Bring your expertise in cloud infrastructure, DevOps, and secure system design to a mission-driven company reshaping estate planning. This is a high-impact role where you’ll architect resilient platforms, mentor teams, and drive innovation—including AI integration—across engineering.
About Trust & Will
Founded in 2017, Trust & Will is the leading digital estate planning platform, trusted by over one million users. As a certified B Corporation, the company provides modern, accessible solutions that help families protect their legacies with attorney-approved documents, while partnering with advisors and institutions to make legacy planning more inclusive and affordable.
Schedule
- Remote-first role, U.S. based (CA, CO, FL, GA, ID, IL, MD, NJ, NY, NC, PA, TX, VT)
- Full-time position with cross-functional collaboration
- Flexible schedule with family-friendly environment
What You’ll Do
- Serve as the center of excellence for cloud infrastructure, DevOps, and DevSecOps practices
- Architect and evolve secure, scalable, and self-healing AWS platforms
- Build and maintain CI/CD pipelines, cloud tooling, and developer enablement systems
- Lead resilience engineering, incident readiness, and observability culture across teams
- Mentor engineers in cloud architecture, infra-as-code, and performance optimization
- Influence technical vision, shaping how AI integrates into development processes
What You Need
- 7+ years in software engineering, with strong cloud-native and infrastructure automation experience
- 2+ years contributing to product features, not just infra tools
- Deep AWS expertise and Infrastructure-as-Code skills (Terraform, CDK, etc.)
- Proven track record building secure, cost-efficient, and observable platforms
- Experience scaling CI/CD pipelines, testing strategies, and monitoring systems
- Strong grasp of platform security, IAM, and threat modeling
Benefits
- Salary range: $187,000–$220,000 + equity package
- Medical, dental, vision, life insurance, and generous parental leave
- Employer-matched 401k, financial wellness coaching, equity & tax advisory support
- Flexible PTO, holidays, and volunteer time off
- Monthly “friends & family” day + family-friendly work culture
- $500 home office stipend + Apple gear, plus optional company events and travel
Applications are open—step into a role where your cloud expertise shapes the future of a high-growth, mission-driven platform.
Scale impact, secure systems, and mentor teams—all while helping families protect their legacies.
Happy Hunting,
~Two Chicks…