Top Tech Jobs & Startup Jobs in Chicago, IL

Analyze group health and life insurance contracts, develop RFPs and marketing presentations, support sales with timely benefit analyses, maintain client records, and use APIs and digital tools to optimize quoting and workflow processes.

Manage and oversee SEO campaigns delivered by digital partners, act as SEO/AIO product expert, liaise between sales and partners, ensure accurate campaign implementation, troubleshoot technical issues (CMS/Google platforms), interpret reports for sales, create internal/client materials, and maintain SEO processes and best practices.

Build and operate Chamber's IT and security infrastructure: manage macOS/Windows endpoints, identity (Okta/Azure AD/M365), endpoint protection (Sophos), monitoring (Datadog), incident response, compliance (SOC 2/HIPAA), and run day-to-day IT support and onboarding/offboarding processes.

Sell Pushpay enterprise solutions in an assigned territory within the faith sector. Build account plans and pipeline, manage full sales cycle from prospecting to close, meet quota (~$750k ARR+), demo products, negotiate contracts, collaborate with internal teams, maintain CRM (Salesforce), and travel up to 50%.

Lead and scale a 3-person Product Support team, build support infrastructure (runbooks, escalation matrix, SLAs, QA), improve resolution quality and CSAT/NPS, reduce engineering escalations, implement deflection tracking, and collaborate cross-functionally with Engineering, Operations, and Partnerships.

Lead and execute enterprise UX design for SaaS mortgage servicing products. Drive design systems in Figma, mentor designers, translate business and technical requirements into scalable, data-driven user flows and interactions, partner with product and engineering, and use AI-assisted tools to accelerate design delivery.

Lead end-to-end project delivery for strategic B2B accounts, coordinating product development, implementation, client materials, timelines, cross-functional teams, and vendor execution to drive sales growth and ensure on-time billing and fulfillment.

Contract Sales Recruiter to own full-cycle hiring for Account Executives: source, screen, manage agency partners, refine interview loop and scorecards, partner on comp and offers, maintain ATS data, and close candidates in a fast-growing startup.

Support data migration projects by preparing, validating, transforming, and testing data. Validate field mappings, run SQL queries, perform data quality checks and reconciliations, document processes and findings, and assist cross-functional teams and clients under senior guidance.

Lead and scale the Customer Success organization to drive retention, expansion, and customer value. Build processes, KPIs, segmentation, and lifecycle programs; partner with Sales, Product, and Support; recruit and develop leaders; improve forecasting, customer health, and expansion outcomes to support rapid company growth.