Top Tech Jobs & Startup Jobs in Chicago, IL

Own the full enterprise sales cycle for high-value commercial real estate accounts: prospecting, discovery, demos, proposals, negotiations, multi-stakeholder alignment, proof-of-concepts, forecasting, and account expansion through strategic planning and team-selling.

Lead design and rollout of AI-native finance and operations workflows using Claude and LLMs. Build automations across close, AP, reconciliations, reporting, kiosk cash reconciliation, inventory, and fixed-asset accounting. Train and certify finance teams, create prompt libraries and guardrails, and measure time savings, adoption, and ROI. Support modeling, forecasting, and internal consulting to embed auditable, control-compliant AI solutions.

Own end-to-end marketing and business intelligence: build automated dashboards (Domo), query large datasets (SQL/Snowflake), report subscription funnel economics, analyze channel performance and A/B tests, troubleshoot data anomalies, and partner with leadership to set KPIs and prioritize analytics work.

Translate and edit healthcare member communications from English into Punjabi, ensuring clear, culturally appropriate language. Work Pacific Time hours using CAT tools (XTM preferred), meet same-day delivery deadlines, and maintain high attention to detail for insurance and medical documents.

Lead PandaDoc’s content strategy and roadmap across formats (video, tools, webinars, customer stories). Partner with SEO, PMM, CX, and Brand Studio to produce and measure content that drives top-of-funnel attention and connects to pipeline and revenue. Set AI practices for content production, manage external contributors, and report performance to leadership.

Design, develop, test, and maintain web and mobile applications using .NET and Angular within an AWS and Agile environment. Implement AI-assisted tooling, agentic frameworks, RAG-style workflows, and UI prototypes; audit AI-generated code for quality and security; collaborate with cross-functional teams to deliver production-ready features.

Own RevOps data models and BI infrastructure to drive GTM strategy. Clean and analyze datasets, build predictive models, define and track leading/lagging KPIs, deploy dashboards, document data definitions, and deliver executive-ready insights while partnering cross-functionally with Finance and GTM teams.

Independent contractors promote and sell Vamos Health memberships, generate leads, manage pipelines in provided CRM, submit contracts/invoices, maintain records, and ensure compliance with company billing and chargeback policies.

Manage the full sales cycle for mid-market and enterprise clients: prospect, close, and nurture relationships. Collaborate with founders and marketing to shape GTM, create sales collateral and playbooks, and provide customer-driven product and positioning feedback to drive adoption and scale revenue.

Provide Tier 1/2 production and customer support for a 24x7 healthcare platform: monitor system health, troubleshoot incidents, manage escalations, perform FTP support, automate tasks, document resolutions, and participate in on-call rotation while collaborating across teams.