Top Tech Jobs & Startup Jobs in Chicago, IL

Own enterprise sales across large K-12 school districts, driving territory strategy, self-sourced pipeline, stakeholder consensus, complex 6–18 month sales cycles, and net-new logo acquisition. Manage pilots, RFPs, board approvals, budgets, forecasting, and deal-team orchestration. The role requires selling six-figure contracts, achieving a $1M+ quota, understanding education funding, and traveling more than 50% of the time.

Develops brand and agency relationships, generates qualified sales opportunities, leads meeting materials and partnership strategies, manages RFIs, RFPs, and proposals, tracks outreach in CRM, and advances opportunities toward commercial decisions. The role requires strong knowledge of influencer marketing, social media, creator trends, and agency sales, along with polished communication, organization, deck-building, and follow-through skills.

Leads the backend platform engineering team responsible for scalable, reliable, secure core systems. Owns platform strategy, roadmap, architecture, operational excellence, reliability metrics, incident response, and engineering quality standards. Manages, hires, and develops backend engineers while partnering with Product, Security, Customer Operations, and other engineering teams. Establishes guardrails for AI-assisted development and drives platform APIs, shared services, and infrastructure supporting company-wide product delivery.

Client-facing technical sales professional who supports enterprise and strategic sales cycles through product demonstrations, proofs of concept, technical Q&A, and solution positioning. The role enables sales teams, represents products at client meetings and industry events, translates technical capabilities into business value, communicates roadmap updates, and feeds market feedback to Product and Marketing. Experience with legal technology, technical sales, AI tools, CRM platforms, and client presentations is required.

Provides Tier 1 technical support to B2B SaaS customers through email tickets and phone calls. Troubleshoots software issues, develops workarounds, investigates and escalates bugs, communicates updates, and maintains customer satisfaction and support metrics. Collaborates with Customer Success while managing changing priorities in a fast-paced environment.

Staff Product Designer will lead product design initiatives from ideation through launch, translating strategy and complex challenges into intuitive user experiences. Responsibilities include creating designs, interactions, and prototypes; using AI design tools; conducting user research; contributing to the design system; collaborating with engineering, product, leadership, and other designers; and maintaining a high bar for visual, interaction, and product design quality.

Coordinates multiple IT projects by tracking tasks, tickets, schedules, timelines, and commitments. Communicates with clients, vendors, technicians, procurement, and internal teams; follows up on open items; coordinates onsite and remote work; monitors equipment and deliverables; manages expectations; escalates risks; supports process documentation and team training. The role emphasizes organization, client communication, accountability, confidentiality, and timely follow-through rather than technical problem-solving.

Leads complex data center, infrastructure, procurement, lease, colocation, facilities, and operations agreements for a global cloud platform. Negotiates transactions, advises cross-functional teams on risk and performance, supports international expansion, and develops scalable legal templates, playbooks, and approval frameworks. Requires substantial in-house infrastructure transaction experience, a J.D., and active U.S. bar admission.

Draft and review confidential letters, emails, memoranda, and administrative records under monastic leadership. Track counseling requests and communications, research approved materials and policies, maintain reference resources, and ensure procedural accuracy, consistency, follow-up, and strict confidentiality.

Leads enterprise business intelligence and analytics across multiple divisions and locations. Establishes governed KPI definitions, reporting architecture, financial and operational analytics, semantic models, data-quality practices, and self-service reporting. Partners with FP&A, IT, Finance, and Operations to align analytics with financial results, guide technical delivery, evaluate BI platforms, and support forecasting and performance improvement. Directs internal or external development teams and communicates actionable insights to executives and operating leaders.