Operator Outreach Representative

Summary
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 proactively following up with private aviation operators to obtain quotes for active flight requests. This role is entirely phone focused and plays a critical part in ensuring operators respond quickly so travelers receive timely pricing. Success in this position is measured by responsiveness, persistence, and the number of flight requests that receive operator quotes.

Key Responsibilities:
Contact 30 or more operators daily regarding open flight requests.
Follow up consistently until operators submit their quotes.
Build and maintain positive relationships with operators.
Accurately document calls, notes, and outcomes in HubSpot.
Escalate urgent or unresponsive requests when necessary.
Meet daily outreach and follow up activity goals.

Required Qualifications:
Excellent spoken English with a clear and professional phone presence.
Previous experience in sales, SDR, account management, customer follow up, or cold calling.
Comfortable spending the majority of the workday on outbound phone calls.
Strong communication, organization, and follow up skills.
Reliable laptop, quality headset, and stable internet connection.
Willingness to learn HubSpot CRM

Preferred Qualifications:
Experience working remotely.
Experience using HubSpot or another CRM.
Experience supporting B2B customers.
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.
Hourly Rate + Plus $5.00 commission for every qualified meeting successfully booked

Number of hires: 4
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
Be part of a culture that values ownership, speed, and results over red tape