Top Tech Jobs & Startup Jobs in Chicago, IL

The National Account Manager will build and scale revenue channels, manage partnerships, drive sales execution, and collaborate cross-functionally to support growth.

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.

Lead application security vulnerability management embedded with engineering teams, triage and fix vulnerabilities in a Clojure/JVM backend, operate cloud SecOps (SIEM/SOAR/CNAPP), perform security risk reviews and compliance support, maintain corporate workspace security, and mentor engineers on secure coding and secure defaults.

Lead and scale enablement programs across SDR, Sales, and Customer Growth teams. Build onboarding, continuous learning, playbooks, and enablement tech adoption. Define OKRs and measure ROI, partner with Product Marketing, and run workshops while shaping GTM and expansion motions.

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.

Manages the talent acquisition technology stack, including ATS and CRM systems; maintains data integrity and governance; optimizes recruiting processes; manages vendors; leads technology implementations and change management; develops recruiting dashboards and reports; analyzes funnel metrics; and provides strategic recommendations and forecasting insights to improve hiring speed, quality, cost, and candidate experience.

Own the technical health of customer accounts using ShipHawk’s WMS and TMS platforms. Advise customers on configuration, workflows, integrations, troubleshooting, optimization, adoption, and technical enablement. Diagnose complex issues through root-cause analysis, manage escalations, document solutions, identify churn risks, and collaborate with Customer Success, Account Management, Product, Engineering, and Support teams to improve customer outcomes and platform usage.