A bit about this role:You’ll lead a high-impact team at the core of our data, AI, and intelligence platforms, building the intelligence layer behind internal tools and client-facing AI experiences - from conversation intelligence to data models and LLM agents.This is a hands-on leadership role requiring strength across people management, architecture, coding, and cross-functional alignment. You bring deep experience in Python, TypeScript, data systems, and production AI workflows.You’ll scale a critical area of the business - coaching engineers, setting technical direction, and partnering across teams to turn ambitious ideas into real systems. Most importantly, you’ll lead AI engineering by example, building practical solutions that drive meaningful productivity gains through intelligent automation.This is not a purely managerial or maintenance role. You’ll actively contribute to code and help define how modern AI systems are built and deployed across the organization... shaping a core part of our technical future.The meaningful work you will tackle: Team Leadership & ExecutionLead, hire, and develop a high-performing Client Intelligence engineering teamDrive clarity, accountability, and predictable delivery across multiple initiativesFoster a culture of ownership, engineering excellence, and continuous improvementCoach engineers through hands-on guidance, feedback, and career developmentAgentic Systems & AI InnovationDesign and build AI agents and workflows that automate complex processes and improve productivityIdentify bottlenecks and deploy AI-driven solutions to reduce manual workEstablish best practices for agent orchestration, tool integration, prompt design, evaluation, and observabilityPromote adoption of modern AI engineering practices across the organizationArchitecture & Technical DirectionOwn technical direction for client intelligence systems, AI workflows, and supporting data architectureDesign scalable, maintainable, and observable systems across Python services, data pipelines, and agent-based architecturesSet and uphold high standards for development, testing, and operational excellenceBalance speed and rigor to enable rapid, reliable deliveryHands-On EngineeringContribute to code in Python, TypeScript, and backend systemsBuild and scale production-grade AI services and workflowsReview code, improve quality, and troubleshoot complex technical issuesRapidly prototype and evolve solutions into stable production systemsData & Platform CollaborationPartner with data teams on data lake strategy, modeling, governance, and reliabilityEnsure clean, well-structured data supports AI workflows and product experiencesMaintain strong architectural discipline around shared data assetsStakeholder & Product CollaborationTranslate ambiguous business goals into clear engineering plans with cross-functional partnersCommunicate tradeoffs, risks, and priorities effectivelyAlign engineering execution with product strategy and business impactWhat we’re looking for in your background & what makes you a success:Required Qualifications8+ years building and scaling production software systems2+ years managing and leading engineersStrong proficiency in Python, TypeScript, and backend developmentExperience designing distributed systems, APIs, and data-intensive applicationsHands-on experience building production AI systems, agents, or automation workflowsSolid understanding of LLMs, APIs, and tool integration patternsExperience with data platforms (lakes, warehouses, pipelines) and AWS/cloud-native systemsStrong problem-solving, debugging, and rapid prototyping skillsComfortable contributing in code while leading a teamStrong communication skills and ability to operate in fast-paced environmentsPreferred QualificationsExperience with multi-agent systems or workflow automation platformsTrack record of improving engineering productivity through AI or automationExperience evaluating AI system performance, reliability, and qualityFamiliarity with modern AI development practices and toolsExperience with Databricks, DBT, or modern data platformsKnowledge of event-driven architectures, orchestration, and observabilityStartup or high-growth environment experienceWhy Brightside: For our clients - our mission is clear. To improve the financial health of working families. Brightside is an employee benefit with a brand-new approach to personal finance. We offer unique solutions to help with anything related to finances, emotions and behaviors that can impact our clients. We take a holistic view to provide unbiased and confidential assistance through an unmatched blend of products, technology and true human care. Our goal is to make it easier for our clients to understand their options to obtain long-term financial health and gain peace of mind when it comes to financial matters.For our employees - we believe in inspiring careers, a great life/work balance and meaningful work that truly makes a difference in the lives of working families. Your work will have direct impact on the lives of our clients. You will have the opportunity to see a growing start-up from the inside out and see how passionate our employees are about the work we do and the outcomes we are creating for others.
