Top Tech Jobs & Startup Jobs in Chicago, IL

Drive new client acquisition in zero-base accounts, consistently generate and qualify pipeline, close high-value B2B enterprise SaaS deals, prospect and cold-call, run demos, collaborate cross-functionally, and act as a trusted advisor to grow and retain accounts.

Manage a litigation portfolio focused on single-plaintiff consumer finance matters, including FCRA, FDCPA, TCPA, and state consumer protection claims. Supervise outside counsel, support regulatory investigations, conduct legal research, advise business stakeholders on litigation and compliance risks, oversee subpoenas and legal holds, develop risk mitigation strategies, monitor litigation metrics, and provide training. The role requires practical guidance across student loan servicing operations and evolving federal and state legal requirements.

Administer domestic and international travel in SAP Concur, including booking flights, hotels, and rental cars; processing travel requests; monitoring the travel inbox; auditing expense reports; and preparing reports. Provide timely customer service to employees and leaders, resolve or escalate issues, support travel projects, maintain accurate profiles, and participate in rotating weekend on-call coverage.

Leads data engineering strategy, architecture, delivery, support, and lifecycle management for secure, scalable cloud and hosted data solutions. Collaborates with technical and business stakeholders to deliver complex datasets, establish enterprise data standards, manage data engineering teams, and oversee maintenance, change management, capacity planning, business continuity, disaster recovery, and regulatory security requirements. The role also evaluates third-party tools and supports Azure DevOps, SDLC, CI/CD, and technical innovation.

Own B2C growth strategy and execution across paid acquisition, lifecycle marketing, ambassador and referral programs, organic channels, partnerships, and events. Manage Meta and Google campaigns, budgets, CAC and ROAS, develop segment-specific messaging, optimize conversion funnels, and track trial and subscriber performance. Partner with product, content, lifecycle, and community teams while managing vendors and building scalable growth programs for healthcare student audiences.

Own the full sales cycle for exacare ai’s post-acute care platform, including prospecting, discovery, demos, pricing, negotiation, and closing. Build pipeline within nursing home and post-acute markets, develop relationships with senior decision-makers, collaborate with the CEO and Customer Success, refine go-to-market strategy, and maintain accurate CRM forecasting. The role requires outbound sales strength, strong communication, business curiosity, coachability, grit, and independent ownership.

Own onboarding, technical implementation, and ongoing success for advertising demand partners. Manage SSP, DSP, exchange, and programmatic integrations; troubleshoot delivery and performance issues; monitor revenue and build KPI dashboards; identify optimization opportunities; support forecasting and business planning; and collaborate with Sales, Ad Operations, Product, Engineering, and Project Management to scale processes and partnerships.

Own the enablement strategy, content, systems, and training programs for internal teams, partners, resellers, and customers. Build learning paths, certifications, and academy content; deliver live and asynchronous training; administer the LMS and related technology; measure enablement effectiveness; enforce training standards; report progress to leadership; and drive process improvements. The role requires enterprise SaaS enablement experience across multiple functions and includes at least 20% travel.

Work directly with the founder to design and build core product features: integrations that pull license data, automation to file renewals/applications, data cleaning with AI, dashboard and alerting UX, and establish engineering practices for testing, deployments, and security. Term contractor role with potential conversion to full-time based on performance.

Own and deliver scalable software features within dynamic squads, collaborating with product, design, QA, and engineering. Responsibilities include feature development, API and microservices work, testing, code reviews, Git workflows, performance optimization, Kubernetes/Azure/Cloudflare infrastructure management, documentation, demos, and mentoring junior engineers. The role requires JavaScript/TypeScript, databases, Web3 familiarity, independent execution, strong communication, and AI-supported development workflows.