Entry-Level Sales Associate (Private & Cargo Aviation)

Location: Onsite in Chicago, IL Compensation: • Cargo Charter Broker – $55,000 base + uncapped 10% commission on profit margin • Private Jet Sales Executive – $55,000 base + uncapped 10% commission on profit margin Start Your Career in Aviation Sales Join a global leader in air charter services where your career can take flight — whether you're moving critical cargo across continents or arranging luxury travel for high-profile clients. We're hiring for two dynamic entry-level sales roles, both fully onsite in Atlanta, where you’ll receive world-class training and mentorship in one of the most exciting industries on the planet. During your interview, we’ll work with you to identify the best fit based on your background, strengths, and interests. Role 1: Cargo Charter Broker For candidates who thrive in logistics, fast-paced operations, and B2B relationship building. You'll be the go-to expert for time-sensitive and complex cargo movements — including humanitarian aid, pharmaceuticals, live animals, and dangerous goods. You’ll manage the full sales and operations cycle, ensuring every shipment gets where it needs to be, on time and with care. Important:This role often requires availability outside of standard 9–5 hours. Time-critical shipments can happen at any moment, including early mornings, late nights, and weekends. Flexibility is a must. What You’ll Do: • Build a book of B2B clients through research, outreach, and relationship development • Handle urgent charter requests (often outside of regular hours) • Partner with global cargo operators to secure aircraft • Present competitive charter quotes based on real-time market conditions • Coordinate operations from first inquiry to flight completion • Monitor live flights and troubleshoot any issues • Deliver exceptional client service to drive repeat business Role 2: Private Jet Sales Executive For candidates passionate about luxury service, high-touch client experiences, and fast-paced sales. You’ll be creating bespoke travel experiences for celebrities, executives, and global VIPs. From spontaneous getaways to last-minute business flights, you’ll manage every detail of private jet charters with precision and white-glove care. Important:Private clients often need last-minute bookings and round-the-clock support. Expect to work outside standard hours, including evenings and weekends, especially during peak travel periods. What You’ll Do: • Build and manage a pipeline of HNW and corporate clients • Customize jet travel solutions tailored to unique client needs • Source aircraft from operators and oversee full charter coordination • Deliver 5-star service and maintain long-term partnerships • Support your mentor’s sales desk while training • Participate in airport visits and aircraft viewings to gain industry exposure • Manage your quotes and client data in a CRM system Training Program We’ll set you up for success with a structured, immersive training plan: Cargo: • 4 weeks at Global HQ (London): Learn the fundamentals of charter brokering and the industry • 3–4 months at Regional HQ (New York): Develop hands-on skills with mentorship and live client interactions • One-on-one mentoring: Ongoing support from experienced brokers and managers • International and domestic travel opportunities: Gain a global perspective on the air charter industry • All travel and training expenses are covered by the company Private Aviation: • Months 1–3: Hands-on onboarding with a mentor; support live charters and operations • Months 4–6: Attend immersive global training; learn aviation law, sales, and operations • Months 6–12: Pass internal certification and begin independent sales • Months 12–18: Hit performance benchmarks and work toward promotion to Junior Broker Compensation & Perks (Both Roles) Base Salary: • Cargo: $55,000 • Jet Sales: $55,000 Commission: 10% uncapped on profit margins Earning Potential: $20,000–$38,000+ annually in commissions Health Benefits: Medical, dental, vision insurance 401(k): With generous employer match Paid Time Off: • 20 vacation days to start, increasing with tenure • 12 paid holidays + birthday + special personal days • Paid sick leave and parental leave City Staffing is committed to diversity, equity, and inclusion (DEI) in all aspects of our business. As a women-owned and operated business, WBE certified, we recognize the importance of creating an inclusive and welcoming work environment for all individuals regardless of age, race, creed, color, national origin, sex, ability, marital status, gender identity and/or expression, or sexual orientation. #INDHP Job Type: Full-time Pay: $55,000.00 per year Benefits: • 401(k) matching • Dental insurance • Health insurance • Vision insurance Application Question(s): • This role involves irregular hours, including evenings, weekends, and occasional holidays to support urgent client requests and global time zones. Are you comfortable with a flexible schedule? and how have you managed similar demands in past roles? Experience: • B2B sales: 3 years (Preferred) • High Pressure, Client-Facing : 3 years (Preferred) • Salesforce.com: 3 years (Preferred) Work Location: In person