Top Tech Jobs & Startup Jobs in Chicago, IL

Advise healthcare, product, engineering, and business teams on privacy, HIPAA, data protection, and emerging AI regulations. Own privacy workstreams, review privacy provisions in agreements, support policies and training, manage incidents and regulatory inquiries, monitor legal developments, and partner with compliance, security, and IT teams on risk-based solutions.

Provide executive support (inbox triage, calendar management, meeting prep, travel logistics) while coordinating CMS publishing, content workflows, design liaison, project trackers, and client communications. Maintain content calendars, perform light editing/proofreading, compile analytics snapshots, and ensure timely delivery across editorial and client campaigns.

Manage a high-volume recruiting pipeline from initial candidate conversations through later interview stages. Conduct at least 30 candidate intro calls weekly, evaluate qualifications and fit, maintain organized pipeline records, partner with hiring managers, communicate consistently with stakeholders, identify pipeline gaps, and improve the candidate experience. This full-time 1099 contract role supports technical or go-to-market recruiting and requires Pacific Time availability.

Build and maintain Java backend services, REST APIs, and full-stack web application features. Develop frontend functionality, use Python for supporting work, and apply AI coding tools such as Claude Code for development, testing, and debugging. Collaborate on design decisions and code reviews, troubleshoot issues, and support application deployment and maintenance across cloud environments.

Build and maintain cross-platform React Native mobile apps integrated with blockchain (smart contracts, wallets, tokenization). Implement features for validator registration, asset verification, and marketplace functionality. Collaborate with backend and design teams, ensure security and compliance (KYC, token handling), optimize performance, and support CI/CD and deployment workflows.

Lead onboarding, adoption, and support for courier customers; troubleshoot workflows; analyze customer data for churn risks; surface product feedback; identify expansion opportunities; build scalable CS processes and documentation while collaborating with product, sales, and engineering.

Develop and execute multi-channel customer acquisition strategies (SEO, SEM, email, social) to attract nonprofit clients. Analyze campaign and customer data to optimize ROI, identify decision-makers, generate leads, and coordinate hand-offs to client services and finance. Collaborate with partners, sales, and marketing to align acquisition efforts with firm goals.

Conduct high-volume outbound prospecting across the US and Canada, research prospects, personalize outreach, qualify opportunities, and schedule meetings for the Sales team. Maintain accurate CRM records, support pipeline reporting, collaborate on sales and marketing optimization, provide market feedback, and attend industry events as needed.

Remote administrative operations role for engineering graduates managing purchase workflows, invoices, bookkeeping (QuickBooks), scheduling, documentation (Google Workspace, DocuSign), vendor coordination, basic financial reporting, and supporting leadership with scientific writing, grants, patents, and presentations. Work U.S. business hours with cross-functional teams at a deep-tech startup.

Serve as a fractional Head of People partnering with founders to define and execute people strategy. Design and implement hiring, onboarding, performance, compensation, and employee experience programs. Lead org design, workforce planning, people operations, compliance, and employee relations. Advise on culture and complex decisions, collaborate with cross-functional experts, and build trusted relationships with founders. Option to transition from contractor to full-time.