Top Tech Jobs & Startup Jobs in Chicago, IL

Lead deep technical discovery with enterprise customers to design, validate, and sell tailored logistics solutions. Own demos, POCs, integrations, and ROI modeling; present recommendations to executive buyers; test and apply new AI features; and codify repeatable discovery and value frameworks for the GTM team.

Lead technical discovery and design integrations between Nash and enterprise systems. Build demos, sandboxes, scripts, and POCs; validate architecture, security, and reliability through the sales cycle. Test AI models, agents, and APIs; identify failure modes and turn capabilities into customer workflows. Troubleshoot integrations, produce reproducible bugs and requirements, and create reusable tooling and playbooks to scale the Solutions Engineering function.

Lead discovery and build AI-enabled operational workflows across R&D and business functions. Translate requirements into practical solutions, own design-to-launch, optimize adoption, and manage Marketing Operations (campaigns, automation, tech stack). Measure outcomes, document solutions, and ensure alignment with shared AI standards.

Lead and scale a Mid-Market East sales team to hit multi‑million ARR. Own regional revenue, forecasting, pipeline health, hiring and coaching AEs, manage complex consultative deals and broker relationships, ensure clean handoffs to implementation and CS, and partner cross‑functionally to drive GTM and regional strategy.

Own end-to-end payroll for a 500+ multi-state and international workforce: execute full-cycle payroll in Rippling HCM, ensure multi-state compliance, manage vendor relationships, handle year-end tax/W-2 processes, reconcile payroll expenses with Finance, and support audits and headcount planning.

Serve as primary client contact for Leave Solutions, using deep absence and disability expertise to manage day-to-day operations, resolve escalations, consult on Alight solutions, support testing and defect management, provide proactive status updates, identify risks and expansion opportunities, and coordinate cross-functional and client meetings. Travel 20-25% as needed.

Sell DivisionHex cybersecurity consulting and managed services to new and existing enterprise accounts. Hunt new business, build C-level relationships, develop account plans, coordinate pre-sales and delivery teams, drive proposals/SOWs and contract negotiations, and achieve revenue quotas while supporting cross-sell into Coalfire accounts.

Lead brand growth for Rogaine by developing multi-year strategic plans, analyzing performance and consumer/retailer insights, building go-to-market, pricing and merchandising strategies, managing marketing communications and media with agencies, owning artwork/claims approval and forecasting, and partnering cross-functionally to meet sales and profit targets.

Manage daily, monthly, and annual pricing system operations and ensure end-to-end data flow between SAP master data and pricing/reporting systems. Communicate pricing, discontinuations, and product registrations to internal and external partners, support retailer POS/inventory data feeds, lead root-cause analysis, drive cross-functional alignment, and propose system enhancements to improve pricing accuracy and reporting.

Lead North America external manufacturing procurement for Self Care, aligning supplier capacity, cost, quality, and risk with business needs. Develop sourcing strategies, negotiate with suppliers, ensure launch readiness, oversee buyers, and drive supply continuity and cost-control programs across a $5B portfolio.

Full-cycle global recruiter responsible for sourcing, screening, interviewing, and closing candidates across regions; build creative pipelines, manage multiple requisitions, navigate compensation nuances, and deliver excellent candidate experience while partnering with hiring managers.

Lead end-to-end delivery for payor partnerships: own payor relationships, run cross-functional launches and operations, define and track KPIs, build repeatable operating models and playbooks, and drive program performance and growth.

Manage data collection and market research for telecom and datacenter suppliers, support RFP/RFQ creation, build vendor partnerships, coordinate cross-functional evaluation and contracting, track supplier performance and market trends, and provide data-driven recommendations to inform network expansion and procurement strategy.