Architect the AI engine that powers every client we sign. Own the entire technical layer.

The Opportunity

Why this role is different

What you'll own

• Personally architect, build, and deploy AI voice and chat agents for client accounts across commercial roofing, HVAC, and tutoring verticals
• Wire up all integrations: lead sources (forms, GMB, ad pipelines), calendars, CRMs, webhooks, and automation workflows
• Own system uptime, reliability, and troubleshooting across all client accounts
• Build the technical onboarding process so new clients go live in days, not weeks
• Continuously optimize AI conversation quality by reviewing call recordings and refining agent logic
• Build the internal technical playbook, documentation, and SOPs so the role scales beyond you
• Leverage AI tools to accelerate agent development, automate QA testing, and streamline deployment workflows

Building the department

As a leadership role, you will be responsible for building this department from the ground up:

• Design the org chart and hiring roadmap for the systems department over the next 12 months
• Select, implement, and enforce the AI platform stack, automation tooling, and integration architecture
• Build the deployment pipeline: from client intake to fully configured live system
• Establish onboarding and certification processes for future systems engineers and technical onboarding specialists
• Create a culture of technical excellence, documentation, and relentless system improvement

How success is measured

Compensation & upside

Industry-leading executive package: competitive base salary + performance bonus tied to system uptime and delivery speed + equity participation for the right candidate.

• Competitive base salary commensurate with experience
• Performance bonuses for hitting uptime, deployment speed, and AI conversion targets
• Quarterly bonuses tied to overall client system performance and retention
• Equity / profit-share participation for long-term alignment
• Full remote flexibility and autonomy

Who we're looking for

• 5+ years building and deploying AI voice agents, chatbots, or conversational AI systems
• Deep expertise in automation platforms (Zapier, Make, n8n), CRM integrations, and API/webhook architecture
• Proven track record of building and scaling technical delivery for a service business or agency
• Strong understanding of lead-to-sale pipelines and how AI agents fit into the acquisition funnel
• Proficient at leveraging AI tools to accelerate development, automate testing, and optimize agent performance
• Obsessive about documentation, SOPs, and building systems that scale beyond one person
• Comfortable owning the entire technical stack end-to-end with high autonomy

Ready to build with us?

We review every application personally. If your track record matches what we are building, you will hear from us within 48 hours.

Apply for Head of Systems & Automation

Complete the structured application below. We review every submission personally.