Top Tech Jobs & Startup Jobs in Chicago, IL

Design, develop, and administer Power Platform solutions and SharePoint sites; gather requirements, automate workflows, perform data modernization (migrate lists to Dataverse), test, document, train users, and provide ongoing support and governance.

Own revenue forecasting for net-new customer revenue: translate contracts and sales/implementation timelines into executive-ready projections, proactively communicate timing shifts, automate models, support month/quarter close, and partner with Sales and Leadership on ad-hoc requests.

Review and validate commercial mortgage insurance documentation for accuracy and compliance with investor and regulatory guidelines (Freddie Mac, Fannie Mae, HUD). Assess insurance risk, prepare waivers, analyze blanket policies, complete checklists, and advise underwriting, production, and servicing teams.

Support pre-sales and post-sales technical engagements: build demos/POCs, design solutions, address technical objections, advise customers, and collaborate with Product and Engineering to ensure smooth pilots and implementations.

Lead post-purchase lifecycle strategy for DTC/subscription brands across email and SMS. Build automated flows, retention systems, winback campaigns, cohort dashboards, and run A/B tests to increase LTV and reduce churn while partnering with Growth, CX, and Creative.

As a Senior Underwriting Consultant, you'll evaluate insurance applicants, assess risks, and make underwriting decisions that impact business success, while promoting a culture of innovation and career development.

Develop and apply optimization and valuation models for CPA's CAISO-exposed portfolio, particularly storage. Lead CRR strategy, support resource onboarding, analyze market/policy changes, produce executive reports, and implement continuous improvement in operations, reporting, and risk management.

Manage day-to-day global benefits administration (health, retirement, leave, voluntary) across US and international markets. Oversee enrollments, eligibility, vendor/platform relationships, renewals, compliance (ERISA, ACA, GDPR), leave/Workers' Comp, 401(k) operations, invoicing, and open enrollment. Drive data integrity, vendor performance, communications, audits, M&A benefits integration, and continuous improvement to enhance employee experience.

Work on development tasks for video delivery systems including ingest, DRM, adaptive bitrate formats, transcoding, and content delivery. Participate in development discussions, complete assigned tasks, and collaborate with QA, cloud, and front-end teams to deliver streaming video features.

Freelance Account Supervisor supporting healthcare PR for R&D/pipeline and clinical trial communications: develops messaging and materials, synthesizes media monitoring, manages smaller projects, collaborates cross-functionally, and mentors junior staff on project-based engagements.