[Hiring] AI Automation Engineer @Bestow

Role Description

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, ensuring the automations you build include appropriate human oversight, observability, and safeguards, especially for business-critical or sensitive data workflows.

Qualifications

• Proven track record of shipping tools or automations that achieved real adoption, not just demos.
• Strong cross-functional communicator who is comfortable interviewing a sales rep, ops manager, or legal coordinator about their workflow and translating it into a technical spec.
• High level of ownership and accountability, particularly when building systems that handle sensitive or business-critical data.
• Ability to connect what you ship to measurable outcomes; you’re comfortable working with business partners to define success metrics and report on results.
• Adaptability to learn new technologies and products as the job demands.

Requirements

• 5+ years of experience in full-stack development or software engineering with strong skills in Python and JavaScript/TypeScript.
• 1+ years of hands-on experience building LLM-backed tools involving prompt engineering, API integration, and automated evaluations.
• Demonstrated experience with at least one orchestration/agent framework (LangChain, LangGraph, CrewAI, AutoGen, or similar).
• Familiarity with RAG architectures, including vector databases (Pinecone, Weaviate, pgvector) and embedding pipelines.
• Experience with workflow and integration platforms (n8n, Zapier, Make, Temporal, or Airflow).
• Familiarity with cloud infrastructure on Google Cloud Platform (GCP), including Cloud Run, Cloud Functions, Vertex AI, Cloud Storage, and IAM, or comparable AWS or Azure infrastructure and tooling.
• Demonstrated experience with AI Coding assistants. AI tools are heavily ingrained in Bestow culture.
• Strong debugging skills; you can diagnose failures across prompts, integrations, APIs, and business logic.
• Knowledge of data security practices relevant to AI (PII handling, HIPAA, SOC 2).
• Experience with BigQuery and advanced SQL for data analysis and pipeline integration.
• Experience building CI/CD pipelines using tools such as Docker, CircleCI, git, etc.
• Nice to have: Experience with LLM observability tools (LangSmith, Helicone, Braintrust) and MLOps practices.
• Nice to have: Background in insurance, fintech, or other regulated industries.

Benefits

• Competitive salary and equity based on role.
• Policies and managers that support work/life balance, like our flexible paid time off and parental leave programs.
• 100% paid-premium option for medical, dental, and vision insurance.
• Lifestyle stipend to support your physical, emotional, and financial wellbeing.
• Flexible work-from-home policy and open to remote.
• Remote and WFH options, as well as a beautiful, state-of-the-art office in Dallas’ Deep Ellum, for those who prefer an office setting.
• Employee-led diversity, equity, and inclusion initiatives.