Remote (United States) role owning end-to-end sourcing, pitching, negotiating, and closing of enterprise Things To Do (TTD) accounts for nationwide and multi-market merchants. Requires 3–5+ years enterprise B2B sales, fluency with deal structuring, familiarity with ticketing/reservation platforms and APIs, and daily use of AI tools. Role includes 4–6 weeks paid Chicago travel in the first two months. Base salary listed at $66K–$110K (target OTE $120K–$150K+).

Lead full sales cycle for top-tier Local Activities and Attractions operators: prospect, negotiate margin-aware deals, close contracts, and ensure activation and performance. Role emphasizes enterprise B2B sales, commercial precision (GP-focused), pipeline hygiene in Salesforce, and use of AI tools (Claude proficiency noted). Chicago-based preferred; hybrid (3 days/week) with remote considered for strong TTD supply experience.

The role owns full enterprise sales cycle for Home & Auto verticals — sourcing, prospecting, negotiating, and closing national and multi-location merchant deals. Requires consultative selling, complex deal structuring, cross-functional collaboration with Merchant Development and internal stakeholders, and maintaining CRM and pipeline activity. Minimum 2+ years enterprise sales experience; hybrid role based in Chicago with remote options in the United States.