Top Tech Jobs & Startup Jobs in Chicago, IL

Develop creative concepts and drafts for internal branding, intellectual assets, and select client projects. Create digital illustrations and graphics, write clear explanations of topics and concepts for client presentation, and perform minor editing and administrative tasks. The role requires creative thinking, strong collaboration, a relevant portfolio, and a positive attitude. This is a 1099 contract position scheduled according to business needs.

Own end-to-end IT support and administration across identity, collaboration, AI, endpoint, and email platforms. Build AI-assisted triage, self-service, and agentic workflows; manage Claude Enterprise and MCP connectors; administer Jamf and Intune fleets; support onboarding and offboarding automation; oversee access reviews, MFA, phishing reports, and basic incident triage. The role requires strong judgment about automation versus human support, cross-functional ownership, and clear, personal communication.

Build and deploy LLM-powered agents, skills, and platform capabilities across the company. Own the full lifecycle from design and implementation through evaluations, rollout, and ongoing improvement. Define specifications and measurable quality evaluations, partner with the Applied AI product manager, make independent product decisions, and collaborate with sales, revenue operations, editorial, and people operations to identify and automate workflows.

The Information Security Analyst will manage security operations, penetration testing, antivirus and SIEM tools, security assessments, AI-system risk evaluations, business continuity improvements, and compliance frameworks including SOC 2, NIST, and CJIS. The role also delivers security training, evaluates vendors, responds to security questionnaires and RFPs, and partners with IT, engineering, sales, and product teams. U.S. citizenship and FBI fingerprint and background checks are required.

Owns billing, collections, accounts receivable and revenue reconciliations, sales tax compliance, month-end close support, budgeting, forecasting, variance analysis, grant reporting, and financial dashboards. The role also supports audits, tax filings, payroll allocations, treasury processes, and financial systems including Sage Intacct, Vena, Bill.com, Power BI, and TriNet. This is an independent contributor position focused on accurate, compliant finance operations and process improvement.

Manage cybersecurity incident response projects from initiation through completion, coordinating DFIR, advisory, IT, legal, HR, clients, and vendors. Responsibilities include project planning, stakeholder communication, risk and issue management, resource allocation, budgets, incident response artifacts, compliance, post-incident reviews, and continuous improvement. The role also supports cybersecurity frameworks, tools, and after-hours rotational coverage for critical incidents.

Develop and expand strategic relationships with national and regional channel partners, including VARs, distributors, MSPs, SaaS providers, service providers, and system integrators. Lead joint go-to-market strategies, partner enablement, pipeline and revenue growth, performance measurement, QBRs, contractual compliance, and cross-functional initiatives. Provide channel insights and recommendations to senior leadership while representing the company at partner meetings and industry events.

Collects and analyzes domain context, requirements, business rules, and workflows from stakeholders. Produces validated documentation, identifies gaps and ambiguities, coordinates with developers and QA, tracks changes, facilitates working sessions, and ensures requirements remain accurate and actionable throughout software delivery. The role supports Agile/Scrum government engagements and requires compliance with Public Trust and government information-handling requirements.

Leads engineering design and coordinates multiple disciplines for assigned project areas or process units. Oversees quality, schedules, costs, client communications, design approvals, technical documentation, equipment inquiries, requisitions, audits, and project change orders. May supervise project engineers, discipline leads, and engineering support personnel. Requires an engineering degree, substantial project and discipline experience, and proficiency with engineering and reporting systems.

Conduct high-volume phone, email, and LinkedIn outreach to oncology practices and provider organizations. Build target lists, qualify prospects, schedule meetings with clinical and practice decision-makers, manage follow-up cadences, document activity in Salesforce, re-engage stalled practices, report performance, and provide market insights. The role focuses on top-of-funnel provider prospecting and clean handoffs rather than closing contracts or managing long-term partnerships.