Software Engineer, Quality & Automation

Fieldguide · USA · Remote

SeniorEngineering5 days ago

What they ask for

Accounting · nice to haveAWS · nice to haveCypress · nice to haveDatadog · nice to haveGraphQL · nice to haveKubernetes · nice to haveLLMs · nice to havePlaywright · nice to havePostgreSQL · nice to havePython · nice to haveReact · nice to haveTerraform · nice to haveTypeScript · nice to have

About the role

About Us

Fieldguide is establishing a new state of trust for global commerce and capital markets by automating and streamlining the work of assurance and audit practitioners — specifically in cybersecurity, privacy, and financial audits. We build software for the people who enable trust between businesses.

We're based in San Francisco, CA, and we're backed by Goldman Sachs Alternatives, Bessemer Venture Partners, 8VC, Floodgate, Y Combinator, and more. Over 50 of the top 100 accounting and consulting firms trust Fieldguide to power mission-critical work.

Role Summary

This role owns quality and automation for large enterprise deployments. You'll work closely with customers and our internal engineering team to develop a world-class QA Function that’s built from an agent-first lens.

We're building our quality and automation capacity around agentic tooling, and this role sits at the center of that: using agents to take on the repetitive work of finding, reproducing, and resolving issues, strengthening our internal testing, and keeping our SaaS and PaaS environments consistent. You'll also work directly with the customer on how issues get reported and resolved, and own the reporting that shows where quality is heading.

We're hiring across all levels. Depending on your experience and what you're looking to own, you may join executing against this scope, owning the customer's quality experience end to end, or setting quality and automation standards across Engineering. We'll calibrate seniority during interviews based on scope and demonstrated experience.

What You'll Own

    Keep environments consistent across our SaaS and PaaS deployments, so behavior a customer sees in one place matches everywhere else and configuration drift doesn't become a defect

      Build our automation capacity for handling bugs using agentic tooling including triage, reproduction, and routing that runs without a human in the middle

        Use agentic tools to resolve bugs yourself, shipping fixes rather than filing tickets and waiting

          Run bug bashes on new features before they're released, and make the practice repeatable enough that other teams adopt it

            Own bug reporting and communication: severity-weighted trends, hotspots, and a clear read on where quality is heading that engineering leadership and the customer both trust

              Work closely with the customer to integrate deeply with their processes and improve how they report issues, validate fixes, and decide something is ready for customers

                Improve our internal automated testing: coverage where it pays, CI signal people believe, and less flake

                  Close the loop from a customer-reported issue back to the test or environment check that would have caught it

                    Support our evaluation efforts by creating and curating relevant datasets that can support agent quality

                    Who You Are (All Levels)

                      An engineer who fixes what you find. You're strong in the codebase and you'd rather ship the fix than hand it off

                        AI-native in how you work: you treat agentic tooling as core leverage for the unglamorous parts of quality, and you've used it on real work rather than just tried it

                          You think in trends, hotspots, and severity, not anecdotes, and you can tell a clear story from a messy bug backlog

                            Strong with customers: you can sit with a frustrated enterprise user, understand their process, and be the person they trust to get it resolved

                              Comfortable across the stack and across environments spanning application code, CI, and the deployment differences that make "works on SaaS" not mean "works everywhere"

                                Genuinely collaborative across the organization: you'll work daily with engineers, PM, support, and customer-facing teams, and treat that as the best part of the job

                                  High ownership and comfortable with ambiguity. Nobody hands you the list of what to test or what to automate first

                                    Able to internalize a hard domain fast. You don't need to know audit, but you'll learn enough to know what "broken" means to an auditor

                                    Higher-Level Responsibilities

                                    At the Senior level, you may:

                                      Own the customer's quality experience end to end, including the reporting and communication relationship

                                        Set the agentic automation strategy for bug handling and decide where automation pays and where it doesn't

                                          Define what environment parity means across SaaS and PaaS and drive the work to hold it

                                            Collaborate with PMs and engineering leads to shape release practice and quality gates

                                              Mentor other engineers and raise the bar on testing rigor across teams

                                              At the Staff level, you may:

                                                Set and champion quality and automation standards across Engineering, beyond this one deployment

                                                  Drive company-level initiatives on release confidence, environment consistency, and defect prevention

                                                    Partner with engineering and product leadership to define long-term quality strategy

                                                      Serve as a trusted advisor to leaders across Engineering, Product, and Support

                                                        Represent Fieldguide externally through writing, speaking, and open-source contributions

                                                        Experience

                                                        Must-have:

                                                          Strong production software engineering experience — you write and ship code, not only tests

                                                            Hands-on experience building test automation and CI quality gates that engineers actually rely on

                                                              Real use of AI or agentic tooling as part of how you work

                                                                Experience working directly with customers or enterprise users on issues they care about

                                                                  Comfort operating in ambiguity and owning outcomes without a defined queue

                                                                  Nice-to-have:

                                                                    Python, TypeScript, React, Postgres, Hasura, GraphQL

                                                                      E2E and integration frameworks such as Playwright or Cypress

                                                                        Experience with both multi-tenant SaaS and single-tenant or self-managed enterprise deployments

                                                                          Infrastructure exposure for environment parity work — AWS, Kubernetes, Terraform

                                                                            Observability and tracing tooling such as Datadog

                                                                              Experience building agentic workflows or internal tooling with LLMs

                                                                                Performance and load testing, especially on long-running workflows

                                                                                  Security and compliance environments (SOC 2, FedRAMP, or similar)

                                                                                    Background in audit, accounting, financial services, or another regulated domain

                                                                                    Benefits

                                                                                      Competitive compensation with equity

                                                                                        Comprehensive health and wellness benefits

                                                                                          Flexible time off and work schedules

                                                                                            Technology reimbursements

                                                                                              401(k) plan

                                                                                                Twice-yearly in-person offsites across the U.S.

                                                                                                  Wellness benefits starting on your first day

                                                                                                  Our Values

                                                                                                    Fearless — Inspire and break down seemingly impossible walls

                                                                                                      Fast — Launch fast with excellence; iterate to perfection

                                                                                                        Lovable — Deliver happiness and 11-star experiences

                                                                                                          Owners — Execute and run the business with ownership

                                                                                                            Win-win — Create mutual value and earn trust for life

                                                                                                              Inclusive — Scale the best ideas with inclusive teams

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