Top Tech Jobs & Startup Jobs in Chicago, IL

Design, build, and maintain WordPress sites, custom themes, and plugins. Create responsive, accessible front-end code (HTML/CSS/JS); optimize performance, Core Web Vitals, and SEO; manage WP configuration, security, and plugin updates; integrate CRMs/analytics; troubleshoot issues; maintain documentation; support QA and collaborate asynchronously with Marketing and Design.

Contract role to create, schedule, and publish social content across LinkedIn, X, Bluesky, and Instagram using Sprout Social. Repurpose thought leadership and events, use AI tools and prompt libraries to scale content, monitor engagement, coordinate with stakeholders, and maintain the social calendar while ensuring brand voice and platform best practices.

Write and optimize B2B email and ad copy while building and maintaining AI-powered agents, prompts, and workflows to scale email and ad production. Collaborate with Demand Gen, Product Marketing, and Design, monitor performance, document brand voice for AI training, and transition toward long-form content creation over time.

Design, develop, document, deploy, and maintain hands-on cybersecurity training labs and CTFs. Build repeatable lab deployments using Ansible/Terraform, deploy to AWS/OpenStack, provide instructor support, perform QA, and collaborate with Course Architects and clients. Provide technical support during trainings, mentor staff, and assist in scoping engagements. Travel ~10-25% and pass background check.

The Lead Commercial Counsel will oversee all commercial contracting, mentor legal staff, enhance processes, and partner with various teams to optimize risk and deal efficiency.