Membership Director

Membership Director

At Inspirato, we believe extraordinary travel should be effortless. We are a luxury destination club built on the pillars: Certainty, Care, and Value while delivering curated experiences that consistently exceed expectations for our members. We are committed to promoting diversity, equity, and inclusion across everything we do in our workplace, our business, our marketing, and the causes we support. Our team spans ages, abilities, cultures, races, religions, gender identities, and sexual orientations. We don't just embrace those differences; we celebrate them.

The Role

Inspirato is looking for a driven, resourceful Membership Director to join our consumer sales team. This is a consultative, full-cycle sales role responsible for guiding affluent consumers through a high-consideration purchase while delivering an exceptional buying experience. Our Membership Directors serve as trusted advisors, helping prospective members determine whether Inspirato is the right long-term travel solution for their family. Success in this role comes from conducting exceptional discovery, creating urgency, maximizing membership value, and delivering an outstanding member experience from first conversation through close. Our best Membership Directors combine strong business acumen, consultative selling skills, and a passion for luxury travel with the competitive drive to win while operating with integrity, accountability, and care in every interaction.

What You'll Do

Manage the full sales cycle, including prospecting, qualifying, discovery, proposal development, objection handling, negotiation, and close.

Build and grow a defined sales territory while developing strong relationships with prospective members.

Articulate the Inspirato value proposition with confidence, centering conversations around Certainty, Care, and Value.

Conduct deep discovery to understand each prospect's travel habits, lifestyle, and motivations while creating urgency around a discretionary purchase.

Maximize the value of every membership opportunity by confidently selling the appropriate membership level and minimizing unnecessary discounting.

Introduce and position Inspirato travel experiences as a natural extension of membership to increase member engagement and long-term value.

Maintain disciplined pipeline management, ensuring Salesforce data, opportunity stages, and forecasts remain accurate and current.

Build pipeline through virtual appointments, events, referrals, LinkedIn, outbound prospecting, and territory development activities.

Collaborate closely with Member Care, Marketing, Real Estate, and other internal partners to deliver a seamless member experience.

Participate in ongoing coaching, role-play, training, and professional development programs to continuously improve selling effectiveness.

Operate with both high activity levels and high-quality execution while consistently delivering an exceptional customer experience.

How Success Is Measured

Success in this role is measured by more than just revenue. High-performing Membership Directors consistently demonstrate excellence across several key areas, including:

• Club memberships sold
• Average membership value
• Travel attachment rate
• Territory development and pipeline health
• Forecast accuracy and Salesforce discipline
• Sales process execution
• Member experience and professionalism
• Collaboration with cross-functional partners

Our Best Membership Directors

Our highest-performing Membership Directors consistently:

• Build trust quickly with affluent buyers.
• Lead every conversation with thoughtful discovery.
• Sell value instead of relying on discounts.
• Maximize membership value on every opportunity.
• Follow a disciplined, repeatable sales process.
• Maintain exceptional CRM hygiene and forecasting accuracy.
• Embrace coaching and continuous improvement.
• Collaborate effectively across Sales, Member Care, Marketing, and Real Estate.
• Take ownership of their territory, pipeline, and business results.

What We're Looking For

Required

• 4+ years in a quota-carrying sales role with revenue-based performance metrics, preferably in a consultative B2C environment.
• Demonstrated success selling premium, luxury, or other high-consideration products or services.
• Consistent history of meeting or exceeding sales goals.
• Expertise in consultative selling, including discovery, objection handling, negotiation, and closing.
• Ability to confidently discuss investment, budget, and value with affluent consumers.
• Strong executive-level communication skills with the ability to build credibility and trust quickly.
• Demonstrated discipline maintaining CRM accuracy, pipeline hygiene, activity tracking, and forecasting integrity.
• Excellent organizational and time management skills with the ability to manage multiple opportunities simultaneously.
• Proficiency with Salesforce.com and Microsoft Teams.
• Passion for travel and enthusiasm for representing the Inspirato brand.
• Growth mindset with a commitment to coaching, accountability, and continuous improvement.
• Flexibility to accommodate customer schedules outside traditional business hours when necessary.

Preferred

• Experience selling luxury hospitality, private clubs, luxury real estate, financial services, automotive, or other premium consumer offerings.
• Experience managing longer sales cycles involving affluent or executive-level buyers.
• Experience building and managing a geographic territory.

Compensation

Base Salary: $45,000 | On Target Earnings: $95,000 This role offers a competitive base salary plus uncapped commissions based on individual performance. Compensation is designed to reward both the quality and quantity of sales, including individual Club sales, travel sales, and quarterly production accelerators. We build compensation structures that reflect comparable market rates for companies of similar size, revenue, and geography, while recognizing individual experience, performance, and demonstrated capability.

Why Inspirato

We are building a high-performing sales organization centered on accountability, coaching, collaboration, and continuous improvement. Our Membership Directors are empowered to build meaningful relationships with prospective members while representing one of the most distinctive luxury travel brands in the industry. At Inspirato, integrity, attitude, curiosity, and reliability matter as much as talent and drive. If you're passionate about consultative selling, luxury travel, and helping clients make confident buying decisions, we'd love to meet you.

About Us Based in Denver, Colorado, Inspirato is a luxury travel company providing affluent travelers access to a managed and controlled portfolio of hand-selected vacation options to ensure world-class service and certainty. Our portfolio features 100+ destinations, 350+ luxury homes, 50+ hotels and resorts, and custom travel experiences worldwide, available exclusively to our members. At Inspirato, our mission is to inspire lasting memories and relationships by enhancing the way our members experience the world. Guided by our core values of care, courage, collaboration, and curiosity, we strive to deliver exceptional service and unique travel opportunities that create unforgettable experiences. Join us in our journey to enrich lives through meaningful connections and inspire a world of lasting memories! Equal Opportunity Employer We are passionately committed to promoting diversity, equity, and inclusion in all we dowithin our workplace, through our business initiatives, in our marketing efforts, and in the causes we support. As an innovator in the industry, we recognize the valuable role diverse perspectives play in keeping us at the forefront of our business. Together, we span ages, abilities, cultures, races, religions, gender identities, and sexual orientations. We not only embrace those differences; we celebrate them. Inspirato is an Equal Opportunity Employer. We do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. We are dedicated to fostering an inclusive environment where everyone feels valued and respected.