Top Tech Jobs & Startup Jobs in Chicago, IL

Design and scale asynchronous Python backend systems, including REST/WebSocket APIs, multi-agent LLM workflows, provider-agnostic integrations, and RAG pipelines. Own relational data models, observability, performance, CI/CD, and production deployment. Establish AI governance covering code review, provenance, licensing, security, compliance, and customer data handling. Drive ideas from concept through production while owning architecture and outcomes.

Manage broad HR responsibilities across the employee lifecycle, including employee relations, performance management, investigations, disciplinary actions, benefits administration, onboarding, offboarding, compliance, policy interpretation, HRIS data, and documentation. Partner with managers and cross-functional teams, provide confidential guidance, identify risks, and support employees across multiple locations. The role requires sound judgment, discretion, organization, adaptability, and potential for future HR leadership.

Leads the global operating model for Technical Support Engineering, including follow-the-sun coverage, escalations, incident response, platform reliability, operational metrics, and cross-functional Engineering partnerships. Builds scalable processes, runbooks, reporting, and automation while developing managers and technical teams. Owns customer outcomes during complex issues, continuous improvement, service quality, succession planning, and team performance across distributed regions.

Build and scale Advantage HQ’s strategic referral and partnership channel. Responsibilities include recruiting and activating partners, negotiating referral and co-selling agreements, generating partner-sourced pipeline and revenue, collaborating with Sales and Marketing, developing partnership playbooks and reporting systems, tracking attribution and conversion, and representing the company at industry events. The role owns partner performance, commercial KPIs, and the long-term partnerships strategy.

Reviews and reconciles default mortgage insurance claims for accuracy and compliance with investor and insurer requirements. Validates expenses, taxes, insurance, interest curtailments, and claim documentation; identifies and resolves errors before submission. Performs audits, documents claim activity, escalates trends, and meets strict filing deadlines while managing multiple priorities.

Lead the incubation and growth of the U.S. enterprise sales organization for a Salesforce-focused DevOps and data management platform. Build sales processes, generate pipeline, close strategic deals, coach an initial team of 8–10 representatives, and scale the organization to 40+ remote representatives. Establish forecasting, KPIs, CRM standards, messaging, and a high-performance culture while hiring and developing sales managers.

Reviews and reconciles default mortgage insurance and investor claims for accuracy, validates expenses, identifies and resolves errors, documents claim activity, verifies taxes and insurance, and ensures compliance with agency guidelines. Performs quality assurance audits, escalates trends, and meets strict filing deadlines while managing multiple priorities. The role requires default mortgage servicing or QA experience, strong communication skills, and familiarity with foreclosure, bankruptcy, loss mitigation, and claims processes.

Leads warehouse or distribution center operations across transportation and packaging, managing shifts, safety, quality, production, cost, and customer requirements. Establishes startup-site culture, standard operating procedures, and continuous improvement practices. Develops supply chain capabilities through coaching, training, performance management, and career planning. Uses WMS/ERP systems and data-driven decision-making to monitor performance and improve operations.

Leads inside sales operations, manages and develops account and customer service representatives, drives account growth and new business, oversees customer relationships, monitors pipeline and performance, supports quoting and negotiations, and collaborates with sales, operations, engineering, and customer service teams. Maintains forecasts, CRM records, and sales reports while ensuring effective execution of sales processes and customer engagement standards.

Forward Deployed Strategist partners with clients to understand business processes, identify AI and automation opportunities, redesign workflows, quantify business value, and guide solutions through implementation. The role involves stakeholder workshops, executive presentations, business-case development, proof-of-concept creation, and collaboration with engineers. Between engagements, the strategist supports proposals, develops consulting methods, and strengthens team practices. At least 10 years of consulting, business analysis, operations improvement, or similar experience is required.