AI Deployment Specialist

About FirstWork

FirstWork is an applied AI company building the next generation of workforce operations technology.

We work with companies across staffing, logistics, healthcare, and retail that manage large frontline workforces. These businesses deal with complex, highly manual processes involving hiring, onboarding, document verification, compliance, training, and ongoing workforce management.

We're using AI agents to automate these workflows, working alongside human teams and integrating with the systems businesses already use.

Having raised $15M in our Series A, led by Earlybird Venture Capital, bringing our total funding to $20M, we're entering an exciting phase of growth. With established enterprise customers and a growing product footprint, we're expanding beyond hiring and onboarding to build a comprehensive AI-powered workforce operations platform.

About the Role

We're looking for an AI Deployment Specialist to take ownership of deploying and scaling AI-powered solutions for our enterprise customers.

This role sits at the intersection of customer success, solutions consulting, business operations, and applied AI. You'll work directly with customers to understand their operational challenges, identify opportunities for automation, design solutions using our AI platform, and drive implementation from initial discovery through deployment and beyond.

You'll be involved throughout the customer journey, from pre-sales solutioning and workflow discovery to implementation, go-live, ongoing optimization, and account expansion.

You'll act as the bridge between customers and our engineering team, ensuring that AI agents are not just deployed but deliver measurable business outcomes. You'll own the success of customer deployments and help identify opportunities to expand AI automation across new workflows, teams, and geographies.

What Makes This Opportunity Exciting?

• Own end-to-end customer deployments: Be responsible for taking AI solutions from initial discovery to live production environments.

• Work at the intersection of AI and operations: Solve complex, real-world business problems using AI agents and automation.

• Build alongside engineering: Work closely with product and engineering teams to shape solutions and influence platform capabilities.

• Drive measurable impact: Help enterprise customers reduce manual work, improve operational efficiency, and scale their workforce operations.

• Shape a growing function: Join at an exciting stage and help define how FirstWork deploys and scales AI across industries and geographies.

What You'll Do

• Pre-sales Solutioning: Work directly with prospective customers to understand their business operations, identify pain points, and translate requirements into practical AI-powered solutions. Support sales conversations with technical and operational expertise.

• Discovery & Workflow Mapping: Deeply understand customer workflows, standard operating procedures (SOPs), and operational challenges. Identify high-impact automation opportunities and distinguish customer-specific requirements from reusable platform capabilities.

• Solution Design & Implementation: Map customer requirements to FirstWork's platform, identify product gaps, scope required engineering work, and collaborate with engineering teams to deliver solutions quickly.

• Research & Compliance: Research industry-specific workflows, regulatory requirements, and country-level compliance rules. Ensure solutions accurately reflect the operational and regulatory requirements of each customer.

• Partnerships & Integrations: Identify and evaluate third-party vendors, platforms, and integration opportunities that help customers achieve their desired outcomes.

• AI Agent Deployment & Optimization: Own the AI agents deployed in customer environments. Monitor performance, identify failure patterns, optimize configurations, and continuously improve accuracy and reliability.

• Customer Expansion: Build strong customer relationships, identify additional automation opportunities, and proactively recommend solutions across new workflows, teams, and geographies.

• On-site Customer Engagement: Travel to customer locations when required to understand operations firsthand, support deployments, and build strong working relationships.

What We're Looking For

• Strong operational and technical problem-solving skills, with the ability to understand complex business processes and translate them into software solutions.

• Ability to navigate ambiguity and turn loosely defined customer problems into clearly scoped, executable solutions.

• Technical fluency to work closely with engineers, scope requirements, and understand AI agents, integrations, APIs, and automation workflows.

• Strong customer-facing communication skills and the confidence to lead both pre-sales conversations and post-deployment escalations.

• A strong sense of ownership, urgency, and accountability, with the ability to drive projects from start to finish.

• Ability to independently research unfamiliar industries, business processes, and regulatory environments.

• Comfort working in a fast-moving environment with multiple customer engagements and evolving priorities.

• Willingness and ability to travel to customer sites as needed.

Nice to Have

• Experience in frontline or high-volume operational industries such as staffing, logistics, delivery, retail, foodservice, healthcare, or care.

• Experience in solutions consulting, forward-deployed engineering, implementation, technical account management, or customer-facing technical roles.

• Exposure to AI-powered products, automation platforms, or agentic systems.

• Experience working with compliance-heavy workflows and multi-jurisdiction operations.

• Experience managing enterprise customer relationships and complex implementations.

What Success Looks Like

You'll know you're successful when the customers you own go live quickly, their AI agents operate reliably, and deployments continuously expand into new workflows and business areas.

You'll be the person customers trust to make AI work in their real-world operations, turning complex business challenges into solutions that deliver measurable results.

Why Join FirstWork?

• Work on real-world AI applications: Help deploy AI agents that solve meaningful operational challenges.

• Own customer outcomes: Take accountability for the entire deployment lifecycle, not just implementation milestones.

• Work across teams: Collaborate directly with customers, product, and engineering to bring solutions to life.

• Make an impact: Help transform how global enterprises manage their frontline workforce.

• Grow with FirstWork: Play a key role in shaping our deployment and solutions function as the company scales.

Firstwork is an equal opportunity employer. We evaluate applicants without regard to race, color, religion, sex, national origin, age, disability, or any other protected status.