Top Tech Jobs & Startup Jobs in Chicago, IL

Sources and engages passive candidates for technical and nonprofit roles using Boolean and X-ray searches, coordinates multi-stage interviews, and manages selected full-cycle requisitions. Builds inclusive talent pipelines, partners with hiring managers on candidate profiles and interview practices, provides market intelligence, and maintains accurate ATS data and recruitment metrics.

Leads Per Scholas’ technology-focused curriculum product portfolio, overseeing discovery, design, development, quality assurance, launch readiness, governance, and continuous improvement. Translates employer demand, labor-market intelligence, learner needs, and organizational strategy into scalable curriculum roadmaps and measurable outcomes. Manages multidisciplinary teams, establishes quality standards and workflows, partners across delivery and evaluation functions, and advises executives on product strategy, technical training trends, resource allocation, and portfolio performance.

Manage enterprise implementation projects from planning through launch, coordinating cross-functional teams, resources, timelines, risks, and deliverables. Maintain high on-time execution, lead project kickoffs, operate PMO systems and dashboards, facilitate Agile practices, and conduct retrospectives for continuous improvement. The role partners with internal teams to improve implementation efficiency, resolve bottlenecks, and support repeatable B2B cohort delivery.

Supports a lead instructor in delivering cybersecurity training for CompTIA certification and entry-level SOC analyst careers. Assists learners during virtual and in-person classes, troubleshoots lab, software, network, and audiovisual issues, provides tutoring, grades assignments, tracks attendance and performance in Canvas LMS, maintains records in Salesforce, and participates in learner and instructor check-ins. The role may occasionally teach lessons and requires ongoing cybersecurity upskilling.

Drafts, reviews, and negotiates government contracts, grants, leases, service agreements, MOUs, data-sharing agreements, and other commercial contracts. Advises stakeholders on contractual risks, flow-down clauses, compliance obligations, and mitigation strategies. Develops contract templates and procedures, conducts legal research, and collaborates with Program, IT, and Fiscal teams. Supports legal and compliance initiatives while managing competing priorities in a mission-driven nonprofit environment.

Leads the Infrastructure Technology curriculum product portfolio, owning roadmap strategy, discovery, requirements, assessments, labs, quality standards, KPIs, stakeholder alignment, and continuous improvement. Translates infrastructure technology and employer requirements into scalable learning products aligned with certifications, safety practices, learner outcomes, and job placement. Coaches cross-functional teams, manages prioritization and governance, and integrates curriculum offerings with delivery, facilities, learning, and technology environments.

Manage an assigned portfolio of government grants and contracts from execution through renewal, ensuring compliance, reporting, performance, and accurate revenue recognition. Coordinate negotiations, legal reviews, audits, monitoring responses, deadlines, deliverables, and funding-agency communications. Partner with Finance, Legal, Development, Program, and leadership teams to mitigate risk, improve processes, maximize earned revenue, and support successful onboarding and performance of new federal and state awards.

Lead internal communications strategy and manage internal channels; write and edit external communications; prepare leaders for media and speaking engagements; support conference and media relations; translate complex workforce, AI, and policy topics; drive integrated communications campaigns and protect brand reputation.

Lead identification, cultivation, and stewardship of corporate partners to secure six- and seven-figure commitments. Build fundraising strategy, manage a portfolio, create proposals and impact reports, coordinate cross-functional teams, maintain Salesforce records, and drive renewal and growth targets across markets.

The LMS Platform Automation Specialist will design, implement, and maintain automations between Canvas and Airtable to enhance data handling and operational efficiency for training programs.