Managing Engineer, Applied Generative AI
About The Position
SquareTrade is seeking a hands-on Managing Engineer to lead the operationalization of Generative AI at enterprise scale. This role owns the delivery of production-grade, LLM-powered systems that enhance claims processing, customer support, and fraud detection.You will lead two squads—AI Platform Infrastructure and Applied AI Product—guiding solutions from architecture and experimentation through secure, cost-efficient production deployment. This is a player-coach role, with at least 50% hands-on contribution in design, coding, and technical execution using XP practices including test-driven development and pair programming.
Requirements
- Bachelor's Degree in Computer Science or related field
- 8 or more years of engineering experience
- Strong proficiency in Python and modern AI tooling
- Experience with vector databases, LLM frameworks, and agent orchestration (e.g.,Semantic Kernel, CrewAI, Google ADK)
- Hands-on experience with Azure or AWS, Docker, and Kubernetes
Nice To Haves
- 2 or more years of management experience with full time software engineers
- Experience with fine-tuning, RLHF, evaluation frameworks (including “LLM-as-a judge”)
- Experience in insurance, warranty, fintech, or e-commerce domains
- Familiarity with hybrid cloud and on-prem environments
- Strong DevOps and GitHub collaboration experience
Responsibilities
- Own the end-to-end lifecycle of generative AI products, from architecture and prototyping to enterprise production
- Lead and mentor engineering teams, setting technical direction, expectations, and delivery standards
- Design and evolve scalable AI platforms, including LLM orchestration, vector search, evaluation frameworks, monitoring and observability
- Integrate modern AI capabilities into existing enterprise systems and workflows
- Establish and champion CI/CD, TDD, and DevOps best practices
- Partner closely with product managers and stakeholders to translate business needs into technical solutions
- Communicate technical trade-offs, risks, and outcomes clearly to executive and non-technical audiences
- Foster a culture of collaboration, feedback, and continuous learning
Benefits
- Medical, dental and vision coverage with network optionality and the ability to contribute to a savings account (HSA or FSA)
- Up to 4% company match into 401(k) and contributions into your company-sponsored pension
- $75/month budget to help prioritize your physical wellbeing
- $80/month stipend to subsidize connectivity costs
- Mental health resources including free 1:1 therapy, coaching sessions and digital resources
- Supportive leave policies
- Flexible Time Off Policy in addition to 9 Company Holidays
- Tuition reimbursement up to $5,250 per year to further your personal educational advancement desires
- Hybrid work arrangements with regular investment in gatherings/offsites to spend time together as team
- Various corporate perks and discounts
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What This Job Offers
Job Type
Full-time
Career Level
Manager
