Top Tech Jobs & Startup Jobs in Chicago, IL

Build and present technical proofs of concept for sales opportunities, create scripts and integrations to demonstrate platform capabilities, and translate customer requirements into viable solutions. Partner with Sales, Product, and R&D teams to validate feasibility, support implementations through production, communicate with technical and executive stakeholders, and turn successful deployments into reusable sales assets.

Lead district sales and go-to-market expansion from initial states to nationwide adoption. Own full sales cycle—prospecting, demos, procurement, RFP responses, and closing—while building playbooks, managing CRM pipeline, shaping messaging, and representing Lilypad at conferences.

Fine-tune and align LLMs for specialized financial tasks; build agentic solutions with LangChain/Autogen; engineer ML pipelines for large financial datasets; deploy, monitor and scale production models; track AI research and integrate emerging tooling.

Lead Recruiter sources, screens, and hires healthcare professionals using job boards, social media, and ATS. Partners with hiring managers, schedules interviews, negotiates offers, manages onboarding, maintains candidate records, and represents the company at recruitment events to expand the talent pipeline.

Lead design, development, and deployment of LLM-powered solutions and autonomous procurement agents on the GEP AI platform. Advise stakeholders, run workshops, configure platform ontologies and data pipelines, optimize models for procurement tasks, and oversee cross-functional implementation to drive automation and improved procurement decision-making.

Build and maintain a Canadian Records of Processing Activities program for a global retailer. Lead discovery sessions across 10–12 business units, document systems and data practices, adapt global ROPA templates, track deliverables across 24+ stakeholders, and communicate independently with senior executives. The role requires hands-on ROPA experience, privacy or GRC expertise, strong organization, stakeholder management, and familiarity with North American privacy regulations.

As a Senior Data Engineer, you'll design data architecture, manage data pipelines, develop secure production code, and collaborate with cross-functional teams to innovate healthcare technology solutions.

Lead discovery and tailored demonstrations for a SaaS trade promotion management platform. Translate CPG, financial, and commercial workflows into proposed solutions; assess integrations, requirements, dependencies, risks, and customer readiness; and coordinate with Account Executives, Solution Architecture, Integrations, Product, Implementation, and Customer Success. Document solution details, support handoffs, develop reusable sales enablement, and relay recurring customer needs to internal teams.

Support recruitment, campus outreach, and partnership development. Source, screen, and shortlist candidates; hire campus ambassadors and sales interns; coordinate onboarding, meetings, and payments; maintain partner relationships and track deliverables.

Lead enterprise customer success for national home care networks and health systems. Own pilots through expansion, run executive cadence, diagnose workflows, coordinate technical triage with engineering, build onboarding/playbooks, influence roadmap, and travel for go-lives and QBRs (~30%).