Reverse Engineer

Pinwheel$115K — $140K *
Information Technology
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 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, including one of DynamoDB, S3, IAM, ECR
  • Solid systems-design fundamentals, able to scope a service and reason about design tradeoffs
  • Experience integrating AI-assisted engineering into your workflow

Responsibilities

  • Own platform projects end-to-end, from scoping and design review through shipping and operation
  • Handle reverse engineering and automation-related tasks for integrations and scrapers
  • Ship reliability and performance improvements to shared infrastructure
  • Enhance Integration Engineers' capabilities through shared libraries and internal tooling
  • Apply AI-assisted workflows to improve efficiency in engineering practices
  • Operate the platform in production: participate in on-call rotation and incident triage
  • Ensure security and hygiene of dependencies, addressing findings and updates

Benefits

  • Great compensation & equity packages
  • Full medical, dental, and vision benefits
  • Life & short-term disability insurance
  • Flexible PTO policy that prioritizes recharge and balance
  • Paid parental leave
  • 401K for retirement planning
  • Mentorship opportunities
  • Free Citibike membership
  • Pet friendly offices and Zoom spaces
Full Job Description


**This role is hybrid with 3 days a week in our NYC office.**

**This position does not offer visa sponsorship now or in the future.**

Who are we looking for?

Pinwheel's Integrations Platform (IP) team builds the services, primitives, and tooling that make 1800+ integrations work at scale, including proxy management, browser automation, identity flows, session handling, and the runtime that every Integrations Engineer (IE) builds on top of.

We're hiring a mid-level Engineer to own well-scoped platform projects end-to-end, ship reliability and performance improvements that benefit every IE, and grow into broader systems ownership. You'll spend your time roughly between platform-layer feature work (services, jobs, framework improvements), production reliability (on-call rotation, incident response, dependency hygiene), and integration-adjacent infrastructure (proxy pools, browser fleet, identity/auth tooling).

This is a hands-on builder role on a small, high-leverage team.

Pinwheel is a hybrid environment, with a 3-day in-office requirement here in our NYC headquarters, near Union Square.
What will you do?
  • 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
What qualifications are necessary?
  • 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


At Pinwheel, total compensation is made up of salary + equity + benefits. We recruit motivated and high performing talent, and work to compensate people in line with the value they can bring to the organization in delivering outsized results. The talent market is competitive, and maintaining our ability to recruit and retain the best team possible is a top priority for Pinwheel. When creating an offer, we consider interview performance, candidate experience, external market competitiveness, and internal equity in thoughtfully assessing compensation. The expected cash salary range for this role is $115,000-$140,000 base.

Benefits included:
  • Great compensation & equity packages
  • Full medical, dental, and vision benefits
  • Life & short-term disability insurance
  • Flexible PTO policy that prioritizes recharge and balance
  • Paid parental leave
  • 401K for retirement planning
  • Mentorship opportunities
  • Free Citibike membership
  • Pet friendly offices and Zoom spaces

About Pinwheel

Pinwheel is a financial services company that provides APIs for payroll, benefits, and HR data. The company was founded in 2019 by Kurt Rathmann and is headquartered in San Francisco, California. Pinwheel's mission is to make it easier for developers to build financial applications by providing a simple and secure way to access payroll and HR data. The company has raised $20.5 million in funding to date.
Learn more about Pinwheel
Size
50 employees
Industry
Founded
2019

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