Outside Sales Representative - Pittsburgh, PA

Outside Sales Representative - Pittsburgh, PA | Playlist Skip to main content Main navigation Our Culture Careers Press Contact Menu - Action View all jobs Outside Sales Representative - Pittsburgh, PA ClassPass | Sales | Salaried | United States Apply now At Playlist, life's richest moments happen when people step away from screens to move, connect, explore, and play. We're building the definitive platform for intentional living, connecting people with inspiring experiences in fitness, wellness, and beyond. With popular brands like Mindbody and ClassPass, Playlist empowers businesses and individuals, making it effortless for aspirations to become actions. Join us in reshaping technology's role to foster meaningful, real-world connections. ClassPass offers thousands of fitness and wellness experiences worldwide, helping people lead active, balanced lifestyles. Our platform makes discovering and enjoying activities simple, personalized, and joyful—whether it's fitness classes, self-care sessions, a healthy lunch, or a new adventure. Join us in shaping healthier, more vibrant communities around the globe.

The Role You’ll Play ClassPass is seeking a driven Field Sales Executive to expand our merchant base by acquiring and onboarding high-potential local businesses in the fitness and wellness space. This is a highly field-based role (70–80% travel) and best suited for individuals energized by being in front of customers, building relationships, and representing our brand as a trusted local expert. With a growing team and evolving strategy, this role offers the opportunity to help shape the future of our field sales approach. What You’ll Do Build and grow our merchant network by prospecting, pitching, and closing new businesses in your assigned territory. Lead with a field-first approach: visit prospective merchants daily, attend local events, and nurture relationships with community and industry insiders. Own the full sales cycle, from outreach and drop-ins to negotiation and close, using a mix of in-person, phone, email and virtual touchpoints. Consistently achieve or exceed monthly acquisition quotas and pipeline conversion targets. Act as a local market expert, identifying untapped opportunities that align with customer demand. Maintain a disciplined pipeline, tracking key activity and performance metrics in Salesforce. Travel Expectations Travel will make up 70–80% of your time, including both local day trips and extended multi-night regional travel. Depending on business needs, there may be occasional travel outside of your assigned region. Travel may be by car or flight — flexibility is essential to meet customer needs and maximize coverage. The Experience You’ll Bring 3–5 years of outbound field sales experience, complemented by strong inside sales skills. Full-cycle sales methodology expertise with emphasis on conversion optimization. Strong B2B negotiation, organizational, and time management skills. Self-motivated, proactive, and receptive to feedback. Proven track record of exceeding quotas and OKRs in a fast-paced environment. Familiarity with local industries (fitness, wellness, spas, or related sectors) and existing networks a plus. Proficiency in Salesforce, SalesLoft, and Microsoft Office Suite. Pay Transparency It is Playlist’s intent to pay all Team Members competitive wages and salaries that are motivational, fair, and equitable. The goal of Playlist’s