Top Tech Jobs & Startup Jobs in Chicago, IL

Own Engine’s end-to-end field marketing program, including event strategy, audience targeting, event execution, experimental activations, destination partnerships, pipeline attribution, and sales enablement. Lead customer dinners, roadshows, sporting events, and unconventional field programs while testing and scaling effective channels. Manage and develop a team of two, remain hands-on in execution, and build repeatable playbooks that improve pipeline generation, opportunity acceleration, and customer expansion.

Own monthly and quarterly sales commission and quota calculations, resolve compensation inquiries, manage plan governance, and support timely payouts. Build models for compensation design, quota setting, capacity planning, and productivity analysis. Translate GTM data into dashboards and actionable insights, improve compensation systems and processes, and explore AI automation. Partner with Sales, Finance, Payroll, People, Data, and leadership on planning and operational initiatives.

Own Engine’s enterprise internal communications operation, including weekly All Hands, quarterly Town Halls, company-wide announcements, change communications, editorial rhythms, Confluence architecture, Slack norms, manager training, and AI skill-building programs. Coach senior leaders on high-impact communications, connect business-unit strategies to the enterprise narrative, and build scalable systems, automations, and leader self-service tools while maintaining strong editorial quality and discretion.

Lead Engine’s end-to-end creative strategy and production across digital, experiential, event, brand, and performance marketing. Build AI-assisted creative workflows, tooling, prompt libraries, asset systems, QA processes, and testing frameworks. Partner with Growth and Brand to improve creative velocity, performance, and brand consistency. Lead designers, editors, AI specialists, and producers while contributing hands-on creative direction and craft.

Lead Engine’s internal AI Platform organization and technical strategy. Own the LLM gateway, agent frameworks, evaluation systems, developer-experience tooling, automation APIs, RAG and agent data infrastructure, observability, security, and cost controls. Build the initial platform hands-on, establish a unified enterprise AI stack, partner with Applied AI and Workforce Transformation leaders, and scale the organization through senior engineering leadership. Drive the Velocity program toward increased delivery autonomy and adoption across engineering.

Lead Engine’s enterprise data privacy, AI governance, and risk management programs. Develop privacy and vendor-risk frameworks, automate CCPA/CPRA workflows, advise Security, Product, Finance, clients, and internal partners, and support incident response and regulatory compliance. The role requires privacy law expertise, cross-functional collaboration, and strategic legal guidance in a fast-paced technology environment.

Design, implement, and maintain scalable, secure, high-performance backend systems and public-facing APIs. Collaborate with Product and Data Science teams, lead initiatives improving efficiency and system performance, and support customer satisfaction. Work may involve distributed systems, pricing engines, identity management, authentication, authorization, API versioning, deprecation, and rate limiting.

Leads product marketing strategy across Engine’s product lines, owning launches, positioning, messaging, release communications, campaigns, enablement, and measurable market momentum. Manages a verticalized product marketing team, builds scalable launch systems and AI-enabled workflows, analyzes adoption and funnel data, and drives cross-functional alignment across product, growth, brand, and engineering.

Own the growth strategy for Engine’s partner ecosystem, driving adoption, engagement, distribution, and revenue across travel, card, API, platform, and supply partnerships. Build channel and referral programs, expand Engine X distribution, increase API and OBT adoption, deepen hotel, airline, and car rental relationships, and develop the team, playbooks, enablement, tiering, and systems needed to scale partnerships efficiently.

Manage and develop a team of Account Executives selling Engine X corporate cards. Own territory revenue and card adoption, coach reps, participate in deals, build inbound and outbound pipeline, conduct forecasting and pipeline reviews, and communicate customer insights and product feedback to sales and product leadership.