Top Sales Jobs in Chicago, IL

Drive outbound prospecting and qualify leads to build pipeline alongside Account Executives. Conduct outreach via email, phone, and social, log activity in Salesforce, refine messaging, become product expert, collaborate with Marketing and Ops, and travel occasionally for onboarding and events.

Own and close complex SaaS deals ($50k+ ACV) for mid-market accounts (300–2,500 employees). Build outbound pipeline, run full sales cycle, perform consultative discovery, negotiate multi-year contracts, collaborate with cross-functional teams, and travel (~25%) for onboarding and events.

Lead and scale a Corporate Account Executive team responsible for full-cycle mid-market B2B SaaS sales. Recruit, coach, and mentor AEs; drive pipeline generation, forecasting, and new logo ARR growth; partner cross-functionally with Marketing, RevOps, Enablement, Solutions Engineering, Product, and Customer Success; join client meetings for key deals; identify product gaps and report team performance and forecasts to leadership.

Own enterprise sales for Webflow: prospect and build pipeline, drive full sales cycles, negotiate annual/multi-year SaaS contracts, build stakeholder relationships, collaborate cross-functionally (product, engineering, marketing, customer success), and travel up to 25% for onboarding and events.