AI Automation Engineer

AI Automation Engineer ABOUT BESTOW Life insurance is one of the world's most important products. It's also one of the hardest to build, distribute, and modernize. Bestow exists to change that. Bestow is a leading vertical technology platform serving some of the largest and most innovative life insurers. Our platform unifies the fragmented, legacy value chain, enabling carriers to launch products in weeks instead of years. Carriers choose us to scale and operate at unprecedented speed, powered by AI and automation. Bestow isn't selling policies. We're building the infrastructure that helps an entire industry move faster, reach more people, and deliver on its promise. Backed by leading investors (Goldman Sachs, Hedosophia, NEA, Valar, 8VC) and trusted by major carriers, Bestow is powered by a team that moves with precision, purpose, and heart. If you want to help reimagine a centuries-old industry with lasting impact, join us. Bestow offers flexible remote/hybrid work, meaningful benefits, equity, and substantial growth opportunities. Bestow participates in the E-Verify Program https://www.bestow.com/e-verify. ABOUT THE TEAM The AI Automation team is Bestow's internal function dedicated to how the business operates. We embed AI into the workflows of engineering, product, sales, legal, finance, and other parts of the business to eliminate process friction and drive measurable efficiency gains. We work cross-functionally to identify high-friction processes, rapidly prototype LLM-powered solutions, and harden them into production-grade systems that drive measurable business impact. The team partners closely with business operations, data science, data engineering, and product teams to translate research and operational intelligence into tools that achieve organic adoption. You'll be expected to move fast, build pragmatically, and treat AI not just as a technology but as a lever for redesigning how work gets done across the organization. WHAT YOU'LL DO As an AI Automation Engineer, you will identify, build, and scale AI-powered automation across Bestow's internal operations, serving as a catalyst for practical innovation that frees teams to focus on strategic and creative work. Build & Scale - Rapidly prototype MVPs using LLM APIs (Gemini, Anthropic), agent frameworks, and workflow orchestration platforms (n8n, Zapier, Make) to address business bottlenecks - Develop production-grade internal applications with reliable frontends, robust backends (Python), and proper observability - Design and implement RAG architectures, multi-step agent workflows, and structured output pipelines grounded in company data - Build automated evaluation frameworks (evals) to ensure the reliability, accuracy, and safety of AI-generated outputs - Use AI tooling to accelerate your own development process, supervising AI's architectural choices and debugging where it falls short Scale & Harden - Evolve successful prototypes into durable production systems with comprehensive error handling, logging, retry logic, and monitoring - Research and propose solutions that handle sensitive and business-critical data with appropriate security controls (PII handling, SOC2 awareness, HIPAA considerations, human-in-the-loop safeguards) - Optimize for cost, latency, and token efficiency across LLM-powered workflows - Design resilient systems with comprehensive monitoring and alerting that contribute to overall automation governance Advocate and Influence - Communicate complex technical concepts to non-technical stakeholders, building alignment and driving informed decision-making - Host workshops, create playbooks, and train team members across all departments, ensuring they can safely and effectively use, maintain, and get value from the tools you ship. - Document automation patterns and best practices to ensure long-term maintainability of processes with increasing criticality. - Champion responsible AI practices across the organization, ensur ... (truncated, view full listing at source)