bestow - AI Automation Engineer
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Requirements
• You are a hands-on engineer who is highly collaborative across the company, writes production code, owns systems in production, and is accountable for the reliability of what you ship. • 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. You help bridge the gap between business problems and engineering solutions. • 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 • 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. • What Success Looks Like
Responsibilities
• 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. • 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 • 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.
Benefits
• $126K – $148.5K • Offers Equity • Starting compensation may vary based on geographic location, work experience, and skills. • Upload your resume here to autofill key application fields. • Drop your resume here! • Parsing your resume. Autofilling key fields... • or drag and drop here • Note: we ask for address as we might need it for documents such as offer letters. This information, along with other contact information is kept private. • Including portfolio links and relevant passwords if applicable • No, I will not need immigration support now or in the future (U.S. citizen, Green Card holder, or other permanent resident status). • Yes, I will need a transfer of my current visa (such as an H-1B). • Yes, I will need a different type of sponsorship in the future (for example, OPT to H-1B). • Yes, I will need a TN visa. • Decline to self-identify • Hispanic or Latino - A person of Cuban, Mexican, Puerto Rican, South or Central American, or other Spanish culture or origin regardless of race. • Hispanic or Latino • White (Not Hispanic or Latino) - A person having origins in any of the original peoples of Europe, the Middle East, or North Africa. • White • Black or African American (Not Hispanic or Latino) - A person having origins in any of the black racial groups of Africa. • Black or African American • Native Hawaiian or Other Pacific Islander (Not Hispanic or Latino) - A person having origins in any of the peoples of Hawaii, Guam, Samoa, or other Pacific Islands. • Native Hawaiian or Other Pacific Islander • Asian (Not Hispanic or Latino) - A person having origins in any of the original peoples of the Far East, Southeast Asia, or the Indian Subcontinent, including, for example, Cambodia, China, India, Japan, Korea, Malaysia, Pakistan, the Philippine Islands, Thailand, and Vietnam. • Asian • American Indian or Alaska Native (Not Hispanic or Latino) - A person having origins in any of the original peoples of North and South America (including Central America), and who maintain tribal affiliation or community attachment. • American Indian or Alaska Native • Two or More Races (Not Hispanic or Latino) - All persons who identify with more than one of the above five races. • Two or More Races • Hispanic or Latino • White (Not Hispanic or Latino) • Black or African American (Not Hispanic or Latino) • Native Hawaiian or Other Pacific Islander (Not Hispanic or Latino) • Asian (Not Hispanic or Latino) • American Indian or Alaska Native (Not Hispanic or Latino) • Two or More Races (Not Hispanic or Latino) • I identify as one or more of the classifications of protected veteran listed above • I am not a protected veteran
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