Top Tech Jobs & Startup Jobs in Chicago, IL

Oversee Career Team’s Direct Services division, leading regional and executive teams, monitoring KPIs and expenditures, implementing strategic plans, supporting service delivery, conducting site reviews, and identifying expansion opportunities. The role requires cross-functional leadership, workforce development expertise, financial deadline management, and relationship-building with workforce boards. This is a remote position with travel of up to 25%.

Talent network opportunity for professionals interested in joining Career Team across operations, technology, product, sales, marketing, HR, and finance. Applicants submit referral information, resumes, and career preferences. The recruiting team reviews profiles against future hiring needs and contacts candidates when relevant positions become available. Employment is contingent on successful criminal, employment, and education background checks.

Reviews participant expense and reimbursement requests for WIOA, grant, and corporate policy compliance. Manages grant budgets, participant financials, reimbursements, invoices, supporting documentation, audit deliverables, and monthly reporting. Provides financial compliance guidance to project teams and workforce boards while maintaining accurate records and meeting deadlines. The role also provides administrative support across remote teams and requires strong analytical, organizational, communication, and confidentiality skills.

Deploys across workforce projects to stabilize operations, resolve quality and compliance issues, clear backlogs, and restore performance. Conducts file audits, risk assessments, root-cause analysis, corrective action planning, and performance reporting. Delivers workforce program training, develops SOPs and job aids, supports project launches, and partners with QA, Operations, Performance, and technology teams. Requires frequent travel to project sites and hands-on experience with workforce eligibility, enrollment, case management, service approvals, and data systems.

Supervise quality assurance activities for workforce development programs by reviewing case files, monitoring data integrity, verifying payments, ensuring WIOA/TANF and contract compliance, identifying deficiencies, and supporting corrective action. The role maintains spreadsheets and dashboards, prepares billing documentation, assists with audits, leads staff check-ins, supports policy improvements, and coordinates targeted training while protecting confidential participant information.

Lead workforce transformation engagements for state leaders and local workforce boards. Diagnose service-delivery processes, identify bottlenecks, redesign people, processes, and technology, and translate workforce requirements into Career Edge configurations and technical workflows. Guide implementations, support adoption, and manage complex initiatives involving WIOA, TANF, SNAP, case management, referrals, financial tracking, and labor exchange requirements. The role requires strong workforce-development expertise, project management, communication, organization, and customer-facing consulting skills.

General job fair application for individuals who met Career Team representatives and want to submit contact information for potential employment assistance. Career Team provides workforce development, training, case management, and job placement services. Employment is contingent on successfully completing criminal, employment, and education background checks.

Drive discovery and requirements for a workforce-development SaaS (WIOA, labor exchange). Document workflows, write user stories and acceptance criteria, map data/integrations, run UAT, triage defects, and support reporting and go-live with Product/Engineering/QA and clients.

Lead People & Culture strategy for a fast‑growing, remote workforce development organization. Build and scale talent acquisition, HR operations, compensation, performance, leadership development, and culture programs. Partner with senior leaders on org design, succession, and high‑stakes people decisions. Manage multi‑state compliance, benefits, HRIS, and employee relations while supporting growth and distributed teams.