Top Tech Jobs & Startup Jobs in Chicago, IL

Design and deliver user-centric web and mobile experiences: wireframes, flows, high-fidelity mockups, and interactive prototypes. Build and maintain design systems, run UX research and usability testing, optimize for accessibility, responsiveness, and performance, and collaborate with product, engineering, and marketing on fintech investor flows.

Lead and mentor a team of engineers while contributing hands-on to complex features. Define architecture, drive development best practices, conduct code reviews, coordinate cross-functional requirements, and ensure timely delivery of high-quality ecommerce marketplace software.

Own strategic customer relationships and lead deployment of AI workflows into supplier operations. Map customer SOPs and data sources, identify high-ROI AI opportunities, translate needs into product and implementation requirements, drive adoption, partner with product/engineering, build playbooks, track value, and surface expansion opportunities across global teams.

Support B2B lead generation through secondary research to identify target companies and decision-makers, build and maintain a segmented prospect database, support outreach campaigns, ensure CRM discipline and data accuracy, and report findings while receiving mentoring.

Founding engineer responsible for architecting and building core product systems, writing scalable Python backend code, designing and maintaining AI/ML infrastructure, instituting best development practices (testing, CI/CD), collaborating on product roadmap, and mentoring future engineers.

Lead design, administration and vendor management of US and Canada benefits and wellness programs. Oversee retirement plans, STD/LTD claims, ADP reconciliation, compliance (ACA, HIPAA, FMLA, ERISA, COBRA), communications, budgeting, KPI reporting and coach the benefits team.

Design, build, and maintain production-grade AI-powered go-to-market automations (prospecting, lead scoring, campaign orchestration, attribution). Integrate ML/LLM tools into marketing and sales workflows, track business-critical metrics, ensure reliability and scalability, and collaborate with GTM strategists and non-technical stakeholders to drive measurable pipeline and revenue outcomes.

Build and maintain relationships with physicians and practice staff to drive referrals to Stance Health. Conduct in-person and virtual visits, onboard practices, map workflows, track outreach and referrals in CRM, resolve provider issues, and share field insights to improve growth and operations. Represent the company at local events and ensure compliance with healthcare regulations.

Leads philanthropic fundraising and corporate sponsorship strategy, donor and sponsor relationship development, revenue forecasting, major gift and sponsorship solicitations, and board engagement. Owns pipeline growth, renewals, multi-year commitments, event sponsorship packages, and progress toward a $1.5M+ annual revenue goal while representing the organization externally.

Remote HR internship supporting end-to-end talent acquisition. Responsibilities include posting job openings, screening resumes, shortlisting candidates, coordinating interviews, scheduling, and maintaining candidate data. The role includes weekday work from 9 AM to 6 PM, a Saturday discussion session, mentorship, networking, and an internship certificate upon completion.