About this role.
Fieldguide is hiring a Senior Infrastructure Engineer to own critical platform architecture and build reliable, secure cloud infrastructure for its audit and assurance software. The role centers on AWS, Terraform-based infrastructure as code, observability, incident response, disaster recovery, and security compliance. This is a senior, high-ownership position that includes setting long-term infrastructure direction, mentoring engineers, and communicating strategy to leadership. Candidates need at least five years of complex AWS experience, strong monitoring and logging expertise, and familiarity with regulated environments such as SOC 2, PCI-DSS, or HIPAA. The position is remote anywhere in the United States, with hybrid work for Bay Area employees.
Role DNA
A quick view of the complexity, pace, ownership and collaboration implied by the job description.
Job Complexity
5/5Pace & Pressure
4/5Autonomy Level
5/5Communication Load
5/5Salary analysis
Estimated compensation compared with the broader US market for similar roles.
Core skills
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Sample interview questions
I would establish versioned, reusable modules for common services and define clear ownership boundaries, inputs, and defaults. I would use remote state with locking, separate environments and accounts, policy-as-code controls, automated plan and apply workflows, and documented upgrade paths. Platform adoption would be supported by templates, examples, and feedback loops so teams can self-serve without bypassing security or reliability standards.
I would begin by identifying service-level indicators tied to user impact, such as availability, latency, error rate, and saturation. I would implement structured logging, distributed tracing where appropriate, and dashboards that connect application, database, and infrastructure signals. Alerts would be actionable, tied to defined service-level objectives, and paired with runbooks to reduce response time and alert fatigue.
During an incident, I focus on stabilizing customer impact, maintaining a clear incident command structure, and communicating status at an appropriate cadence. Afterward, I facilitate a blameless review that documents the timeline, contributing conditions, detection gaps, and decisions made. Corrective actions should have owners, due dates, and measurable outcomes, with priority given to systemic fixes rather than relying only on individual vigilance.
I would prioritize least-privilege identity and access management, centralized audit logging, secrets management, network segmentation, encryption in transit and at rest, vulnerability management, and tested backup and recovery controls. I would also ensure evidence collection is automated where possible and map controls to operational ownership. The goal is to make secure behavior the default while preserving developer productivity.
I would frame the proposal in terms of customer trust, operational risk, engineering velocity, and cost of inaction. I would quantify current pain through incident history, reliability metrics, toil, compliance gaps, and delivery delays, then present phased options with expected outcomes and tradeoffs. This gives leaders a clear basis to prioritize the investment alongside product work.
About Us
Fieldguide is establishing a new state of trust for global commerce and capital markets through automating and streamlining the work of assurance and audit practitioners specifically within cybersecurity, privacy, and financial audit. Put simply, we build software for the people who enable trust between businesses.
We’re based in San Francisco, CA, but built as a remote-first company that enables you to do your best work from anywhere. We’re backed by top investors including Growth Equity at Goldman Sachs Alternatives, Bessemer Venture Partners, 8VC, Floodgate, Y Combinator, DNX Ventures, Global Founders Capital, Justin Kan, Elad Gil, and more.
We value diversity — in backgrounds and in experiences. We need people from all backgrounds and walks of life to help build the future of audit and advisory. Fieldguide’s team is inclusive, driven, humble and supportive. We are deliberate and self-reflective about the kind of team and culture that we are building, seeking teammates that are not only strong in their own aptitudes but care deeply about supporting each other’s growth.
As an early-stage startup employee, you’ll have the opportunity to build out the future of business trust. We make audit practitioners’ lives easier by bringing together up to 50% of their work and giving them better work-life balance. If you share our values and enthusiasm for building a great culture and product, you will find a home at Fieldguide.
About the Role
As a Senior Infrastructure Engineer at Fieldguide, you’ll own critical infrastructure decisions, build platforms that other teams rely on, and bring a level of rigor and reliability that makes the whole organization move with more confidence. In a product built around trust and compliance, the quality of our infrastructure isn’t just an engineering concern, but also core to what we promise our customers.
Our engineering hub is located in San Francisco. This role is open to remote candidates anywhere in the US; Bay Area-based employees will work in a hybrid setting.
What You’ll Do
Design, build, and maintain core platform infrastructure to support scalable, reliable, and secure services across engineering teams.
Develop and manage Infrastructure as Code (IaC) using tools like Terraform to ensure consistent, reliable environments.
Own major architectural decisions and long-term technical direction for Fieldguide’s infrastructure.
Build reusable platforms, abstractions, and AI-enabled tooling that raise the baseline for engineering teams.
Monitor and improve system reliability, performance, and cost efficiency through metrics, logging, and alerting frameworks (e.g., Datadog, CloudWatch).
Ensure infrastructure security and compliance by implementing best practices for identity management, network segmentation, secrets handling, and vulnerability management.
Lead incident response and postmortem processes, driving root cause analysis and structural long-term improvements.
Mentor and collaborate with engineers and tech leads, fostering a culture of reliability, automation, and continuous improvement.
Support disaster recovery and business continuity planning, ensuring high availability and resilience of critical systems.
Document infrastructure design, architecture decisions, and operational procedures for transparency and team enablement.
Who You Are
You have 5+ years of hands-on experience constructing complex cloud solutions using multiple AWS services.
You are skilled in provisioning and configuring cloud services using Terraform and the AWS CLI / API.
You have proficiency in designing effective monitoring/alerting and log aggregation solutions using tools like Datadog and AWS CloudWatch (New Relic, Prometheus/Grafana, etc.)
You have a solid understanding of data systems, including both SQL and NoSQL.
You have experience in developing and maintaining software in security and regulatory compliance environments (SOC 2, PCI-DSS, HIPAA, etc.)
You are comfortable participating in on-call support to ensure 24/7 availability of services.
You have a passion for mentoring and coaching other engineers.
You have excellent communication and organizational skills and are capable of managing multiple competing priorities.
You have deep expertise designing systems and processes that make engineering teams measurably faster and more effective.
You can clearly communicate technical strategy to managers and executives.
Bonus Points
You have experience with GraphQL as a database front-end API.
You have experience with database system architecture (e.g., Postgres) and observability, to help us increase our overall database performance.
You have experience both working with AI, and with providing it as a tool for engineers and our internal applications to utilize.
You have experience working through and designing for security audits (e.g., SOC2, PCI, etc.)
More About Fieldguide
Fieldguide is a values-based company. Our values are:
Fearless – Inspire & break down seemingly impossible walls.
Fast – Launch fast with excellence, iterate to perfection.
Lovable – Deliver happiness & 11 star experiences.
Owners – Execute & run the business with ownership.
Win-win – Create mutual value & earn trust for life.
Inclusive – Scale the best ideas with inclusive teams.
Some of Our Benefits
Competitive compensation packages with meaningful ownership
Flexible PTO
401k
Wellness benefits starting on your first day
Technology & Work from Home reimbursement
Flexible work schedules
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