Reverse Engineer

Pinwheel•New York, NY

2d•$115,000 - $140,000•Hybrid

About The Position

Pinwheel is building the next generation of financial products alongside major brands like Robinhood, DoorDash, Chime, Cash App, Credit Karma, American Express, Discover, Intuit, Acorns, and Visa. The company has raised $77M from investors such as Coatue, Notable, First Round, Upfront, Primary, American Express, Franklin Templeton, Indeed, and Semper Virens. This role is for a mid-level Engineer on the Integrations Platform (IP) team, which builds services, primitives, and tooling for over 1800 integrations. The IP team focuses on areas like proxy management, browser automation, identity flows, session handling, and the runtime for Integrations Engineers (IEs). The role involves owning platform projects end-to-end, improving reliability and performance for all IEs, and growing into broader systems ownership. This is a hands-on builder role on a small, high-leverage team.

Requirements

3-5 years of backend integrations engineering experience building production services
Computer Science degree or equivalent practical experience
Strong Python skills (or comparable language with a clear path to ramping on Python 3.10+)
Production operations experience: you've been on an on-call rotation, debugged real incidents, and shipped fixes under time pressure
Working knowledge of AWS. Experience with one of DynamoDB, S3, IAM, ECR, and the operational instincts that come with it (latency, retries, throttling)
Possess solid systems-design fundamentals. You can scope a small service, reason about failure modes, and defend tradeoffs in design review
AI-enhanced development: you've meaningfully integrated AI-assisted engineering (Claude Code, Copilot, agentic tooling) into your workflow and have opinions about where it helps vs. hurts
Comfort with concurrency and async patterns such as threads, gevents / greenlets, async / await, or equivalent

Nice To Haves

Browser automation: Selenium, CDP (Chrome DevTools Protocol), Playwright
Browser fingerprinting work: TLS fingerprinting (JA3), header / User-Agent analysis, captcha challenges (Turnstile, reCAPTCHA, Arkose), residential or datacenter proxy management
Identity protocols at a working level: OAuth2, SAML, OIDC, MFA orchestration (Okta, Microsoft Entra, PingOne, Duo, ID.me)
FastAPI, Redis, Celery, gRPC in production
Fintech, payroll, or other regulated environments

Responsibilities

Own platform projects end-to-end, from scoping and design review through shipping and operation
Scraping Engineering & Research Heavy Projects: You've worked on reverse engineering problems such as integrations, scrapers, automation, or platform work against systems that are moving targets. Familiar with the rhythm of "ship a fix, monitor for changes, ship the next fix."
Ship reliability and performance improvements to shared infrastructure (proxy management, browser fleet, on-prem infra, session/state management, latency-sensitive AWS code paths)
Raise the floor for Integration Engineers through shared libraries, custom lint rules, internal tooling, and code review that catches systemic issues before they ship
Apply AI-assisted workflows thoughtfully, both to your own work and to the tooling other engineers use
Operate the platform in production: participate in the on-call rotation, triage incidents, write postmortems, and ship fixes that prevent recurrence
Stay on top of dependency and security hygiene, including CodeQL findings, CVE remediation, TLS/crypto updates