Top Tech Jobs & Startup Jobs in Chicago, IL

Own Alpaca’s market data product strategy and revenue growth. Define sourcing, licensing, entitlements, pricing, packaging, build-versus-buy decisions, API capabilities, developer experience, and partner priorities. Lead exchange and vendor negotiations, assess competitive positioning, and deliver real-time, delayed, historical, and derived market data products across asset classes and geographies.

Build production software and scalable cloud systems for AI-powered insurance calls. Responsibilities include designing core LLM systems, refining prompts, developing privacy- and security-conscious solutions, orchestrating thousands of concurrent phone calls, integrating FHIR APIs, testing, debugging, and documenting software. The role also contributes to product direction, engineering practices, and company culture as a foundational team member.

Manage multiple client-facing consulting engagements from kickoff through completion. Build work breakdown structures, project plans, dashboards, budgets, and governance processes; coordinate resources and stakeholders; manage risks, scope, schedules, and deliverable quality; facilitate executive reviews; present insights and recommendations; and support PMO capability development and commercial opportunities. The role is remote, requires domestic travel of up to 25–50%, and may involve international travel.

Supports end-to-end marketing initiatives including RFPs, proposals, sales enablement, digital campaigns, website updates, trade shows, events, vendor coordination, reporting, calendars, budgets, and marketing operations. Collaborates with Sales, Product, Client Success, and external partners to deliver accurate, on-brand materials and programs on schedule.

Develop, enhance, and maintain advanced Salesforce solutions using Apex, LWC, SOQL, Flows, integrations, asynchronous processing, and custom code. Troubleshoot and optimize applications, support testing and deployments, ensure scalability and security, and resolve production issues. The role independently executes established requirements, collaborates in Scrum processes, communicates risks and blockers, and delivers maintainable solutions within deadlines.

Drive enterprise sales of BILL’s accounts receivable and B2B payment solutions to supplier finance organizations. Responsibilities include outbound prospecting, pipeline generation, complex sales-cycle management, executive relationship building, account planning, CRM documentation, forecasting, data analysis, and quota achievement. The role requires engaging CFOs, treasurers, controllers, and accounts receivable leaders while coordinating internal stakeholders and supporting customer implementations.

Supports product messaging, content production, sales enablement, and go-to-market execution for HVAC, plumbing, and electrical product launches. Translates technical information into contractor-focused messaging, produces AI-assisted marketing content, maintains launch assets, tracks performance metrics, and coordinates cross-functional deliverables. The role is execution-focused and develops greater strategic ownership over time under manager guidance.

Drives new SMB business through cold outreach, lead generation, full-cycle sales, product demonstrations, pipeline development, proposal reviews, and contract management. Builds prospect relationships, schedules meetings, exceeds sales quotas, maintains accurate Salesforce activity, and stays current on Keeper cybersecurity products.

Develops accessible, multimedia learning resources, instructional materials, performance-support tools, and AI-enhanced learning solutions for adult learners. Collaborates with subject matter experts and stakeholders, coordinates project activities, evaluates learning effectiveness, analyzes feedback and outcomes, and continuously improves digital learning products. The role uses instructional design principles, adult learning theory, accessibility standards, authoring tools, design software, video-production platforms, and emerging technologies.

Serve as primary client contact guiding founders through company dissolution. Document and optimize processes, coordinate with internal teams and external parties, gather client documentation, provide empathetic customer support, and maintain accurate records while using remote tools to deliver scalable shutdown services.