Top Tech Jobs & Startup Jobs in Chicago, IL

The Director, Sales leads a customer sales organization, driving revenue growth and team performance, while developing high-performing managers and sales strategies.

Manage and grow corporate customer relationships, drive revenue through upsell opportunities, collaborate with internal teams, and support contract negotiations.

Manage and grow relationships with corporate accounts, identify upsell opportunities, deliver product demos, and collaborate with internal teams to ensure customer success.

Lead the design and delivery of onboarding and ongoing education programs for sales teams, ensuring skill development and process adoption.

Lead tax compliance and treasury operations, manage teams and external firms, oversee financial analysis, and ensure strategic tax planning.

Own full sales cycle for enterprise corporate accounts (up to $1B revenue): prospect, demo, qualify, and close SaaS order-to-cash and payments solutions. Develop strategies, collaborate cross-functionally, manage complex multi-stakeholder deals (> $150k ARR), and provide market/product feedback. Travel to customer sites as needed.

Lead, hire, onboard and coach a Sales Development team to generate pipeline and bookings. Build cadences, run A/B tests, maintain reporting and dashboards, manage commissions and SDR playbook, and collaborate with sales and marketing to optimize account development.

Lead revenue forecasting, budgeting, and performance analytics for B2B SaaS and payments. Build scalable models, drive automation and executive reporting, partner cross-functionally, mentor FP&A staff, and support M&A diligence to improve forecast accuracy and business outcomes.