AI Automation Engineer

About****WON.ai

WON.ai is a performance creative and design agency that runs on systems, not on headcount thrown at problems. As we scale, the constraint isn't creative output, it's how much manual work still sits between our teams and the information they need: project status, client reporting, capacity, recruiting pipeline, and the day-to-day communication that keeps delivery moving.

This role exists to remove that constraint. You will work across project management, delivery, client reporting, internal operations, and recruiting to design and build the automation and infrastructure that lets those functions run on systems instead of manual effort.

AI powers the systems. Judgment powers what gets automated and how. Anyone can wire up a workflow. The job is knowing which manual process is actually worth automating, building it so it holds up in production, and making the people using it trust it enough to rely on it.

This role reports directly to the AI Practices Lead and executes within the automation roadmap they set.

What You’ll Own

• Execution of the automation roadmap set by the AI Practices Lead: you are the builder who turns priorities into working systems, in close collaboration with the teams who will use them

• Automation and supporting infrastructure for project management and delivery, including how work status, timelines, and handoffs move through the agency

• Client reporting dashboards and internal agency dashboards, built to be accurate and low-maintenance rather than requiring manual updates

• Capacity planning tooling that gives leadership a real-time, reliable view of team load

• Automation supporting recruiting workflows, from pipeline tracking to candidate communication

• Internal and external communication systems, reducing the manual coordination overhead that slows the agency down

• Flagging what should be automated next, based on where you see teams losing time to repetitive manual work

How Success Is Measured

• Automations on the roadmap ship and go live, on the timeline the AI Practices Lead sets

• Dashboards and systems you build are trusted and used daily by the teams they serve, not abandoned after launch

• Manual, repetitive work measurably decreases across project management, reporting, capacity planning, and recruiting

• Systems you build keep running without you: low-maintenance, well-documented, and stable in production

• You become the person teams go to when a manual process is costing them real time

Key Responsibilities

• Design, build, and maintain automation and infrastructure for project management and delivery workflows

• Build and maintain client reporting dashboards and internal agency dashboards, connected to real data rather than manually updated

• Build capacity planning tools and systems that track team load across active work

• Build automation to support recruiting: pipeline tracking, candidate communication, and reducing manual coordination

• Improve how information and communication move through the agency, both internally and with clients

• Work directly with the teams affected by each system you build, so what ships actually fits how they work

• Maintain and troubleshoot systems in production, not just at launch

• Continuously identify and propose the next highest-leverage process to automate

Must-Have:

• Demonstrated experience building automation and internal tooling in a production environment, not just personal projects

• Strong systems thinking: you can map how information and work actually move through an organization, not just build one workflow in isolation

• Comfortable working across multiple internal stakeholders (PM, delivery, recruiting, leadership) to understand what a process actually needs before automating it

• Can explain why a given process is worth automating and why a specific solution is the right one, not just that it works

• Experience with dashboarding and reporting tooling

• English fluency sufficient for daily collaboration with a US-based team

Nice-to-Have:

• Experience in an agency, professional services, or client-delivery environment

• Experience building recruiting or HR-adjacent automation

• Familiarity with AI/LLM-based tooling and agent workflows, beyond traditional scripting or RPA

• Experience standing up systems from scratch in a lean, fast-moving environment

How We Work / Culture

• Automation is treated as core infrastructure, not a side project squeezed between other work

• AI and automation exist to eliminate manual, repetitive work, not to replace judgment about what's worth automating

• Systems are built to be used and trusted, not just to demo well once

• High clarity and ownership over execution, with a clear roadmap and direct collaboration with the AI Practices Lead

Why Join****WON.ai

• Build the automation and infrastructure that an entire agency runs on, across delivery, reporting, capacity, and recruiting

• Work directly with the AI Practices Lead on a defined, prioritized roadmap rather than guessing at what matters

• See your systems used daily by real teams, and become the internal go-to for turning manual work into something reliable

• Join a nearshore contract role built for someone who wants to own the build, not just take tickets

If you want to be the person who quietly makes an entire agency run better because of the systems you built, we'd love to meet you.