Top Tech Jobs & Startup Jobs in Chicago, IL

Leads technical direction and architecture for machine learning, generative AI, and agentic capabilities. Designs scalable cloud-native AI systems, establishes model training and monitoring pipelines, evaluates frameworks, and partners with data science, product, security operations, and engineering teams. The role combines hands-on coding, production debugging, technical documentation, mentoring senior engineers, quality measurement, and roadmap influence. Candidates need extensive intelligent-systems experience, generative AI production expertise, cloud-native development, data engineering familiarity, and cybersecurity exposure.

Partners with account executives to drive enterprise security sales through technical discovery, presentations, demonstrations, proofs of value, and solution design. Advises customers on security environments, networking, identity, cloud, endpoint, and XDR technologies; articulates business value and competitive differentiation; supports channel partners, webinars, and field events; manages the technical sales process and mentors new hires.

Lead and grow an enterprise Sales Engineering team in the Northeast, recruit and coach SEs, collaborate cross-functionally, drive technical sales campaigns and escalations, maintain AW platform knowledge, engage prospects and executives, and represent Arctic Wolf publicly at events.

Lead messaging, positioning, and go-to-market strategy for MDR products. Develop marketing assets, enable Sales with tools and competitive insights, conduct market analysis, build personas/use cases, partner with Product and Pricing, design campaigns to drive awareness and revenue, and lead a small product marketing team.

Manage and lead engineering teams building endpoint security software: define and execute roadmaps, oversee SDLC and ISMS compliance, remove blockers, drive secure coding, coordinate with product and architects, recruit and develop staff, and manage budgets and operations.

Lead strategy, execution, and operational excellence for multiple security engineering domains. Build and develop leaders, deliver multi-year roadmaps, drive platform evolution, automation, vendor strategy, and cross-functional programs to reduce risk and scale secure operations.

Lead and manage AI teams to design, train, deploy, and operate production-grade ML and generative AI systems for security detection and response. Define AI roadmap, partner with product and platform teams, uphold secure MLOps practices, mentor staff, recruit talent, and deliver scalable, observable AI integrated into production cloud environments.

Lead vision, architecture, and execution for Arctic Wolf's Endpoint Platform. Oversee 150+ global engineers to build cloud-native, scalable endpoint protection (EDR/XDR), embed AI/ML, improve telemetry processing, and establish DevSecOps, CI/CD, observability, and secure SDLC practices. Partner across Product, AI, Cloud, and Threat Research and recruit and develop engineering leadership to increase velocity, quality, and platform resiliency.

Lead product strategy and execution for Endpoint Detection & Response (EDR). Drive cross-functional collaboration with R&D, UX, Security Services, Sales, and Customer Success to deliver an EDR product to market. Prioritize backlog, streamline processes, and measure product performance while supporting global teams and operational needs.

The Director of Enterprise Sales leads a high-performance sales team, driving business and developing strategies, training, and monitoring sales activities.