Top Tech Jobs & Startup Jobs in Chicago, IL

Own strategy, roadmap, and go-to-market for data-driven products serving progressive organizations. Gather and prioritize user feedback, translate needs into product specs, collaborate with engineers, designers, and data scientists, and demo features and marketing materials to clients. Anticipate user needs within the progressive political ecosystem and iterate rapidly under tight timelines.

The Deployed Engineer will build demos and POCs, support customer questions, manage technical relationships, update documentation, and collaborate with engineering to drive customer success.

Three-month remote training for Bay Area residents to gain hands-on experience with real ML projects: model building, data preprocessing, feature engineering, evaluation, and collaborative development using Pandas, NumPy, scikit-learn, and TensorFlow/PyTorch. Includes mentorship, portfolio projects, and a completion certificate.

Key responsibilities include troubleshooting complex technical issues, mentoring junior team members, streamlining processes, and ensuring quality assurance in IT support.

Sell Pivotal Health's reimbursement and IDR platform to hospitals and health systems across the Midwest. Generate pipeline with CFOs and revenue cycle leaders, manage complex multi-stakeholder sales cycles, own account strategy and forecasting, support negotiations and contracting, maintain executive relationships, partner with Customer Success for onboarding and expansion, and improve sales motion and CRM hygiene (Salesforce).

Develop and grow Rain's enterprise sales pipeline, engage SDRs, build C-level relationships, present solutions, manage complex technology deals, and close partnerships with industry leaders.

Manage and optimize PPC campaigns across Amazon, TikTok Shop, Walmart, Target, and Instacart. Develop KPI-driven strategies (ACOS, ROAS, TACoS), run DSP/programmatic campaigns, analyze performance, present results to clients, and collaborate with internal teams to drive growth. Occasional travel for client meetings.

Presales-heavy Solutions Engineer partnering with Account Executives to run technical evaluations, demos, and win deals (~80% presales). Own new-customer implementations, ensure smooth handoffs, and scale Sifflet's North American presence by combining technical depth, sales influence, and autonomous ownership.

Lead technical engagements to drive adoption of identity and access solutions: advise customers, architect IGA/IAM/CIEM/PAM implementations, run workshops and demos, design cloud integrations (AWS/GCP/Azure), build and troubleshoot integrations using APIs/SDKs and Terraform, and evangelize identity security best practices.

Guide customers through discovery, implementation, integration, and adoption of PPM/work management solutions. Configure portfolios, plans, resources, and financial tracking; deliver workshops, demos and stakeholder communications; manage remote solution rollouts and ensure alignment to client strategy and value realization.