Top Tech Jobs & Startup Jobs in Chicago, IL

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.

Serve as primary contact for a portfolio of Debt Settlement Providers, leading regular touchpoints and monthly performance presentations. Investigate and escalate issues, provide tailored solutions, stay current on policies and systems, and analyze customer data to identify trends and best practices to improve partner performance.

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.

Lead client engagements on benefits strategy, plan design, open enrollment, and administration. Stabilize operations, manage carriers/brokers, execute transitions and platform migrations, ensure compliance, advise on cost optimization and multi-state/global expansion, and expand client relationships.

Implement and maintain full-stack features for a career-intelligence platform: architect NestJS/Next.js applications, manage PostgreSQL schemas and queries, build responsive UIs with Tailwind, integrate LangChain-powered AI, implement authentication with Clerk, and create end-to-end tests and automation with Puppeteer to ensure launch readiness and performance.