Dominate the San Francisco Aviation Market with Silver Air Are you a top-tier sales professional in Chicago, ready to seize the next big opportunity in private aviation? Silver Air Private Jets is expanding aggressively, and we’re on the hunt for sales powerhouses who can thrive in this high-stakes
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Private Jet Advisor - Experienced Charter Sales Broker (Chicago)

Silver Air Private Jets • 
Chicago, Illinois, United States
Position Type: Permanent
Job Description:
Dominate the San Francisco Aviation Market with Silver Air

Are you a top-tier sales professional in Chicago, ready to seize the next big opportunity in private aviation? Silver Air Private Jets is expanding aggressively, and we’re on the hunt for sales powerhouses who can thrive in this high-stakes environment. If you’re driven by the challenge of building lasting relationships with high-net-worth clients, closing deals on industry-leading products, and being part of a company that rewards innovation and excellence, then we want you on our team.
Chicago is a battlefield, and at Silver Air, we equip our Private Jet Advisors with the tools to dominate. We don’t just sell flights; we offer an elite, unparalleled luxury experience that commands attention from the city’s most influential and affluent clients. Here’s why Silver Air should be your next move:
  • Exclusive Flight Club: Our Flight Club is an invitation-only membership designed for the city’s power players. As a PJA, you’ll be in the driver’s seat, selling this exclusive membership that offers seamless, hassle-free access to private jet services. This is your chance to be the go-to advisor for San Francisco’s elite.
  • Unrivaled Aircraft Management: Our aircraft management services are unmatched in the market. With a reputation for transparency, efficiency, and a customer-first approach, you’ll have the competitive edge needed to close deals in a city where clients demand nothing but the best. With top certifications from leading auditing firms, Silver Air is the name that stands for safety, trust, and premium service in private aviation.
  • Sell Exclusivity: Represent our Flight Club membership, an elite product that simplifies travel and elevates the private jet experience for California’s most powerful clients. You’ll be the face of a brand that delivers unparalleled luxury and service.
  • Command the Market: With our aircraft management solutions, you’ll offer jet owners a program that sets the standard for transparency, security, and efficiency. In a market as competitive as Chicago, this is your ticket to success.
  • Maximize Your Earnings: We offer a commission structure that’s as aggressive as you are. In Chicago's high-octane market, your success will be rewarded with industry-leading compensation. This is where your hard work pays off, big time.
  • Leverage Elite Networks: Gain exclusive access to strategic partnerships with luxury brands and high-end clubs, giving you direct connections to the city’s wealthiest and most influential individuals. Your network will be your most powerful tool in expanding your reach and closing major deals.
  • Unmatched Support: We back our team with comprehensive onboarding and continuous support, providing you with the resources, training, and tools needed to excel. In Illinois, where the stakes are highest, we ensure you’re equipped to win.

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WHO YOU ARE:

As a Private Jet Advisor, you're not just a salesperson; you're a top-tier dealmaker with the connections, drive, and expertise to dominate the private aviation market. You have a proven track record of skyrocketing revenue growth and optimizing sales operations. To be successful, you need:
  • Unmatched Relationship Skills: You have a sharp instinct for building and sustaining high-value relationships with High Net Worth Individuals, particularly in sectors like luxury automotive, wealth management, and high-end real estate. You understand their needs and how to deliver unmatched value.
  • Expert Industry Knowledge: With 10+ years of hands-on Part 135 sales and sales operations experience, you've mastered the art of closing big deals and managing a lucrative book of business worth $10-20 million. You’re not just experienced; you’re a heavy hitter who knows how to bring in serious revenue.
WHAT YOU’LL LEAD:

Your mission is clear: dominate the market by leading aggressive, results-driven initiatives:
  • Strategic Domination: Develop and execute a bold charter marketing strategy that doesn’t just follow industry trends but sets them. You’re here to lead, not follow.
  • Executive Partnership: Collaborate directly with executives to shape and propel our charter services to the forefront of the industry. Your insights will be pivotal in steering the company toward unparalleled success.
  • High-Stakes Sales: Push the envelope in selling charter block-time products, using your deep industry knowledge and elite network to outpace the competition and crush your targets.
  • VIP Client Onboarding: Personally introduce and secure high-profile clients for our Part 91 or Part 135 management services. You’re the linchpin in converting prospects into long-term, high-value partnerships, with compensation tied to your success.

WHO YOU’LL BE WORKING WITH:

You’ll be working hand-in-hand with the best in the business. Your cross-functional partners in Charter Sales, Flight Support, Finance & Accounting, and Marketing are here to back you up, but make no mistake—you’re leading the charge. You’ll have the freedom and support to make bold moves and deliver significant results.

Skills, Knowledge & Expertise:
  • Sales Mastery: Proven track record in high-stakes sales, particularly in the luxury or private aviation industry, with a focus on managing and closing large deals in competitive markets like Chicago.
  • Relationship Building: Exceptional ability to build and maintain strong relationships with High Net Worth Individuals, understanding their unique needs and delivering tailored solutions that exceed expectations.
  • Industry Knowledge: In-depth knowledge of Part 135 operations, private jet services, and luxury lifestyle offerings. Experience working with clients in related sectors such as luxury automotive, wealth management, and high-end real estate is highly desirable.
  • Strategic Marketing: Expertise in developing and executing aggressive marketing strategies that align with industry trends and drive significant revenue growth.
  • Networking Excellence: Ability to leverage and expand elite networks, building connections that lead to high-value sales opportunities.
  • Negotiation & Closing Skills: Strong negotiation skills with the ability to close deals effectively, ensuring client satisfaction while maximizing revenue.
  • Analytical Thinking: Ability to analyze market trends, client needs, and sales data to inform strategic decisions and optimize sales performance.
  • Client-Centric Approach: Demonstrated commitment to delivering exceptional client service, with a focus on transparency, trust, and long-term relationship building.

WHAT YOUR BENEFITS ARE:
Your success depends on how the rest of the team supports you. You'll see we strive to make Silver Air an incredible place to work for our sales professionals. Note that this position is full-time, with the flexibility of working remotely.
 
Our benefits are always evolving, though here's a peak into your perks: 
  • Unlimited PTO for full-time Team Members
  • Fully paid health insurance coverage for you and your family (full-time Team Members)
  • Generous personal development and employee assistance programs
  • Top-of-the-line equipment (Apple, Microsoft, Dell, Lenovo, etc.)
  • Flexible leadership team
  • You have the flexibility to make your own hours while earning commissions. 
  • Pet insurance
  • 401k/Roth with a 5 match on day one of hire.
  • HSA, FSA, and dependent care savings accounts

About Silver Air Private Jets
Company Culture:
Silver Air Private Jets is driven to be the best in our industry – to change our industry by creating an environment where our team members can be their absolute best individually and collectively. We've built a culture based on core values like Drive, Own It, Respect, and Discipline. Silver Air fosters an environment of safety-first flight operations and service-first client relations. We believe our people are our greatest asset, and we encourage contribution and collaboration.
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