Top Tech Jobs & Startup Jobs in Chicago, IL

The Regional Sales Manager is responsible for driving new business and managing customer relationships in the transit tech sector, focusing on consultative selling and sales execution.

Own full-cycle, multi-state payroll for more than 1,000 employees using Rippling. Manage payroll tax accounts, filings, notices, reconciliations, audits, benefits, 401(k), workers’ compensation, year-end reporting, and payroll accounting. Serve as Rippling system owner, maintain payroll documentation, and build AI-enabled automation for payroll support, reporting, agency notices, and audit preparation.

Conduct application security assessments, identify and validate vulnerabilities, perform dynamic testing and static code reviews, and recommend remediation strategies. Collaborate with development teams to improve application security, use tools such as Burp Suite, and stay current with application security methodologies, web vulnerabilities, and exploitation techniques.

Own Dispatch’s day-to-day legal function as a hands-on commercial attorney. Responsibilities include negotiating enterprise SaaS agreements, MSAs, order forms, DPAs, security addenda, privacy and data-sharing arrangements, employment agreements, vendor contracts, and other operational matters. The role partners with Sales, Product, Engineering, Security, Finance, People, and executives; builds scalable legal templates and playbooks; supports compliance processes; manages outside counsel; and establishes the legal infrastructure for company growth.

Partner with Sales, Credit Risk, Legal, Product, and Capital Markets to model and price credit deals, build life-of-loan portfolio and vintage models, stress-test revenue-share and capital scenarios, support sponsor bank and capital provider pitches, lead deal reviews, and develop AI-enabled tools and dashboards to scale credit deal modeling and decisioning.

Regional sales manager responsible for developing industrial and OEM accounts across the Western United States. The role manages distributor relationships, drives new Demag Drives product orders, provides technical sales support and training, prepares quotes, develops long-term sales strategies, monitors competition, maintains CRM records, and meets sales quotas. The position is remote-based within designated states and requires domestic travel of up to 60%.

Leads technical business development and capture activities, identifying market opportunities, developing tailored technology solutions, and cultivating client and partner relationships. Collaborates with engineering, product management, and marketing teams; leads proposals, presentations, negotiations, and contract pursuits; and tracks business development KPIs. Requires extensive technology-sector sales experience, technical communication skills, and Secret clearance with eligibility for Top Secret clearance.

Lead the engineering organization and technical strategy while remaining hands-on across web, mobile, backend, infrastructure, architecture, and AI. Own the technical roadmap, design scalable production systems, establish engineering standards, mentor and grow engineers, and drive AI-assisted development. Partner with Product and executive leadership to balance speed, reliability, security, scalability, and quality while building systems with Golang, TypeScript, and GCP.

Promotes and sells bone growth therapy devices across the Houston territory. Builds relationships with physicians, hospitals, patients, payers, and distributors; develops new accounts; trains medical personnel and patients; supports product implementation; resolves customer issues; completes sales documentation; and achieves assigned quotas. The role requires approximately 90% travel by car within the territory and the ability to lift 20–30 pounds.

Localize Speak’s in-app learning and marketing content into Traditional Chinese, translate from Japanese, and create Japanese learning materials for Traditional Chinese learners. Responsibilities include translation, pedagogical editing, QA, lesson and vocabulary development, content project support, script uploads, and collaboration with international teams. The role requires native Traditional Chinese, near-native Japanese, translation expertise, Japanese teaching or curriculum experience, strong English proficiency, and interest in AI-assisted language learning.