Top Tech Jobs & Startup Jobs in Chicago, IL

Independent sales contractor responsible for selling digital and print advertising placements on wellness kiosks located at major retailers. The role involves prospecting local businesses, booking meetings, presenting advertising opportunities, closing deals, and working independently on a flexible schedule. Training, sales tools, and support from experienced representatives are provided. Compensation is commission-based, with typical commissions of $800–$1,500 per sale and top earning potential exceeding $20,000 monthly.

Independent sales contractors sell digital and print advertising on wellness kiosks placed at major retailers. Responsibilities include prospecting local businesses, booking meetings, presenting advertising opportunities, closing contracts, and managing a self-directed schedule. Training, sales tools, and support from experienced representatives are provided. Compensation is commission-based, with typical earnings of $800–$1,500 per sale and top performers earning up to $20,000 or more monthly.

Sell digital and print advertising placements on wellness kiosks located at major retailers. The independent contractor will prospect local businesses, book meetings, present advertising opportunities, and close deals. Contractors set their own schedules and work remotely, with training and support from experienced sales professionals. Compensation is commission-based, typically $800–$1,500 per closed contract, with unlimited earning potential.

Own product enablement for Sales Engineers and Technical Account Managers in a B2B SaaS environment. Build onboarding, certification, demo coaching, product playbooks, competitive materials, and release-readiness programs. Partner with Product and Product Marketing on go-to-market execution, support broader GTM onboarding, track certification metrics, and lead implementation of the company-wide Learning Management System and CRM integrations.

Manages the production lifecycle for digital, print, multimedia, promotional, and educational programs. Coordinates cross-functional teams, timelines, dependencies, risks, and executive status reporting. Serves as the final editorial and quality-control checkpoint, performing proofreading, copyediting, formatting, web-product QA, and proof review. Maintains workflows, style guides, and procedures while recommending process improvements. Requires strong attention to detail, project management, publishing expertise, and proficiency with Adobe Acrobat and project or annotation platforms.

Performs advanced actuarial pricing, rate adequacy, profitability, trend, segmentation, and rate-level analyses for personal auto insurance. Develops and validates pricing and predictive models, analyzes large datasets, supports rate reviews and regulatory filings, and provides recommendations to leadership and business partners. The role also communicates technical findings, mentors junior actuarial staff, and collaborates with Product, Underwriting, Claims, Finance, Data Analytics, IT, and Field Operations.

Manages territory sales activities for QEP’s flooring and installation products. The role supports growth by representing the company’s product portfolio, developing customer relationships, and contributing to sales performance across commercial and home improvement markets. The posting provides limited details about specific responsibilities or qualifications.

Manages one or more full-stack engineering teams responsible for merchant payment capabilities. Owns hiring, coaching, performance, delivery, technical standards, operational health, incident response, reliability, and legacy modernization. Partners with product, design, QA, SDET, and senior technical leaders to deliver .NET and Node.js systems predictably. Requires technical depth in APIs, Kafka, observability, resilience, and regulated payments environments, with accountability for team outcomes and sustainable execution.

Build and maintain design systems spanning Figma and production code; create prototypes, Figma plugins, MCP integrations, AI workflows, and automation; uphold front-end quality, accessibility, performance, and privacy standards; bridge designers and developers; mentor teammates; and explore AI-driven, generative, and physical-computing experiences.

Build and evolve an AI investigation platform for cybersecurity responders. Responsibilities include developing agent tools and integrations, improving context and evidence handling, creating evaluation and guardrail systems, designing resilient distributed services, establishing API, testing, and observability standards, and partnering with product management. The role requires hands-on expertise in Go and Python, data architecture, streaming and durable workflows, event-driven pipelines, and production AI/LLM systems.

Owns product features from discovery through production for an AI investigation platform supporting cybersecurity analysts. Builds full-stack interfaces, backend services, agent workflows, and LLM-powered experiences. Conducts product discovery, prototypes solutions, instruments usage, analyzes data, shapes roadmap direction, and collaborates with forensic responders, product managers, and platform engineers. Requires strong product ownership, interface design, communication, and experience building reliable AI products.

Leads technical discovery, enterprise solution architecture, technology assessments, and implementation roadmaps for consulting clients. Designs architectures across applications, data, cloud, integration, and enterprise technology; advises executives on technology decisions, scalability, security, cost, and risk. Guides technical teams, resolves complex delivery challenges, develops proofs of concept and reusable standards, evaluates emerging technologies, and supports proposals, estimates, statements of work, and new business development.

Provides empathetic client support across phone, email, and text for autistic and neurodivergent adults. Resolves questions, coordinates with clinical and internal teams, builds trusted client relationships, identifies recurring issues, maintains SOPs, and improves workflows and systems. The role requires strong communication, organization, ownership, and adaptability in a fast-growing healthcare startup. Schedule is Saturday through Wednesday, 11 AM–8 PM EST.