Top Tech Jobs & Startup Jobs in Chicago, IL

Own and grow Mattermost’s Intelligence Community territory through enterprise SaaS sales, strategic renewals, expansion, and net-new acquisition. Lead complex, multi-million-dollar sales involving security reviews, ATO processes, classified procurement, and executive stakeholders. Build co-sell relationships with cleared Federal Systems Integrators, manage partner-influenced opportunities, maintain Salesforce forecasting discipline, and achieve annual revenue quotas across IC agencies and mission-aligned organizations.

Manage Federal customer account expansions and renewals, identify upsell and cross-sell opportunities, mitigate renewal risks, and build customer value cases. Partner with Federal Account Executives, system integrators, and cross-functional teams on complex opportunities and procurement motions. Maintain CRM hygiene, accurate forecasts, and deal documentation while supporting territory execution. The role requires sales or account management experience, strong discovery and communication skills, CRM proficiency, and potential eligibility for a U.S. security clearance.

Serve as the primary technical advisor for U.S. Federal and enterprise customers, leading secure onboarding, architecture, integrations, deployments, and long-term platform success. Design scalable Mattermost implementations across cloud, on-premises, hybrid, and air-gapped environments. Advise on cybersecurity and compliance, collaborate with engineering and product teams, resolve complex issues, create deployment assets, and manage executive and technical stakeholder relationships. The role requires customer-facing technical leadership, infrastructure expertise, DevSecOps knowledge, and eligibility to obtain a U.S. security clearance.

Own the reliability, performance, architecture, and platform integrations of Mattermost’s React Native mobile application. Improve behavior in disconnected and constrained environments, synchronization, recovery, crash-free performance, observability, native iOS and Android capabilities, secure storage, notifications, background execution, and enterprise distribution. Mentor engineers, guide architectural decisions, debug production issues, support security and compliance requirements, and contribute to the open-source codebase.

Leads technical architecture and roadmap for Mattermost’s core web platform across Go, React, and TypeScript. Owns distributed systems, API design, testing strategy, internal engineering tooling, security and compliance alignment, and quality standards. Mentors senior engineers, influences multiple teams, drives AI-agentic development practices, and contributes to the open-source codebase.

Own and modernize the companys governance, risk, and compliance program across federal and commercial markets. Lead certification and surveillance cycles, run risk and third-party vendor programs, apply GRC engineering and AI for automation and continuous controls monitoring, coordinate external audits, manage customer security assurance, and grow a scalable GRC team.

Hunt and close net-new enterprise logos and expand strategic accounts across the Americas. Own full sales cycle from outbound prospecting to close, engage VP/C-level stakeholders, deliver tailored demos, negotiate contracts, maintain pipeline and forecasts in Salesforce, and collaborate with cross-functional teams to drive deal velocity and customer outcomes.

Lead SRE to define strategy and roadmap for reliability, scalability, observability, and automation across cloud and hybrid environments. Design and operate containerized production workloads, infrastructure-as-code, monitoring/alerting, incident management, and compliance for regulated domains. Mentor SREs, partner with security and product teams, manage cloud costs and capacity, and build a developer platform to improve delivery and production stability.

Build and scale Mattermost's core web platform across Go backend and React/TypeScript frontend. Design and consume REST and WebSocket APIs, optimize PostgreSQL queries, maintain security/compliance for government and enterprise clients, own testing strategy and internal tooling, and integrate AI coding agents into daily development workflows. Contribute to open-source codebase.