[Remote] Senior Sales Account Executive – Chicago/Midwest (Outdoor & Active Lifestyle Media)

Note: The job is a remote job and is open to candidates in USA. Outside Interactive, Inc. is a leading hub for active lifestyle enthusiasts, providing exceptional content and experiences to millions of outdoor and fitness fans. They are looking for a Senior Sales Account Executive who will focus on prospecting and closing new business in the competitive media market, specifically within the outdoor and active lifestyle sector.ResponsibilitiesProspect, pitch, and close net-new accounts — this is the core of the role. You own your pipeline from first contact to signed IOOnce you've won the business, deepen those relationships — growing spend, expanding partnerships, and becoming a trusted advisor to your clientsConfidently pitch digital, video, branded content, OTT/CTV, sponsorship, and events — whatever it takes to solve a client's problemUse Salesforce to manage the pipeline, forecast accurately, and stay ahead of revenue targetsShow up at industry events, build credibility with brands and agencies, and make Outside the first call when budgets openPartner with editorial, marketing, and strategy teams to deliver strong campaigns and bring client needs back to the tableSkillsA demonstrable track record of opening new accounts — not just growing existing ones8+ years in media sales with consistent, documented achievement against high revenue targetsMust currently live in the Chicago market with deep knowledge of the local media and advertising landscape and an established agency and brand networkStrong command of digital media sales; video and OTT/CTV experience preferredExisting relationships in CPG, Healthcare, Retail/Outdoor, FinSer, Travel/Tourism are a significant advantageProficient in Salesforce, Google Suite, and curious about AI-driven tools like Gong, ChatGPT, and GeminiYou can present, persuade, and influence at every level — from a brand manager to a CMOYou don't have to be a professional athlete, but you should understand and care about the audience we serveVideo and OTT/CTV experience preferredProgrammatic knowledge is a plusBenefitsCommissionHealth careVisionDentalRetirementFlexible Time AwaySick leaveCompany OverviewOutside Interactive, Inc. is the premier destination for outdoor inspiration, activation, and celebration. It was founded in 2019, and is headquartered in Boulder, Colorado, USA, with a workforce of 201-500 employees. Its website is https://www.outside.io.