Sales Associate

Title: Sales Associate

Location: Outlier HQ (Naples, FL)

Introduction:

This role is for someone who wants to be in the room, learning directly from experienced executives, building relationships across the team, and growing fast. It’s not a remote role. We are looking for someone who values high-impact collaboration and is excited to live and work in Naples, Florida.

We are expanding the sales team for our fast-growing private aviation company and are seeking the right person to become our next Sales Associate. With the definition of our name in mind, we are looking for an Outlier – someone who stands apart from the crowd. Someone who is passionate, hard-working, and brings a unique skill set to the team. At Outlier, our clients trust us with their time, family, and business. We plan to welcome an invaluable team member to cultivate and onboard the next generation of Outlier clients.

Position Overview:

The Sales Associate is a foundational role on the Outlier sales team. You'll work directly with Sales Directors and Sales Leadership to engage new prospects and support active sales efforts. This is a high-touch, high-growth opportunity where you’ll gain experience with C-suite clients, travel to industry events, and develop a deep understanding of private aviation, sales strategy, and luxury client service.

You’ll be backed by sales enablement tools, coaching from senior leadership, and a flat team structure that values new ideas and quick execution. This role is built for someone ambitious, curious, and ready to outwork the competition.

Responsibilities:

Partner with Sales Directors and Sales Management to generate new leads and opportunities through cold calling, email solicitation, research, and engagement of existing prospects within Salesforce.
Develop proficiency and expertise on market and industry competitors.
Accurately document sales engagement in Salesforce and proactively manage follow-up effort, escalating top sales opportunities and shepherding clients through the sales cycle.
Respond to written and oral inquiries by providing general information of all Outlier products, ranging from the industry’s leading Jet Card & Charter programs to a growing aircraft brokerage and advisory practice.
Educate, consult, and advise prospects on the private aviation industry, its benefits for both business and leisure, and Outlier’s value proposition within the larger landscape.
Qualify potential Outlier clients based on their travel needs and financial expectations.
When appropriate, secure an in-person meeting or call with the Sales Leadership.
Act as a business partner alongside VP of Sales & Sales Directors, collaborating on creative strategies to grow Outlier’s client base and consult.
Consult on product development and business strategy.

Qualifications:

Bachelor’s Degree
2+ year sales experience preferred in customer service, sales, or other related fields
Excellent oral and written communications skills
Experience with Salesforce or other CRMs preferred
Ability to build rapport with executive level prospects
Ability to prioritize, multitask, and collaborate within Outlier’s flat sales organization
Positive, organized, and professional demeanor

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