AI Enablement & Systems Manager

Wantable • Milwaukee, WI

11h • Hybrid

About The Position

The AI Enablement & Systems Manager owns the architecture, governance, performance, and cost structure of Wantable’s internal AI ecosystem and sits at the intersection of LLM's, agents, workflow automation, and internal AI infrastructure. This is a systems-first role focused on building stable, scalable infrastructure for AI agents and automations across the company. While you will support departments and drive adoption, your primary responsibility is to design and maintain the underlying frameworks, integrations, guardrails, and standards that make AI reliable and production-ready. If you're energized by connecting systems, debugging API integrations at 2am because you want to figure it out, and teaching non-technical people to work with AI, this role is for you.

Requirements

• Hands-on experience with workflow automation tools (e.g. N8N, Make, Zapier, or similar)
• Strong understanding of modern LLM ecosystems (Claude, OpenAI, Gemini, etc.)
• Experience building production-grade AI agents and automations
• Experience with RAG, tool-calling, and multi-step orchestration
• API integration expertise (REST, webhooks, JSON)
• Scripting ability (Python and/or JavaScript/Node.js)
• Git/GitHub proficiency
• Strong understanding of model tradeoffs (latency, cost, safety

Nice To Haves

• Experience with AI agent frameworks or orchestration platforms
• Prompt engineering and evaluation frameworks
• E-commerce, retail, or DTC experience
• Cloud or self-hosted infrastructure experience
• SQL and data warehousing familiarity
• Experience building internal AI governance programs

Responsibilities

• Own AI Infrastructure & Architecture
• Design and maintain Wantable’s AI systems architecture
• Deploy and manage AI agents across departments
• Architect agent hierarchies (master agents, sub-agents, permissions, access controls)
• Build scalable workflow automations that integrate AI with business systems
• Implement retrieval-based workflows (RAG), tool-calling, and multi-step agent orchestration
• Ensure systems are production-ready, stable, secure, and documented
• Integrations & Internal Tooling
• Build and maintain integrations with: Asana, Google Workspace, Zendesk, Ecommerce & operations platforms, Internal systems (e.g., Modus)
• Develop lightweight internal tools (dashboards, bots, web apps)
• Standardize API usage, authentication methods, and webhook handling
• Maintain secure data handling practices across AI workflows
• Own the AI Tool Budget & Cost Governance
• Manage and optimize AI API usage across LLM providers
• Monitor departmental usage via API keys or cost centers
• Optimize model selection for cost vs. performance
• Forecast AI spend and maintain predictable budgets
• Recommend tool stack changes based on ROI and reliability
• Own vendor evaluations and purchasing decisions
• Standardization, Governance & Knowledge Management
• Establish standards for: Agent configuration, Naming conventions, Documentation, Prompt versioning
• Own the shared repository for: Company knowledge, SOPs, Prompt libraries, Agent configurations
• Implement guardrails for safe and responsible AI usage
• Maintain version control and regression testing processes
• Create reusable templates for departmental AI deployments
• Support & Enablement
• Serve as the internal escalation point for AI agent issues
• Debug integration failures, workflow instability, and memory issues
• Train department leads on agent usage and best practices
• Create onboarding documentation and internal playbooks
• Build a network of AI champions across departments

Benefits

• We have a laid-back, casual environment in a state-of-the-art HQ in Walkers Point.
• We offer flexible schedules, paid parental leave (mothers AND fathers), and a private room for nursing mothers.
• Even more exciting: paid vacation and seven paid holidays per year, plus a 50% discount on all merchandise. You’ll be eligible for the discount on your first day.
• Important, but maybe less thrilling: we have ample parking, we offer medical (traditional and high deductible), dental, and vision insurance, as well as a 401K (both pre-tax and Roth options).

What This Job Offers

• Job Type: Full-time
• Career Level: Manager
• Education Level: No Education Listed