Top Tech Jobs & Startup Jobs in Chicago, IL

Lead enterprise workforce strategy and resource planning to ensure right staffing, skills, and capacity for client delivery and growth. Forecast demand, manage utilization, build executive dashboards, identify skill gaps, partner with leaders on staffing priorities, and establish scalable workforce planning processes and continuous improvement initiatives.

Lead and grow ReflexAI’s platform engineering: design and automate multi-cloud (GCP/AWS) infrastructure, build developer tooling and CI/CD golden paths, improve observability and on-call ergonomics with Datadog, and strengthen cloud security, secrets management, and compliance to support production-grade AI workloads.

Outbound B2B sales for a white-label diesel fuel card program: cold calling, lead management in CRM, sales strategy meetings, objection handling, coordinating with partner leadership. Commission-paid, remote/hybrid, student-hour role with potential full-time conversion for top performers.

Source and qualify new sales opportunities, prospect and follow up on inbound leads, educate prospects, build pipeline, set appointments, and close deals.

Develop and implement HTML5 casino slot games from GDDs using TypeScript, PixiJS/Phaser and Spine. Create JIRA tickets, commit to GitLab, optimize performance, maintain tests and CI, collaborate with art, QA and producers, and deliver production-ready builds.

Scout and onboard high-potential creators across social platforms, use proprietary algorithms and CRM tools to validate metrics, negotiate and manage creator deals, analyze ROI to scale or sunset partnerships, and coordinate globally to align content with company goals. Requires 24/7 high availability and Web3 literacy.

Lead growth marketing strategy and agency relationships to drive paid search, paid social, SEO and lifecycle channels. Use analytics to optimize acquisition, test and iterate creatives and landing pages, report KPIs to leadership, and continuously scale performance-driven programs.

Design and execute test plans and strategies, perform functional/integration/regression/exploratory testing, validate end-to-end wallet and cross-chain transaction workflows, document and track defects, build and maintain automated test suites, collaborate with engineers to reproduce/debug issues, and improve QA processes and release readiness.

Manage and execute email-first marketing campaigns for strategic partners. Drive strategy, oversee campaign execution with agencies and copywriters, analyze metrics, optimize performance, and report ROI and learnings to stakeholders while scaling insights across startup marketing.

Contract content editor to copyedit and proofread longform reports, articles, and factsheets for clarity, grammar, consistency, and flow. Provide structural and readability feedback while preserving author voice and aligning content with SikhRI standards and voice. Work is project-based with per-deliverable payments from July–Dec 2026.