Top Tech Jobs & Startup Jobs in Chicago, IL

Supports the design, administration, compliance, communication, and improvement of employee health, welfare, retirement, and wellbeing programs. Partners with vendors, brokers, carriers, payroll, HR, legal, and other stakeholders on renewals, implementations, audits, compliance, issue resolution, analytics, budgeting, and employee communications. Analyzes plan performance and marketplace trends, manages vendor relationships, and recommends enhancements to improve program effectiveness, cost efficiency, and coworker experience.

Field-based technical pre-sales consultant developing Digital Experience and unified communications solutions for CDW customers. Provides architecture guidance across Microsoft Teams, Webex, calling, assessments, optimizations, health checks, deployment, and advisory services. Leads customer conversations, scopes solutions, writes statements of work, supports sales strategies and public-sector opportunities, maintains strategic relationships, and provides technical enablement and mentoring. Requires travel to customer locations up to 25%.

Provides advanced networking expertise to support sales teams, engage customers, recommend technical solutions, qualify opportunities, and drive networking solution growth. Presents networking concepts, advises on competitive solutions, identifies related technology opportunities, supports sales enablement, collaborates with solution teams and partners, and maintains relevant certifications and technical knowledge.

Leads Workday Financials and related finance systems, overseeing governance, application support, enhancements, releases, testing, incident resolution, controls, and continuous improvement. Manages and develops the support team, prioritizes system roadmaps, advises Finance and business leaders, coordinates stakeholders, and supports audits and remediation. Requires Workday Financials experience, enterprise finance application expertise, project or workstream leadership, and at least five years of relevant experience.

Leads the governance, support, enhancement, and continuous improvement of Workday Financials and related finance systems. Manages a support team, application incidents, releases, testing, system roadmaps, controls, audit coordination, stakeholder communications, and change adoption. Partners with Finance, Technology, Internal Audit, and business leaders to translate priorities into scalable solutions, improve financial processes and data integrity, and deliver projects sustainably.

Manages a Fortinet partner-funded business development team and leads strategic relationships between Fortinet and CDW. Develops engagement plans, drives revenue and profit growth, coordinates sales and services teams, facilitates pipeline reviews, educates stakeholders, manages accountability processes, and executes joint marketing initiatives. The role also oversees partner communications, business tracking, quarterly meetings, and scalable strategic planning processes. Travel averages 4–5 days per month.

Provides senior operational support for enterprise Windows environments in a managed-services setting. Responsibilities include administering Windows Server, Active Directory, Group Policy, DNS, DHCP, certificates, virtualization, patching, monitoring, incident resolution, ticket management, PowerShell automation, change management, documentation, customer communication, cross-team collaboration, mentoring, and on-call support.

Leads enterprise technology consulting and multi-practice architectural engagements across AI, cloud, infrastructure, security, applications, and data. Advises executives, develops digital transformation roadmaps, creates high-level architectures, business cases, proposals, and ROI models, and aligns sales, delivery, operations, and partner teams. Drives strategic services engagement growth, standardizes solution approaches, guides partner selection, and supports scaling new offerings.

Sell hybrid infrastructure services and products through the full enterprise sales lifecycle. Develop account strategies, identify and qualify opportunities, build client and partner relationships, coordinate internal technical resources, manage pipelines and forecasts, meet revenue and profit targets, and provide consultative sales support. The role also includes mentoring entry-level Solutions Executives, participating in industry events, and maintaining expertise across multiple infrastructure solution areas.

Owns enterprise AI security assessment, architecture, and control programs. The role evaluates AI systems, vendors, platforms, and shadow AI; designs secure architectures, guardrails, identity models, sandboxes, gateways, and runtime controls; and develops detection and response capabilities for prompt injection, jailbreaks, data leakage, and tool misuse. The engineer partners with governance, identity, platform, engineering, and security operations teams, advises senior leaders, drives remediation, and mentors security professionals.