Top Tech Jobs & Startup Jobs in Chicago, IL

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.

Lead data migration strategy and execution for acquisition-driven and Workday-to-Workday tenant consolidations, including mid-year payroll cutover planning, payroll parallel testing, benefits and 401(k) validation, ring-fencing configuration, and hands-on data load and validation.

Lead or support end-to-end Workday HCM implementations: gather requirements, configure core HCM functions, test and deploy, integrate with other systems, provide training and post-launch support, and advise clients on HR process improvements and ongoing optimization.

Lead and support Workday Financials implementations (GL, AP, AR, Assets, Accounting Center). Configure finance structures, processes, and security; support integrations, testing, training, and post-go-live optimization; analyze workflows and recommend best practices.

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.

Design, build, and maintain scalable data pipelines, data lakes, and databases; ingest and map customer financial datasets; monitor pipeline reliability; translate business requirements into data flows and analytical insights to ensure high-quality, usable data.

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.

Implement, maintain, and support Workday integrations and configurations. Design and manage inbound/outbound EIBs, DT XSLT transformations, core connectors (PECI/WECI), Cloud Connect, report calculated fields, and Workday Studio tasks to ensure reliable data exchange and reporting.

Lead and support implementations, upgrades, and configuration of Workday HCM modules. Gather and analyze HR requirements, run workshops and end-user training, troubleshoot Workday issues, and collaborate with developers and project managers to optimize HR processes and adopt Workday best practices.

Manage and optimize ERP environments and multi-module integrations, evaluate and apply software releases, perform advanced SQL/database troubleshooting, identify system improvements, and serve as Salesforce Data Cloud admin handling data integration, modeling, quality, governance, and deployments while training and supporting users.

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.

Plans and executes major festivals, awards, meetups, dinners, virtual events, mentorship programs, and other experiences. Manages event logistics, vendors, sponsors, venues, budgets, timelines, communications, digital assets, registration systems, and internal coordination. Proposes new event concepts and improvements while supporting cross-functional research and projects. Requires strong organization, executive communication, resourcefulness, attention to detail, and familiarity with event technology, design tools, and project-management systems.

The Director of Business Development will generate, close, renew, and expand sponsorship sales for TechUnited:NJ programs and events, targeting corporations, brands, universities, investors, startups, and service providers. Responsibilities include building outbound pipelines, attending events, managing sponsorship prospects, achieving a $1 million annual quota, developing proposals, tracking activity in HubSpot, collaborating with leadership and marketing, and supporting event content and execution.

Maintain and support platform environments across the software development lifecycle. Configure monitoring, alerting, and self-healing solutions; troubleshoot application and infrastructure issues with developers and testers; maintain technical documentation; design scalable architectural solutions; and mentor junior engineers. The role requires cloud, Kubernetes, operating system, database, scripting, configuration management, .NET, and AI/ML automation expertise.

Develop and document enterprise-grade SaaS platform functionality while improving quality and performance. Responsibilities include full-stack development, functional and unit testing, defect triage, code reviews, API and process documentation, operational support in regulated environments, and collaboration within Agile and DevOps teams. The role requires expertise in C#, ASP.NET Core, T-SQL, Entity Framework Core, web technologies, software design, debugging, distributed architectures, and high-performance APIs.

Own the post-sale customer lifecycle for enterprise software customers by driving adoption, value realization, retention, and growth. Build executive relationships, develop customer success plans, coordinate cross-functional resources, resolve complex issues, communicate product value, and support renewals through metrics gathering, pricing, quoting, negotiation, and closure.

Review and annotate Chinese text and images to train AI: draw bounding boxes, answer structured questions, write short summaries, and follow annotation guidelines. Remote, long-term contract (minimum 6 months), 30–40 hours/week, paid hourly with a short language assessment required.

Create 1–5 minute walk-and-talk videos of public city locations, speak naturally on camera, record steady footage with clear audio, submit videos with accurate location details, follow creative guidelines, respect privacy and safety, and meet weekly time commitments.

Short-term, paid project to export and redact personal financial data from multiple apps/services across five mandatory categories, create two financial artifacts, follow detailed submission and quality-review processes, and resubmit if required.

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.

Supports talent acquisition by sourcing and screening candidates, collaborating with hiring managers, maintaining candidate databases, coordinating interviews, and assisting with recruitment strategy implementation. The role is remote and offers development opportunities in international recruiting.