Top Tech Jobs & Startup Jobs in Chicago, IL

Oversee global resource planning and allocation across client portfolios, balancing employees and contractors against delivery needs. Lead capacity discussions, resolve conflicts, monitor utilization and forecasts, manage contractor onboarding and compliance, track spend, maintain Kantata data, improve forecasting and time-tracking processes, and drive adoption of operational tools. Build partnerships across delivery, creative, strategy, finance, and operations while mentoring colleagues and supporting workforce operations improvements.

Own full-cycle enterprise sales across North America, from outbound prospecting and discovery through technical validation, negotiation, and closing. Build pipeline, land new enterprise customers, develop champions, and expand deployments. Engage engineering executives, collaborate with Field Engineering, Marketing, and Product, provide customer feedback, maintain accurate CRM data, and help develop the enterprise sales playbook for an emerging AI software development category.

Manage international trade documentation, including invoices, bills of lading, packing lists, certificates of origin, and HS code compliance. Coordinate drop shipments, freight forwarding, container allocations, transit tracking, and carrier issue resolution. Maintain order, purchasing, billing, invoicing, shipment, and freight-cost records in Zoho Inventory and Zoho Books, while reconciling vendor and forwarder invoices for accurate accounts payable and margin analysis.

Own product strategy, vision, roadmap, discovery, prioritization, prototyping, delivery, launch, and post-launch adoption. Conduct user and market research, use AI tools for synthesis and experimentation, collaborate with Design and Engineering, manage backlogs, define metrics, and communicate product direction across stakeholders.

Own the full enterprise sales cycle for Oversee’s leisure travel business, from prospecting through closing. Build relationships with OTAs, agencies, tour operators, and vacation providers; develop pipeline; identify target segments and use cases; refine positioning and sales strategy; lead complex stakeholder processes; and partner with Product and Engineering to convert market insights into a repeatable leisure sales motion.

Provide Tier I technical support for smart cooler vending operators. Receive and categorize support requests, guide customers through approved troubleshooting, assist with onboarding and app usage, gather connectivity and payment-reader information, document issues, communicate next steps, and follow up. Escalate complex connectivity, backend, hardware, payment integration, and vendor issues to Tier II support while maintaining clear customer communication and accurate records.

Build and present technical proofs of concept for sales opportunities, create scripts and integrations to demonstrate platform capabilities, and translate customer requirements into viable solutions. Partner with Sales, Product, and R&D teams to validate feasibility, support implementations through production, communicate with technical and executive stakeholders, and turn successful deployments into reusable sales assets.

Remote commission-based sales role to find, engage, and close clients for game servers, web hosting, VPS, dedicated servers, colocation, and reseller hosting. Maintain client notes, hand off to support, and stay active in Discord. Self-driven, relationship-focused work with recurring and tiered commissions.

Work across frontend and backend to design, build, and ship annotation and review features; implement ingestion, storage, user management, and annotation pipelines; integrate model inference into workflows; optimize performance for large images/videos; design APIs and collaborate with product, operations, and annotators.

Design and build scalable backend systems, data pipelines, and cloud infrastructure. Own CI/CD, containerization, databases, and reliability; collaborate with tech leads to deliver secure, production-grade solutions for startups in a fully remote environment.