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Built In Staff, With AI Built In Staff, With AI
Published on November 11, 2026

15 Companies With Flexible Jobs in Chicago

From corporate giants to local retailers, these Chicago employers offer the versatility needed to balance a career with personal priorities.

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5 Days AgoSaved
Remote
United States
Software • Defense
Manages strategic technology partnerships with cloud providers, defense platforms, and AI organizations. Coordinates technical integrations, joint roadmaps, proofs of concept, governance, co-selling, partner incentives, cloud marketplace activity, and infrastructure spending. Serves as a technical liaison among partners, Product, Engineering, Field CIOs, and Solutions Architects, resolving integration challenges and translating customer requirements into deployment and go-to-market plans. Requires cloud partnership experience, technical architecture knowledge, commercial acumen, travel up to 25%, and U.S. citizenship with eligibility for a security clearance.
7 Days AgoSaved
Remote
United States
Software • Defense
Own product operations across customer feedback, telemetry, reliability, bug triage, release governance, planning, launches, and cross-functional communication. Build scalable processes, dashboards, data pipelines, AI automations, and operating rhythms across Product, Engineering, Infrastructure, Security, Customer Relations, and Marketing. Manage feature flags, rollbacks, release criteria, quality metrics, early-access programs, and roadmap inputs in high-stakes B2B/SaaS environments.
7 Days AgoSaved
Remote
United States
Software • Defense
Build AI-powered marketing workflows, automate data and processes across marketing and adjacent teams, connect systems through APIs or scripting, and establish marketing measurement foundations. Support website redesign, campaigns, events, content, and AI-assisted design prototyping. Document solutions, evaluate emerging AI tools, and collaborate across marketing, growth, partnerships, customer support, design, and product.