, Life Insurance, Retirement Plans with company match, commission sharing plan, flexible hybrid working environment, and great parental and other leave programs. All positions must be able to successfully pass a background check as well as a credit check.

FreedomPay is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or status as a protected veteran.