Director of Engineering

What You'll Do

• Own a critical engineering area at Casap. Lead a team of 8–12 engineers responsible for products and systems at the core of our platform, with meaningful ownership over technical direction, execution, and team strategy.
• Build systems that operate at the intersection of fintech, AI, and real-time decisioning. Your team will tackle technically complex problems spanning card network integrations, fraud and risk decisioning, AI/ML-powered automation, financial data, and highly regulated workflows.
• Set the technical direction, not just the roadmap. Partner closely with senior engineers and engineering leadership on architecture and system design, making thoughtful tradeoffs around scalability, reliability, speed, and long-term platform evolution.
• Turn ambitious company goals into exceptional execution. Work directly with Product and company leadership to shape priorities, identify the highest-leverage technical investments, and lead your team from ambiguous problems through shipped products and measurable customer impact.
• Build and develop an exceptional engineering team. Recruit outstanding engineers, raise the hiring bar, develop future technical and people leaders, and create an environment where high-performing engineers can do the best work of their careers.
• Help shape how engineering operates as we scale. We're still early enough that you'll have significant influence over our engineering culture, organizational design, development practices, technical standards, and how we build teams as the company grows.
• Operate as a technical and organizational leader. Stay close enough to the technology to contribute meaningfully to design and architecture discussions while creating the clarity and leverage that allows your engineers to move quickly and make great decisions independently.
• Be a strong voice in company-level decisions. Surface risks early, challenge assumptions, push back when necessary, and bring an engineering perspective to decisions that span product, customers, and company strategy.

What You've Done

• You've built and led high-performing engineering teams, with 3+ years managing teams of 6+ engineers and a track record of developing strong individual contributors and future leaders.
• You have a strong technical foundation and can go deep with senior and staff-level engineers on architecture, system design, scalability, and technical tradeoffs—even if you're no longer writing production code every day.
• You've owned complex, business-critical products or platforms where reliability, scale, data integrity, security, or real-time decision-making mattered.
• You've demonstrated that you can operate beyond the boundaries of a single team: influencing technical direction, partnering across functions, and helping shape broader engineering strategy.
• You're comfortable operating in environments with high ambiguity and high ownership, where the path isn't predetermined and engineering leaders are expected to help define the answer.
• You have a strong track record of hiring and developing exceptional engineers, including building pipelines, running rigorous interview processes, closing great candidates, and maintaining a high talent bar.
• You combine technical judgment with product and business intuition. You understand that the best engineering decision isn't always the most technically sophisticated one and can make thoughtful tradeoffs based on customer and company impact.
• You communicate exceptionally well across levels—from detailed technical discussions with engineers to product strategy and tradeoffs with executives—and you're comfortable taking a strong point of view when the situation calls for it.

Especially compelling, but not required

Compensation

• 📈 Start-up equity
• 🦷 Full health, vision & dental coverage
• 🏦 401K with match
• 🩺 One Medical membership
• 🍽️ Stocked kitchens + lunches
• 🚍 Commuter benefit
• 🚠 Team building events & happy hours
• 🌴 Flexible PTO
• 💻 Apple equipment + annual home office budget