Senior Site Reliability Engineer at Fieldguide

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 start-up employee, you’ll have the opportunity to build out the future of business trust. We make audit practitioners’ lives easier by eliminating 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 Site Reliability Engineer (SRE) at Fieldguide, you will be responsible for ensuring the reliability, scalability, and observability of our production systems. You will apply software engineering principles to infrastructure and operations, designing systems that are resilient, highly available, and capable of scaling with rapid growth. You’ll work closely with product and platform engineering teams to define and implement reliability standards, improve system performance, and build robust observability practices. This role is central to maintaining a high level of trust in our systems by proactively identifying risks, reducing toil through automation, and driving operational excellence. What You’ll Do - Design and operate highly scalable, fault-tolerant systems that support production workloads across a distributed cloud environment. - Define and implement Service Level Objectives (SLOs), Service Level Indicators (SLIs), and error budgets to guide reliability decisions. - Build and improve observability systems (metrics, logs, tracing) to provide deep visibility into system behavior and performance. - Lead efforts to improve system reliability and performance, including capacity planning, load testing, and performance tuning. - Automate operational processes to reduce manual toil and improve system consistency and resilience. - Partner with engineering teams to design systems with reliability and scalability built in from the start. - Participate in and improve incident response, on-call practices, and post-incident reviews, focusing on root cause analysis and systemic improvements. - Drive continuous improvement of system resilience, including disaster recovery and chaos testing. - Establish best practices for monitoring, alerting, and incident management to ensure rapid detection and resolution of issues. - Advocate for reliability-focused engineering culture, including blameless postmortems and operational excellence. Who You Are - 5+ years of experience in site reliability engineering, infrastructure, or a related software engineering discipline. - Strong experience operating and scaling distributed systems in cloud environments, with AWS preferred. - Hands-on experience building and managing observability platforms (e.g., Datadog, Prometheus, Grafana, CloudWatch). - Experience defining SLOs/SLIs and leveraging them to inform and drive engineering priorities. - Proficiency with Infrastructure as Code tooling, particularly Terraform or equivalent. - Deep understanding of system performance, reliability patterns, and distributed system failure modes. - Experience supporting production systems through on-call rotations and incident response. - Proficiency in at least one programming or scripting language used for automation and tooling. - Strong communication and collaboration skills, with the ability to work effectively across engineering and product teams. Bonus Points - Experience implementing distributed tracing systems, such as OpenTelemetry or similar frameworks. - Experience with capacity planning and performance benchmarking at scale. - Familiarity with database performance tuning and observability across high-traffic systems. - Exposure to regulated or compliance-heavy engineering environments (e.g., SOC 2, FedRAMP, or equivalent frameworks). - Experience applying chaos engineering practices to proactively test and strengthen system resilience. 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 include - Competitive compensation packages with meaningful ownership - Flexible PTO - 401k - Wellness benefits, including a bundle of free therapy sessions - Technology & Work from Home reimbursement - Flexible work schedules