Top Tech Jobs & Startup Jobs in Chicago, IL

Lead the finance function for an enterprise B2B software company, overseeing FP&A, accounting, cash, forecasting, investor and board reporting, pricing economics, revenue recognition, audit readiness, treasury, and finance systems. Advise the CEO and executive team on strategy, capital planning, investment decisions, and growth. Build a scalable finance team and processes while managing SaaS metrics, hybrid subscription and usage-based revenue, internal controls, tax compliance, billing, collections, and working capital.

Leads GTM operations for a B2B SaaS company, owning metrics, data architecture, forecasting, executive reporting, AI-driven intelligence, retention signals, compensation, territory and quota planning, pricing approvals, lead routing, CPQ, and CRM administration. Builds scalable operating systems for Sales, Customer Success, and Partnerships, supports consumption-based land-and-expand growth, and presents guidance to executive leadership. Requires deep revenue operations, SaaS metrics, applied AI, forecasting, commercial operations, and data tooling expertise.

Leads the customer success organization, owning retention, expansion, consumption, renewals, segmentation, customer value realization, and operating metrics. Manages CSM leaders and teams, builds scalable playbooks and capacity models, develops talent, and partners with Sales, Services, Support, Studio, Product, and Marketing. The role requires executive customer engagement, enterprise success planning, usage-based pricing experience, and applying AI tools and workflows to modernize customer success.

Own demand generation and enterprise pipeline growth through paid acquisition, performance marketing, SEO, AI-driven discovery, campaign automation, web conversion optimization, lifecycle nurture, attribution, and performance creative. Manage agencies, digital budgets, funnel optimization, and cross-functional campaign execution while using AI tools to scale marketing operations.

Lead strategic enterprise sales cycles with Fortune 500 executives, navigate complex buying committees, build predictable pipeline, execute value-based selling, and close high seven- to eight-figure deals while partnering cross-functionally to drive revenue growth.