Top Tech Jobs & Startup Jobs in Chicago, IL

Drives recurring revenue growth for managed services by serving as a senior sales overlay and trusted executive advisor. Leads discovery, qualification, value-based selling, ROI/TCO analysis, business-case development, solution positioning, and account expansion across cloud, cybersecurity, networking, infrastructure, collaboration, and support services. Partners with sales, architecture, delivery, finance, operations, and technology vendors; enables field teams; develops repeatable sales frameworks; and aligns managed services operating models with customer business outcomes.

Own full-cycle recruiting for technical and non-technical roles, including sourcing, screening, interviewing, hiring-manager partnership, candidate recommendations, offers, and applicant tracking. Manage the HRIS recruitment module, ensure compliance, monitor recruiting metrics, support onboarding and offboarding, train hiring managers, and provide HR process support. The role requires strong communication, organization, confidentiality, systems proficiency, and the ability to fill complex technical positions.

Leads complex, multi-workstream transformation programmes and portfolios from planning through delivery. Responsibilities include establishing governance, coordinating vendors and internal teams, managing delivery plans, RAID logs and dependencies, producing executive reporting, aligning stakeholders, prioritising portfolios, identifying risks, and recovering fragmented or at-risk programmes.

Advise institutions on improving data foundations, reporting readiness, governance, data quality, analytics strategies, and decision-making. Support ERP, student system, finance, HR, and enterprise data transformation initiatives by defining requirements, assessing maturity, developing roadmaps, and creating practical approaches to trusted, decision-ready data.

Supports higher education institutions with digital maturity assessments, enterprise planning, platform strategy, governance design, service modernization, investment cases, and transformation roadmaps. Facilitates senior workshops, evaluates current and future-state capabilities, and translates strategic priorities into actionable delivery plans across systems, processes, people, data, and decision-making.

Leads enterprise geospatial, GIS, digital, and AI innovation across six practice groups. Designs geodatabases, web applications, dashboards, digital-twin platforms, field-data pipelines, and analytical automation using Esri technologies, Python, SQL, JavaScript, and FME. Evaluates emerging GeoAI, cloud, reality-capture, and immersive technologies; establishes governance and QA/QC standards; trains and mentors staff; and represents the firm with clients and industry audiences.

Drive B2B SaaS demand generation and brand awareness through multi-channel campaigns, AEO, search, YouTube, website content, and product marketing programs. Manage HubSpot campaigns, landing pages, forms, lead routing, and website updates. Analyze campaign, website, and AEO performance against leads, pipeline, and revenue, while continuously testing channels and tactics to improve results.

Provides strategic and administrative support to the CEO across US and UK time zones. Responsibilities include managing calendars, priorities, travel, meeting preparation, executive communications, action tracking, stakeholder liaison, expenses, records, and leadership initiatives. The role requires discretion, independent judgment, exceptional organization, and proactive follow-through while supporting a complex international business.

Conduct end-to-end UX research across the product lifecycle, including interviews, observation, concept testing, usability studies, and surveys. Partner with Product, Design, Engineering, Data Science, Marketing, Support, and leadership to prioritize research questions, interpret behavioral data, communicate findings, and influence product decisions. Build scalable research practices through participant panels, reusable evidence, self-service studies, and listening loops while coaching cross-functional partners.

Manage operational aspects and end-of-life for product lines, analyze customer and usage data to recommend improvements, define KPIs, align cross-functional stakeholders, run EOL planning and communications, and support post-launch product optimization across broadband, wireless, or business data & voice domains.

Leads enterprise, business, and solution architecture for customer and revenue transformation. Defines target-state architectures, technology roadmaps, standards, governance practices, and modernization strategies. Assesses business capabilities, risks, dependencies, technical debt, and technology investments while aligning product, engineering, delivery, operations, and leadership stakeholders. Provides strategic consulting, architecture reviews, design guidance, and executive recommendations, while mentoring architects and advancing architecture methods, reusable patterns, and organizational capability.

Build and operate backend services for stablecoin payments, including deposits, withdrawals, on/off ramps, wallets, and virtual accounts. Integrate crypto partners with existing banking, ledger, and payment systems while developing KYB and compliance workflows. Own projects from design through production, ensure reliable money movement, influence technical direction, collaborate cross-functionally, and mentor engineers.

Leads client-side testing for Workday implementations, including strategy, planning, SIT, UAT, regression, end-to-end testing, defect management, stakeholder coordination, and readiness reviews. Develops test scenarios and scripts, tracks progress and risks, coordinates implementation partners, facilitates triage and sign-off, and supports go-live, cutover, and post-production stabilization activities.