Top Tech Jobs & Startup Jobs in Chicago, IL

Lead, coach, and develop North American Account Executives while driving enterprise revenue growth. Responsibilities include territory planning, pipeline generation, deal strategy, negotiation, forecasting, MEDDPICC execution, CRM hygiene, strategic deal support, talent recruitment, and sales process improvement. The role partners with Solutions Engineering, Marketing, Customer Success, Product, Engineering, and Partners, and uses AI tools to improve sales productivity. It is a hands-on, remote-first leadership position focused on complex B2B enterprise software sales.

Own end-to-end instructional content for Filigran Academy: design learning paths, courses, and certifications; manage SME collaboration, multimedia production, quality, LMS delivery, and metrics; apply instructional design principles; contribute to ILT and team standards; and leverage AI tools to optimize content workflows.

Own full enterprise sales cycle across North America, build territory strategy, generate outbound pipeline, close $200K+ ARR deals, leverage AI tools for prospecting, apply MEDDIC, collaborate with Solutions Engineering, Customer Success, Marketing, Product, and Partners to drive long-term customer value.

Manage full customer lifecycle for North American customers—onboarding, adoption, training, renewals—while building proactive relationships, coordinating with support/engineering/product, tracking success metrics, and supporting upsell opportunities.