Top Tech Jobs & Startup Jobs in Chicago, IL

Leads and coaches a team of 4–8 Account Executives selling StackAdapt’s programmatic advertising platform across the Southwest. Responsibilities include hiring, training, mentoring, quota attainment, client pitching, account growth, sales performance analysis using Salesloft, Gong, and Salesforce, change management, cross-functional collaboration, and travel with AEs to close and expand agency and brand accounts.

Build and lead StackAdapt's Mobile Sales Specialist organization, owning mobile revenue, pipeline, adoption, and expansion. Define go-to-market strategy, partner cross-functionally (Sales, Product, Marketing, Revenue Operations), influence product roadmap, hire and coach specialists, and develop scalable sales motions to integrate Mobile into broader omnichannel platform solutions.

Lead design and implementation of high-throughput, low-latency programmatic bidding systems. Collaborate with ML engineers to deploy real-time inference, optimize distributed microservices, run experiments and quantitative analysis, and partner with product to ship scalable features. Foster operational excellence, mentor engineers, and continuously improve performance and reliability.

Lead and scale an outbound B2B sales organization by building repeatable playbooks, improving pipeline management and forecasting, coaching Sales Directors and AEs, partnering with Marketing and RevOps, and representing StackAdapt externally to grow predictable revenue.

Lead strategy, roadmap, and delivery for an in-house creative production and management product spanning video/CTV, AI-generated content, and multi-channel creative integrations. Drive 0->1 initiatives, define success metrics, collaborate with Engineering, Data Science, Design, and Creative Studio, and support customer-facing teams to launch, iterate, and scale creative tooling and partner integrations.

Lead and grow a client-facing analytics team to transform measurement from reporting to strategic advisory. Define measurement strategy, develop scalable frameworks, advise executives, drive vertical analytics, partner with Product and Data teams, and embed AI to improve insight generation and operational efficiency.

Lead and grow a regional sales team (4-8 AEs) as a player-coach: hire, train, mentor, and support AEs in closing and expanding mid-market agency and brand accounts. Use programmatic ad tech expertise and sales tools to drive revenue, travel to support deals, and collaborate cross-functionally to improve processes and performance.

Sell and grow programmatic advertising business to local agencies and brands. Manage client relationships, build pipelines and pitch decks, close new deals, and collaborate with Account Managers and product teams to expand and retain accounts.

Lead quality strategy and testing for LLM-powered and agentic systems. Design evaluation frameworks, build scalable automated test suites, define quality metrics, integrate tests into CI/CD, mentor QE org, and partner with cross-functional teams to ensure release readiness for AI products.

Own strategy, execution, and optimization of website content and UX to drive brand engagement and conversions. Create conversion-focused copy, run content and SEO initiatives, partner with design and development, use analytics and heatmaps to inform improvements, support localization, and implement AI-enabled workflows to boost web performance and reporting.