Director of Engineering

Drivewealth · Office - Chicago; Office - NYC · Engineering

Posted 2026-10-14

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About the Role

Join our dynamic, fast-growing fintech company that's revolutionizing financial services through technology. As Director of Engineering, you will be a senior leader responsible for shaping the vision and execution of our engineering organization and drive innovation and operational excellence across our critical systems. You will be responsible for solution architecture for critical business initiatives, including expansion of new products while driving a culture of engineering quality, operational excellence, and continuous improvement. Partnering with other engineering managers, you will align technology initiatives with our ambitious growth strategy, ensuring our platforms remain robust, scalable, and secure.

If you are passionate about building and scaling high-performance financial infrastructure and aligning technology execution with business outcomes, this is an opportunity to have a transformational impact on the future of our brokerage platform.

What You’ll Do

Architectural Excellence: Oversee the design and development of scalable, resilient, and secure systems, leveraging modern architectures such as microservices, API-driven, and event-driven designs

Platform & Partner Account Architecture: Lead solution architecture for sub-account and partner-level ledger capabilities, enabling multi-tenant account structuring across the brokerage platform

Execute the Strategic Vision for the Brokerage Platform: Deliver critical business-driven products and enhancements across multiple asset classes and other product features. Experience with Digital Assets, Options or Reg-T Margin is a huge plus

Core Platform Development: Contribute to the development of architecture framework, common libraries, developer tools to improve developer velocity

AI/Automation: Identify and execute opportunities to embed Agentic AI/automation in business processes and products

Team Empowerment: Lead, mentor, and expand high-performing engineering team(s), fostering a culture of innovation, accountability, and continuous improvement

Cross-Functional Collaboration: Work closely with product, operations, and other senior leaders to prioritize initiatives and deliver mission-critical solutions on schedule

Operational Mastery: Champion best practices in agile development, CI/CD, automated testing, and proactive monitoring to ensure 24x7 operational excellence and regulatory compliance

Innovation & Quality: Drive the adoption of cutting-edge technologies including AI and methodologies that optimize performance, reduce costs, and enhance system reliability

You Bring

Extensive Experience: 12+ years in engineering leadership, with a proven track record of scaling engineering team(s) in fast-paced, technology-driven environments

Technical Expertise: Deep knowledge in architecting and implementing high-availability, scalable systems, including microservices, API-driven, and event-driven architectures using Java, Kafka, SQL/No SQL databases

Cloud & Container Proficiency: Significant experience with containerization (Docker, Kubernetes) and cloud platforms (AWS, Azure, or Google Cloud)

Brokerage Experience in B2B setting: A solid understanding of financial services technology, particularly within brokerage platforms in a B2B setting;

Communication Skills: Exceptional interpersonal and communication skills with a knack for fostering strong stakeholder relationships and cross-functional collaboration

Innovative Mindset: A passion for solving complex problems and a relentless drive to push technological boundaries while balancing strategic vision with day-to-day execution

Expertise in advanced architectural patterns and distributed systems

Experience modernizing legacy systems and driving cost optimization within capital markets or financial services

Special Knowledge (Nice to Have, But Not Required)

Familiarity with Agile frameworks (e.g., SAFe) for scaling agile practices across large organizations

Deep knowledge of brokerage operations, digital assets including margin, clearing, settlements, and regulatory compliance

Hands-on experience with the mind set of rolling up sleeves as needed

Location

This role is open to candidates in the following locations: New York, NY and Chicago IL - Hybrid

If based in New York: This role is expected to come into the office 3 days a week on a cadence set by the Hiring Manager/Team

Applicants must be authorized to work for any employer in the U.S. DriveWealth does not sponsor or take over sponsorship of an employment visa at this time

Pay Range: $250,000 - $280,000 USD

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