Director, Engineering - Merchant & Pay

The role

You will lead the Merchant & Pay hive, managing managers and teams responsible for the retailer and partner side of the marketplace. You will own the technical strategy and multi-year roadmap for merchant-facing systems, internal tooling, and payments experience.

What you will do

• Lead with hive and company outcomes over local optimization
• Own the technical strategy and multi-year roadmap for merchant and partner systems
• Manage and grow a team of engineering managers and their teams
• Create a safe, collaborative environment across teams
• Raise the bar on quality, performance, and engineering standards
• Champion the integration of generative AI into engineering workflows
• Provide clarity and empower autonomy to managers and teams
• Partner with Product, Data, Security, and other Engineering hives
• Represent Merchant & Pay in cross-functional planning and technical councils
• Support recruiting, developing, and retaining engineering managers and senior engineers

Required qualifications

• 10+ years of engineering leadership experience, including experience managing managers
• Track record owning complex, business-critical systems end to end
• Led teams supporting merchant-, partner-, and/or payments-facing systems, or comparable B2B2C / marketplace domains
• Comfortable designing and reviewing solutions in AWS
• Track record scaling platforms and partner integrations that support millions of users and enterprise-grade partners
• Experience integrating generative AI into engineering workflows
• Communicate clearly across technical and non-technical audiences
• Ability to translate complex tradeoffs into roadmaps
• Strong command of security, privacy, and compliance best practices

Nice to have

• 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 + paid parental leave
• Physical fitness and wellness memberships
• Emotional and mental health support programs
• Unlimited PTO
• 10 paid federal holidays
• Annual, week-long Winter Break
• Flexible work environment
• Lunch reimbursement for in-office employees
• Employee Resource Groups

About the company

Upside created technology to transform brick-and-mortar commerce using profit measurement, attribution, and incrementality. The platform helps users earn cashback and provides businesses with new, profitable customers.