Director, Engineering - Merchant & Pay

We're looking for a Director, Engineering to lead our Merchant & Pay hive - the group responsible for the retailer and partner side of our multi-sided marketplace. This team includes Pay, our in-flow payments experience, as well as supporting internal tooling for some of our operational partners. You'll combine strong technical judgment with people-first leadership, managing managers and teams across multiple domains, while partnering closely with Product, Data, and the other Engineering hives to keep merchant and partner systems reliable, scalable, secure, and aligned with company strategy.

Responsibilities

Lead with hive and company outcomes over local optimization, prioritizing the success of the broader engineering org; Own the technical strategy and multi-year roadmap for merchant- and partner-facing systems, internal tooling, and incrementality/offer-gen IP, translating strategy into quarterly plans and clear OKRs; Manage and grow a team of engineering managers and their teams across the Merchant & Pay hive, setting a high bar for technical and people leadership; Create a safe, collaborative environment where problems are named, open discussion is invited, and teams learn from incidents and change without blame; Raise the bar on quality, performance, and engineering standards across every service and team; Champion the integration of generative AI into engineering workflows across the hive; Provide clarity and empower autonomy by ensuring expectations and guardrails are clear; Partner closely with Product, Data, Security, and the other Engineering hives (Consumer, Platform) to ensure merchant and partner systems support current and emerging business needs; Represent Merchant & Pay in cross-functional planning, technical councils, and long-term roadmap discussions with company leadership; Support recruiting, developing, and retaining high-caliber engineering managers and senior engineers, building a diverse, high-performance culture with strong succession planning

Requirements

Have 10+ years of engineering leadership experience, including experience managing managers, and a track record owning complex, business-critical systems end to end; Have led teams supporting merchant-, partner-, and/or payments-facing systems, or comparable B2B2C / marketplace domains; Are comfortable designing and reviewing solutions in AWS, and can make pragmatic tradeoffs between performance, reliability, and cost; Have a track record scaling platforms and partner integrations that support millions of users and enterprise-grade partners; Have experience integrating generative AI into engineering workflows to improve delivery speed, quality, and developer experience; Communicate clearly across technical and non-technical audiences, and can translate complex tradeoffs into roadmaps that balance speed, quality, and long-term business value; Value clarity over consensus and help teams stay aligned through high-change, high-growth conditions

Nice to have

Strong command of security, privacy, and compliance best practices; Experience in environments handling sensitive consumer data and payments

Benefits

Medical, dental, and vision coverage starting on Day 1; Equity (ISOs); 401(k) program; Family planning programs and paid parental leave; Physical fitness and wellness memberships; Emotional and mental health support programs; Unlimited PTO, 10 paid federal holidays, and annual week-long Winter Break; Flexible work environment; Lunch reimbursement for in-office employees; Employee Resource Groups; Learning and Development stipend; Transparent culture