AI Enablement Engineer

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.

Primary Responsibilities

• Embed with internal teams to map workflows, find the largest bottlenecks, and redesign the whole workflow around AI rather than speeding up a single step.
• Build internal tools that replace manual processes.
• Automate multi-step workflows end to end: validation, approvals, notifications, status tracking, and exception handling.
• Prototype in days with AI coding tools and LLMs, then harden what sticks with testing, logging, error handling, and documentation.
• Measure results: cycle time, tickets deflected, hours saved, and error rates.
• Work within security and compliance requirements, including PCI scope, data classification, access control, and change management.
• Train users, gather feedback, and iterate.
• Advise and mentor individual team members on shaping their own workflows, so they can solve more problems themselves.
• Own the long-term support strategy for every tool you ship: who supports it, when it hands off, and when it retires.

AI Enablement & Automation

AI is core to how this role operates. You will:

• Use AI-assisted development tools such as Claude (including Claude Code) daily to design, build, test, and document solutions.
• Build agents and AI-powered workflows on the Microsoft AI stack (Microsoft 365 Copilot, Copilot Studio, Microsoft Foundry, Microsoft Fabric), grounded in company data through Microsoft IQ.
• Design, build, and support fully autonomous agents that carry out multi-step work, with guardrails, monitoring, and clear escalation paths.
• Build and maintain MCP servers, both local (STDIO) and remote (HTTP), that securely connect AI tools to internal systems and data.
• Package reusable capabilities as skills and plugins that teams can install and share.
• Practice context engineering: prompt and tool design, retrieval (RAG), and memory, so agents get the right information at the right time.
• Build evals and test sets that measure agent quality, catch regressions, and show when something is ready to ship.
• Instrument agents for observability and cost: tracing, token usage, and failure analysis.
• Choose the right tool and model for each problem, weighing quality, cost, and latency: low-code agent, custom code, or plain automation.
• Scout new AI tools and capabilities as they land, and form a clear point of view on what's worth enabling.
• Apply responsible AI practices in a highly regulated payment-processing environment, including data classification, access control, and human-in-the-loop review.
• Share what works: publish reusable prompts, agents, and patterns other teams can adopt.

Required Background and Experience

• 3-5 years of experience in technical operations/automation, software engineering, or solutions engineering. A Bachelor's degree in a related field or equivalent practical experience.
• Strong business and process sense: you can understand a non-technical team's workflow and design the right fix.
• Keeps pace with an AI ecosystem that changes daily, and can tell a real step forward from hype.
• Clear communicator who can work independently, prioritize by impact, and ship iteratively.
• Ability to manage multiple stakeholders and priorities in a fast-paced environment.

Required Technical Skills

• Hands-on experience building with AI coding assistants, with Claude strongly preferred, and applying LLMs to real workflows.
• Working proficiency with the Microsoft AI stack (for example Microsoft 365 Copilot, Copilot Studio, Foundry, Fabric), or demonstrated ability to ramp quickly.
• Full-stack fundamentals: a modern web framework, REST APIs, SQL, and scripting in Python or JavaScript/TypeScript.
• Comfortable with Git and team workflows: branching, pull requests, and code review.
• Experience with integration and workflow tools (APIs, webhooks, iPaaS, RPA, or similar).
• Understanding of secure development practices, authentication, and access control.

Preferred Skills and Experience

• Payments, fintech, or other regulated-industry experience.
• Familiarity with PCI DSS, SSO/OAuth, and data classification.
• Experience in a Windows/.NET environment (C#, PowerShell), Azure, and CI/CD (Azure DevOps or similar).
• Experience designing and supporting autonomous agents or agentic workflows, including MCP servers, skills/plugins, evals, and multi-agent orchestration.
• Experience supporting production tools used by non-technical teams.

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.