OurKeyWest

Compensation

Full Description

Sales & Business Development Manager (Commission-Only) Organization: OurKeyWest Location: Key West, FL (local presence preferred) Schedule: Flexible, minimum 10 hrs/week Compensation: Commission-only, unlimited earnings potential About Us OurKeyWest is a destination management, concierge, and lifestyle media brand that curates the best of Key West for visitors and locals. Through our on-island concierge, lifestyle magazine, digital and physical guest-touch networks, and brand channels — we introduce guests to the authentic culture and businesses of Key West. Position Overview We are seeking a relationship-driven Sales & Business Development Manager who will build partnerships with local businesses, tourism companies, lifestyle brands, restaurants, retail shops, tour operators, and other venues seeking exposure to our guest network. This is an entrepreneurial role for someone who thrives on networking, local engagement, and creating mutually beneficial relationships. You manage your own schedule, choose your own approach, and are rewarded directly for the revenue you generate. Key Responsibilities • Develop and maintain relationships with businesses who want exposure to OKW guest & concierge channels • Sell participation into our defined programs, including: • Brand Channel & Vacation Rental Marketing Program • Concierge Marketing Program • Magazine Advertising • Source and onboard new business partners to promote their services, experiences, and offerings to our visitors • Represent the OurKeyWest brand with professionalism, enthusiasm, and authenticity • Present advertising and promotional opportunities to business owners and marketing leaders • Prepare proposals, packages, and partnership agreements using provided materials (templates and training provided) • Report weekly on outreach, prospect engagement, conversions, and goals • Develop new relationships with vacation rental companies and lodging groups to integrate OKW concierge services for their guests • Identify new partnership opportunities in the Key West market and propose new business segments Qualifications • Prior experience in sales, business development, tourism marketing, or hospitality preferred • Comfortable speaking with business owners, managers, and marketing executives • Experience presenting value-based sales arguments (not transactional selling) • Highly self-motivated — thrives on independence and performance-based rewards • Strong interpersonal communication and networking abilities • Familiarity with the Key West market is a major advantage • Ability to communicate the OurKeyWest brand voice and mission Compensation This role is compensated by commission only, with no cap on earnings. Compensation is structured as a percentage of revenue generated from new contracts, renewals, and ongoing partner relationships. Your results define your income. Your pace sets your schedule. Time Requirements • Minimum of 10 hours/week • Self-directed scheduling • Evening networking and weekend event attendance optional but beneficial What We Provide • Training on OKW brand, messaging, positioning, and selling strategy • Sales scripts & pitching frameworks • Presentation & proposal templates • Digital sales tools and CRM access • Support from OurKeyWest leadership • A brand with trust, authenticity, and strong guest relationships Ideal Candidate This role is ideal for someone who is: • Already living or part-time living in Key West • Well-connected or eager to build connections • Excited about travel, hospitality & lifestyle branding • Comfortable in an autonomous role • A natural connector and relationship-builder • Entrepreneurial in mindset — wants upside, not salary How to Apply Please send: • A brief introduction or cover message • Summary of sales or networking experience • Any relevant industry connections or exposure to Key West market