Senior AI Engineer, ContactMonkey

• You hold a Bachelor’s degree (or higher) in Computer Science, Statistics, Mathematics, or Engineering, or equivalent practical experience
• 7+ years of professional software engineering experience, including 2+ years building AI/ML or data-driven systems in production SaaS environments
• You possess deep technical proficiency in AI systems, including handling complex subsystem interactions and dependencies
• You've moved LLM work past prototypes into production—thinking through eval frameworks, monitoring output quality, and iterating on prompts based on real-world performance
• You understand how to structure LLM calls for reliability: using function calling to ground outputs, testing responses systematically, and designing for failure modes (hallucinations, latency, cost)
• You have working knowledge of multi-agent orchestration frameworks and RAG architectures, including vector stores
• You prioritize a "question first, then answer" approach, thinking critically about problems before committing to a code path
• You bring intellectual humility, empathy, and strong listening skills to the team; you lead by example
• You are able to work collaboratively and independently
• You are comfortable with agile development
• You have excellent oral and written communication skills

Desirable

• Join the Engineering Team, where you’ll help shape and build our agentic future
• You’ll work closely with our Product and Engineering Teams, and our Chief Product & Technology Officer (CPTO), to turn vision into reality, partnering with a small, high-impact team to design, prototype, and ship AI-powered capabilities quickly
• This role is hands-on and iterative, focused on building production-grade agentic workflows that improve how internal communications are curated, designed, delivered, measured, and orchestrated
• Architectural Ownership: Lead the technical vision for our AI layer, driving technology adoption and research initiatives from spike to task breakdown
• Agentic Design: Move beyond simple features to architect and implement robust agentic workflows and intelligent system behaviors
• Strategic Execution: Operate with autonomy by building and executing against a 3-month strategic roadmap while refining work as you learn
• Production Ownership: Own the reliability and scalability of AI subsystems in production, so our AI layer stays trustworthy as it grows
• Cross-Functional Partnership: Collaborate closely with Product Management and the CPTO to translate business vision into concrete technical specifications
• Lead by Example: Be active within your team and the company. Participate in meetings; volunteer to lead initiatives; escalate questions or issues when necessary. Act as a subject matter expert for complex subsystem troubleshooting, cross-org dependencies, and architectural reviews
• Cultural Stewardship: Be a full participant in helping the engineering culture evolve as we grow