Top Tech Jobs & Startup Jobs in Boston, MA

Lead the Purchase team, mentor engineers, drive AI-native practices, manage product development, and define consumer-facing AI solutions for CarGurus.

Provide technical leadership for CarGurus’ recommendation platform, defining architecture and building scalable personalized ranking and discovery systems. Partner with Data Science to productionize machine learning models, improve experimentation and recommendation quality, and deliver AI-powered consumer experiences. Lead complex cross-functional initiatives, improve reliability and observability, make organization-wide technical decisions, write code, mentor engineers, and uphold quality, security, and operational standards.

Own the full sales cycle for cancelled small independent dealership accounts, using high-volume outbound outreach to win back clients and recapture recurring revenue. Responsibilities include coordinating with internal sales teams, presenting ROI-focused solutions, handling objections, negotiating contracts, maintaining CRM pipeline hygiene, tracking activity, forecasting revenue, and meeting monthly sales targets. The role requires strong organization, resilience, relationship-building, competitive awareness, and proficiency with Salesforce and sales engagement tools.

Supports billing, payments, customer account maintenance, credits, account balances, and master data updates. Responds to customer cases and calls, resolves inquiries accurately while meeting KPIs, and collaborates with Sales, Sales Operations, and Collections. Identifies recurring issues, communicates trends to leadership, and assists with finance operations and process improvement in a high-volume environment.

Manage high-value and high-risk B2B customer accounts, lead complex collections outreach, resolve disputes, negotiate payment outcomes, and partner with Sales and Billing to unblock payments. Support reporting, portfolio prioritization, process improvements, automation, documentation, and internal controls. Provide guidance and escalation support as a senior team resource while maintaining strong customer relationships and protecting company cash flow.

Conduct outbound cold calls and qualify inbound leads to acquire new dealership customers. Collaborate with inside sales, prioritize activities to exceed monthly targets, and provide excellent client service. Role emphasizes sales development, lead qualification, time management, coachability, and progression within CarGurus' sales career path.

Supports application security through threat modeling, risk assessments, vulnerability triage and remediation, security scanning, developer training, investigations, and implementation of security controls. Partners with development and senior security teams to protect cloud-first infrastructure using AWS, Kubernetes, and related technologies while developing secure coding and SDLC expertise.

Lead digital brand media campaigns across the US, Canada, and the UK. Define channel mix and investment strategy, own creative testing and production from brief to trafficking, manage agencies and internal teams, track performance and budgets, partner with analytics/engineering to improve measurement, and present monthly campaign reports.

Leads CarGurus’ cybersecurity governance, risk, and compliance program, including cyber risk management, SOC 2 Type II, SOX ITGCs, security policies, AI governance, third-party risk, customer trust, privacy compliance, executive reporting, and GRC process automation. Partners with Engineering, Product, IT, Legal, Privacy, Internal Audit, and Security Operations to improve security controls and manage organizational cyber risk.

The QA Automation Engineer II will design and enhance automated tests across Enterprise Applications, focusing on Salesforce integrations and ensuring system reliability and quality under various testing methodologies.