Top Tech Jobs & Startup Jobs in Boston, MA

Lead technical direction for consumer-facing AI initiatives serving 45 million monthly visitors. Design, build, deploy, and operate full-stack agentic and LLM applications using Python, LangChain, LangGraph, and Langfuse. Guide AI infrastructure, evaluation, observability, scalability, and tooling decisions; establish engineering patterns and platform roadmaps; mentor engineers; collaborate with Product, UX, Analytics, and data teams; and document architectural decisions and best practices.

The Manager of Data Science will lead a team focused on machine learning model development, team management, and cross-functional collaboration to advance product goals.

Build and lead CarGurus Canada’s Account Management function, including designing scalable processes, hiring and developing Account Managers, and establishing team standards. Drive dealer retention, product adoption, expansion, churn mitigation, and customer success across account segments. Partner with sales and cross-functional leaders, use KPIs and data to guide decisions, resolve escalations, and improve dealer outcomes and team performance.

The Principal IT Systems Administrator oversees IT systems, leading complex initiatives, managing infrastructures and endpoints, enhancing security compliance, and ensuring incident management and documentation standards are met.

Lead a small platform engineering team to design, build, and operate a Kubernetes-based PaaS on AWS EKS. Combine people leadership (1:1s, planning, coaching) with hands-on work: autoscaling, EKS upgrades, controller/operator patterns, IaC (Terraform/Helm/ArgoCD), observability, security policies, service discovery/mesh, and piloting AI-assisted support to improve developer experience and platform reliability.

The Account Executive at CarGurus will grow customer relationships, drive sales, and ensure product retention. Responsibilities include prospecting, managing accounts, and collaborating with internal teams to enhance customer experience and achieve sales targets.

Lead the evolution of the design system to enhance product development efficiency. Collaborate with engineering, maintain standards, and support teams in system adoption.

Join the Search Platform team to design, implement, test, and deploy performant search and data-access features. Collaborate with product, data analysts, and engineers, run experiments, iterate rapidly, and provide production support for mission-critical applications serving millions of users.

Lead end-to-end internal communications programs: strategy, content, channels, and measurement. Write and edit employee-facing communications, support change management, run manager comms and town halls, optimize intranet/wiki/communications calendar, partner with People & Talent and business leaders, and use analytics and employee feedback to improve engagement.

Lead product analytics for the Dealer team: run exploratory analyses, build and audit metrics, create dashboards, automate data transformations (dbt/LookML), partner with Data Engineering, and present insights to influence product strategy. Use SQL, Python/R, and GenAI tools to solve complex data problems and improve product performance.