Top Tech Jobs & Startup Jobs in Chicago, IL

Full-cycle recruiter focused on high-volume early-career hiring for Sales and Operations/GTM. Source and screen many candidates daily, partner with hiring managers, track recruiting metrics, design outreach and employer-brand campaigns, and adopt automation/AI tools to scale internal mobility and hiring processes.

Lead and optimize Workday configurations for US payroll, time tracking, and absence management. Troubleshoot complex HRIS issues, partner with HR Operations and IT, run audits to ensure data integrity and compliance, and drive system enhancements and project implementations across Workday modules.

The Senior Manager, Communications & Content will lead Flexport's media strategy, content development, customer communications, and AI utilization to enhance brand visibility and stakeholder engagement.

Lead and grow a Chicago-based SDR team: recruit, train, coach, and scale high-performing reps. Drive outbound lead generation, use data and A/B testing to refine messaging and processes, collaborate cross-functionally, manage metrics and tools, and own pipeline and quota execution while developing future sales leaders.

Execute ocean and air freight shipment lifecycles from origin booking to final delivery. Maintain partner communications, validate shipment data, track status, follow SOPs, meet KPIs/SLAs, and identify metric-driven improvement opportunities.

Own Flexport's social channels, write and edit blog content, produce the newsletter, design graphics in Canva, edit short-form video, build influencer relationships, coach internal spokespeople, and track performance to optimize content across platforms.

The Inbound Sales Development Representative will identify and qualify new sales opportunities, collaborate with marketing, and assist Account Executives in strategic sales initiatives.

Partner with North America Sales and Operations leaders to drive forecasting, planning, reporting, and analysis. Own monthly/quarterly close cadence, KPI definition, and budgeting. Lead process improvements and AI-driven automation, collaborate with Data Analytics and Accounting, and translate commercial questions into actionable insights to influence business decisions.

Lead and grow a Trade Advisory team providing customs and trade compliance advice. Oversee client portfolios, develop service offerings, ensure regulatory compliance, mentor associates, and drive operational and revenue goals.

Manage and execute post-entry filings (PSC, protests), monitor liquidation statuses, maintain trackers, run analytics and reporting, coordinate automation and ACE portal access, interface with CBP and clients, manage deadlines, invoices, SOPs, and support Trade Advisory operations.