Trust & Will

Trust & Will

Staff Cloud Engineer

United States · Staff+ · Full-time

Sponsorship not specified$198k-$210kDetected 20 days ago
TypeScriptPythonBashSpringGitPostgreSQLMySQLMongoDBRedisElasticsearchSnowflakeAWSCloud PlatformsDockerTerraformCI/CDGitHub ActionsDatadogPlatform EngineeringLLMsCybersecurityComplianceLeadershipCommunication

About the role

  • Evolve CI/CD pipelines and deployment automation to enable faster, safer, and more reliable releases.
  • Mentor engineers and raise infrastructure, security, and operational maturity across the organization.

Responsibilities

  • Design, build, and operate secure, scalable multi-account AWS infrastructure using Terraform and Terragrunt, driving standardization, reusable modules, and reduced configuration drift.
  • Build self-service platforms and automation that reduce developer friction and manual operational toil.
  • Implement monitoring, observability, and alerting that improve operational visibility and incident readiness.
  • Partner with software engineers to increase system reliability, scalability, and deployment safety.
  • Drive AWS cost optimization and operational efficiency without slowing engineering velocity.

Requirements

  • demonstrated ability to write maintainable, production-quality code.
  • Experience supporting production databases (MySQL, PostgreSQL, MongoDB) and observability platforms (Datadog, OpenTelemetry, CloudWatch, or equivalent).
  • Experience supporting SOC2, audits, and compliance in regulated environments.
  • Ability to influence standards, mentor engineers, and elevate team maturity through clear communication and execution-focused ownership.AI-First Requirements (Non-Negotiable)
  • Experience with AI-enabled operational workflows and familiarity with LLM platforms such as Amazon Bedrock.
  • 8+ years building and operating production AWS systems in multi-account environments.
  • Strong expertise with Terraform and multi-account / multi-environment IaC patterns at scale (Terragrunt experience strongly preferred), including reusable module design and environment management.
  • Strong software engineering background with production experience building applications, services, APIs, automation frameworks, and tooling
  • Strong scripting and automation skills in Python, TypeScript, Bash, or similar.
  • Demonstrated technical leadership through ownership of significant infrastructure or platform initiatives and driving measurable operational improvements across engineering teams.
  • Actively uses AI-assisted development tools (Claude Code, Cursor, GitHub Copilot, or similar) as a core part of daily workflows for infrastructure, automation, debugging, and productivity.
  • Demonstrated ability to safely evaluate, validate, and operationalize AI-generated solutions in production environments.
  • Candidates must demonstrate practical AI-native engineering approaches during the interview process.

Nice to have

  • Platform engineering or Internal Developer Platform experience, including self-service infrastructure for engineering teams.
  • Containerized workloads (ECS, Fargate, Docker) and data platforms (Snowflake, Redis, OpenSearch/Elasticsearch).
  • Infrastructure cost optimization and FinOps practices.
  • Modernization of legacy deployment and infrastructure patterns toward fully automated models.
  • Strong experience with modern CI/CD systems and automated deployment pipelines (GitHub Actions preferred).

Compensation

  • Our salary range for this position is $198,000 - $210,000, in addition to compensation we also include an employee equity package as a component of our offer along with other benefits and perks outlined below.
  • Generous paid company holidays and breaks throughout the year
  • Monthly friends & family day
  • 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
  • Salary + Equity

Benefits

  • Flexible time off that you are encouraged to use
  • Paid time off to volunteer in your community
  • Health and Wellness Benefits
  • Exceptional health benefits including medical, dental, vision, life, and disability insurance - we cover 100% of premiums for employees and dependents on medical coverage
  • Mental health support through Spring Health, plus access to One Medical for primary care and Cleo for family planning and caregiving
  • Financial wellness benefits (unlimited 1:1 sessions with a UBS financial coach and employer-sponsored 401k with up to 4% company match)
  • Flexible work schedule + hours
  • Up to $1,000 annually in learning & development reimbursement
  • $500 Work from home stipend + Apple accessories
  • Trust & Will's mission is to help every family leave their legacy through affordable, accessible estate planning.
  • Trust & Will collects personal information from applicants including identifiers, professional/employment history, and education information to evaluate qualifications and communicate about your application.
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This listing is sourced directly from Trust & Will's careers page and normalized into a canonical job model.