Operator Outreach Representative

We are the leading marketplace for empty-leg private jet flights, connecting travelers to 150,000+ verified empty-leg flights worldwide through certified operators with no membership fees required. Trusted by 100,000+ travelers, We make booking a private jet as simple and transparent as booking any other flight, often at a fraction of typical charter cost. You'll help redefine how people experience private aviation making it more accessible, transparent, and surprisingly affordable. We're a fast-growing team building the go-to marketplace for empty-leg flights, backed by real demand from a rapidly expanding travel base. Here, your work has a direct impact: every feature you ship, deal you close, or campaign you run helps more travelers discover a smarter way to fly. Position Overview The Operator Outreach Representative is responsible for contacting private aviation operators and scheduling qualified meetings with the SkyAccess team. This role is focused on generating appointments through persuasive phone conversations, handling objections, and maintaining an organized meeting calendar. Success is measured by the number of qualified meetings booked. Key Responsibilities: Make outbound calls to private aviation operators. Schedule qualified meetings on the company calendar. Handle objections and encourage operators to meet with the team. Coordinate meeting availability using Google Calendar. Update all call activities and outcomes in HubSpot. Consistently achieve daily meeting booking targets. Required Qualifications: Excellent spoken English with a confident and professional phone presence. Previous experience in customer service, appointment setting, SDR, business development, sales, or cold calling. Strong objection handling and persuasive communication skills. Excellent organization and time management. Reliable laptop, quality headset, and stable internet connection. Willingness to learn HubSpot and Google Calendar. Preferred Qualifications: Experience booking B2B sales meetings. Experience using HubSpot or similar CRM software. Experience working remotely with international clients. Aviation or travel industry experience is a plus but not required. Work Schedule 40 hours per week. SkyAccess provides 24/7 operator coverage across multiple regions. Candidates must be available to work during either European business hours or US Central Standard Time (CST) business hours, depending on the assigned shift. Kindly specify the time zone and the hours you are consistently available to work. Why Join Us Work on a product solving a real, tangible problem in a booming industry Move fast on a lean team where ideas turn into shipped work quickly Grow alongside a company scaling rapidly in a high-growth market