Trust & Will · 1 day ago
Staff AI Agent Software Engineer
United States
Full-time
Remote
Senior Level, Lead/Staff
$208K/yr - $280K/yr
7+ years expTrust & Will is the leading digital estate planning platform, providing modern solutions to help families protect their legacies. They are seeking a Staff AI Agent Software Engineer to lead the development of autonomous agent systems, collaborating across teams to enhance the platform's capabilities and ensure high-quality, reliable AI solutions.
LegalSoftwareWealth Management
Responsibilities
Serve as the center of excellence for agentic systems - driving design, architecture, and operational maturity across our AI capabilities
Build and maintain core infrastructure to enable other squads to confidently deploy autonomous, tool - using agents with safety and speed
Design CICD pipelines, simulation test harnesses and end-to-end evaluations through observability for robust agent quality, delivery and iteration
Architect scalable, cost-efficient, and resilient agent infrastructure that supports agnostic model use and cloud-native deployment
Set technical strategy for cross-org agentic development - standardizing patterns, protocols, and interfaces to accelerate engineering velocity
Write highly reliable, observable, and testable code for agentic systems, ensuring agents meet our standards of quality, safety, and robustness
Champion automated evaluation and regression testing for agent behavior, hallucination risks, prompt reliability, and system-wide observability
Optimize agent systems for performance, latency, and cost, driving improvements in throughput and user experience
Identify technical debt, systemic risks, and bottlenecks in the agentic stack - and lead remediation efforts
Drop into vertical teams as an agentic expert to drive delivery of high-priority initiatives and unblock engineering squads
Partner with product, design, data, and compliance teams to deliver trustworthy, impactful AI-powered features
Mentor engineers across squads in agent design, evaluation, and architecture; contribute to a culture of technical learning and experimentation
Evaluate and experiment with emerging trends in LLMs, agent orchestration, evaluation methods, and safety tools - bringing innovation into production practice
Mentoring others through the transition to non-deterministic software development approaches to enabling agents to operate with autonomy
Demonstrate effective ways of filling a context window with just the right information before the next inference step
Experience fine-tuning existing models to optimize for specialized outcomes
Qualification
Required
7+ years software engineering experience with exposure to large-scale distributed systems, AI/ML applications, or production-grade platform engineering
Deep experience with autonomous agents, LLM orchestration, or multi-agent systems
Fluency in backend languages such as Python, Node.js, or Go
Production experience implementing agentic systems using custom or open source frameworks and MCP for tools
Strong skills in cloud-native development on AWS/GCP, with infrastructure-as-code (CDK, Terraform)
Hands-on experience with CICD, observability tooling, and automated evaluation for ML/LLM pipelines
Preferred
Experience working in a tech company or high-growth startup
Experience building and shipping production agentic systems in consumer or enterprise products
Strong understanding of feedback loops, alignment strategies, and multi-step planning in autonomous agents
Contributions to open-source AI tools or frameworks
Production experience of developing agentic systems using multiple approaches to architecture
Experience integrating AI systems into traditional product stacks with real users
Passion for safety, interpretability, and governance in LLM-driven systems
Willingness to contribute outside of core expertise to drive impactful work forward
Developing infrastructure as code in Go
Familiarity with agile development methodologies (Scrum/Kanban, JIRA)
Experience with pair programming and collaborative development techniques
Active contributions to open-source projects or participation in developer communities
Benefits
Flexible time off that you are encouraged to use
Generous paid company holidays and breaks throughout the year
Monthly friends & family day
Paid time off to volunteer in your community
Fantastic health benefits including medical, dental, vision, life insurance, and generous parental leave
Financial wellness benefits (Financial coach support and employer-sponsored 401k with an employer match)
Guest speakers & reimbursement for learning opportunities
Flexible work schedule + hours
Family-friendly work environment. We support the complexity of a remote world with the needs of families
Optional company-sponsored events and travel throughout the year
$500 Work from home stipend + Apple accessories
Company
Trust & Will
Trust & Will is a digital estate planning platform that offers legally valid estate planning documents that comply with state guidelines.
51-200 employees
H1B Sponsorship
Trust & Will has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2023 (1)
2021 (1)
Funding
Current Stage
Growth StageTotal Funding
$82MKey Investors
CurqlModerne PassportModerne Ventures
2025-04-22Series C· $4.5M
2025-04-10Non Equity Assistance
2025-03-11Series C· $29.5M
Leadership Team
Cody Barbo
Founder & CEO
Daniel Goldstein
COO & Co-Founder
Recent News
2025-12-08
2025-11-19
Company data provided by crunchbase