Top Tech Jobs & Startup Jobs in Chicago, IL

Lead and scale the Enterprise AI & Digital Natives sales segment in the NYC region. Own revenue targets, recruit and mentor a field sales team, advise CTOs and engineering leaders on Cloudflare solutions (Workers AI, R2, network security), drive new logo acquisition and account expansion, partner with Product/Customer Success/Solutions Engineering for go-to-market execution, and personally help close complex, high-value enterprise deals.

Lead complex employee relations investigations and advise senior leaders and People Team partners. Build and analyze ER metrics, identify trends and root causes, drive performance management and change initiatives, update policies, develop training, and lead global ER projects while partnering cross-functionally with Legal, Payroll, Benefits, and others.

Responsible for driving growth by managing enterprise clients and acquiring new accounts, with a focus on complex sales cycles and customer engagement.

Lead DoD-focused account strategy and sales for Combatant Commands (COCOM/STRATCOM/TRANSCOM). Develop account plans, drive multi-year pipeline, negotiate contracts, navigate federal procurement vehicles, work with system integrators and partners, and position Cloudflare security and cloud networking solutions to meet mission objectives.

Serve as a quota-carrying technical trusted advisor managing the full customer lifecycle: discovery, architecture, demos/PoCs, onboarding, adoption, and expansion. Drive technical engagements, present to stakeholders, automate routine tasks with AI, and evangelize Cloudflare technologies externally.

Serve as a strategic People Business Partner to R&D leadership, driving organizational design, workforce planning, talent management, change leadership, and AI-driven people insights to align workforce strategy with business goals.

The GTM Specialist drives Cloudflare One revenue by advising sales leaders, supporting strategic deals, and fostering partner relationships, requiring deep technical knowledge and strong consultative selling skills.

This role involves leading high-stakes account sales, engaging with C-suite executives, and expertly managing enterprise-level solutions while exceeding sales targets and fostering digital transformation.

The Senior Named Account Executive manages key enterprise accounts, drives growth through consultative sales, and fosters relationships with C-suite clients to achieve sales targets.

The Senior Named Account Executive will drive growth through strategic sale cycles, manage customer relationships, and lead complex sales negotiations in enterprise environments.