Top Tech Jobs & Startup Jobs in Chicago, IL

Lead and grow the Parchment regional sales team, exceed revenue targets, expand market share, and drive customer acquisition. Develop sales strategies, coach high-performing teams, manage executive relationships, forecast performance, and partner with marketing, customer success, and product on go-to-market execution. Represent the company at industry events and promote its values.

Own end-to-end revenue operations for roofing/construction projects: generate invoices and progress billings, reconcile discrepancies, manage collections, support revenue reporting and job costing, optimize QuickBooks Online and field-service systems, and communicate with clients, insurers, and subcontractors.

Generate top-of-funnel pipeline through inbound and outbound prospecting across email, phone, social, and video. Research prospects, personalize outreach, qualify leads, and schedule high-quality meetings for Account Executives. Collaborate with Marketing, RevOps, and Sales on messaging, lead scoring, ABM campaigns, and repeatable outreach processes. Use CRM, prospecting, sequencing, AI, and data tools to optimize conversion rates and support the development of Dovetail’s SDR function.

Lead and mentor a team of engineers while contributing hands-on to complex features. Define architecture, drive development best practices, conduct code reviews, coordinate cross-functional requirements, and ensure timely delivery of high-quality ecommerce marketplace software.

Designs and documents telecom and technology systems, including coordinated Revit models, layouts, calculations, specifications, and construction documentation. Coordinates with clients, engineers, contractors, and design partners; leads small projects and supports larger ones. Performs BIM coordination, clash detection, model review, product research, and construction-phase support. Maintains project documentation and workflows, contributes to proposals and process improvements, and provides informal guidance to designers and early-career staff.

Lead technical presales and solution design for Microsoft Modern Work (Teams or Cloud Endpoint). Win technical decisions, develop GTM plans, lead virtual teams, engage CxO stakeholders, collaborate with partners, drive adoption/migration, and support sales to achieve Microsoft 365/Teams and endpoint consumption and revenue targets.

Own and expand a Three.js/R3F in-browser solar configurator: build and optimize 3D geometry tools and UX, collaborate with backend and simulation teams, ensure performant real-time rendering, and deliver frontend product features across the Aether platform.

The Business Development Representative will engage qualified prospects, set meetings for Account Executives, and collaborate with marketing strategies while maintaining records in HubSpot.

Work directly with founders to drive zero-to-one strategic projects for a finance super app: market entry, licensing, partnerships, operations, and cross-functional execution. Research markets and regulations, create structured plans, trackers, memos, and operating documents, and own urgent business problems through to resolution.

Build and ship end-to-end product features across frontend, backend, and agent-driven workflows; design scalable architectures; improve developer velocity, tooling, and product quality; apply AI-native engineering practices; collaborate on core product experience and execute high-leverage work with strong ownership.