Top Tech Jobs & Startup Jobs in Chicago, IL

Leads CentralSquare’s customer-facing Product Support organization across public-sector product lines. Responsibilities include hiring, coaching, staffing, cost management, escalation handling, Salesforce Service Cloud ownership, workforce planning, KPI and SLA management, and customer communications. The role also leads workforce and workflow transformation involving AI-assisted deflection, agent-assist, and automated triage, while partnering with IT, Support Operations, Product, Engineering, Knowledge, and Quality teams to improve customer satisfaction, resolution times, productivity, and product feedback loops.

Manages public safety software implementation projects from initiation through closure. Plans schedules, resources, risks, issues, and milestones; coordinates internal teams, clients, and vendors; leads meetings and technical discussions; improves project processes and tools; manages strategic, high-revenue engagements with minimal supervision; and serves as the primary client contact.

Develop complex, scalable public safety software using C#, Angular, databases, APIs, cloud infrastructure, and AI integrations. Lead design and code reviews, guide developers, contribute to architecture, improve frameworks, address technical debt, create automated testing strategies, optimize database and application performance, and diagnose escalated production issues. Serve as a technical subject matter expert while coordinating with internal teams, customers, and external entities.

Leads governance, planning, execution support, reporting, and cross-functional coordination for CentralSquare’s enterprise AI initiative portfolio. Maintains initiative inventories, milestones, KPIs, dashboards, risk tracking, and escalation processes. Translates AI strategy into executable plans, coordinates dependencies across business functions, supports AI Council activities, and prepares executive reporting on progress, adoption, ROI, and outcomes.

Leads the internal IT organization’s AI-first transformation, including systems strategy, AI tool deployment, platform uptime, governance, security coordination, helpdesk automation, budgeting, and cross-functional adoption. Owns IT roadmaps, prioritization processes, AI metrics, compliance frameworks, and teams of up to 30 contributors while partnering with security, infrastructure, legal, and other business functions.

Own the CCE public safety software product lifecycle, roadmap, strategy, prioritization, delivery, and optimization. Collaborate with engineering, UX, marketing, sales, customers, and partners to deliver mission-critical capabilities. Use customer research, market analysis, metrics, and AI-informed insights to guide decisions, support go-to-market activities, gather feedback, and improve dispatcher outcomes. The role requires product management experience, technical and AI/ML fluency, Agile delivery expertise, and customer travel.

Own the strategy, roadmap, lifecycle, and delivery of a records management software product for public safety agencies. Responsibilities include user research, prioritization, requirements, Agile delivery, AI feature integration, metrics, go-to-market planning, customer engagement, demos, vendor coordination, and cross-functional stakeholder management.

Provides second-tier technical support for enterprise software customers through phone, web, and email. Diagnoses application issues, resolves customer questions, handles increasingly complex escalations, identifies system defects, and maintains communication through resolution. Uses and improves knowledge-base content, creates internal documentation, advocates for customers, and collaborates with cross-functional teams. Works independently within established procedures while managing challenging customer interactions professionally.

Provides first-tier technical support to customers through phone, web, and email. Diagnoses application issues, resolves questions, escalates complex problems, maintains customer communication, updates knowledge-base content, identifies system defects, and captures feedback for product improvements. The role follows established procedures, collaborates with internal teams, handles challenging customer interactions, and participates in rotational after-hours on-call support.

Provides second-tier technical support for enterprise software customers through phone, web, and email. Diagnoses and resolves application issues, handles increasingly complex escalations, communicates case status, maintains and creates Knowledge Base content, identifies system defects, and advocates for customers. Collaborates with internal teams to resolve problems and improve products and processes. Requires strong communication, organization, independence, and finance/accounting industry knowledge.