Staff Software Engineer, Takeoff

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Description

The Role Pilot is hiring a Staff Software Engineer to join our Takeoff team. The Takeoff team owns core accounting systems behind Pilot 's bookkeeping: how transactions get categorized, how revenue from platforms like Stripe and Shopify gets recognized over the right periods, and how it all ties back to accurate financials. What we ship shows up directly in our customers' books. As a Staff Engineer, you'll take on the largest and most ambiguous problems in this space: setting technical direction for systems that sit at the core of Pilot 's product, and driving outcomes that span multiple teams. Pilot 's backend is written in fully typed Python, and our frontend stack includes JavaScript, TypeScript, and Vue.js. We use Terraform to manage infrastructure, deploy containerized services on AWS, and rely on Postgres and modern observability tooling in production. Key Responsibilities Lead projects with high levels of ambiguity from problem definition through delivery Set technical strategy and make architectural decisions for systems that span teams and surface areas Identify cross-team gaps and missed opportunities, and drive the strategy to address them Build, test, and deploy software in a continuous manner (we deploy daily or more often) Create and review technical specs, and hold Engineering to high quality standards Work with PMs, Designers, internal customers, and stakeholders to ensure we're solving the right problems Mentor and sponsor engineers across the o

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