Company Overview SkyRun Vacation Rentals – Anna Maria Island is a high-growth short-term rental management company dedicated to delivering exceptional guest experiences and maximizing homeowner value.We manage a portfolio of high-end vacation homes across Anna Maria Island and operate with a hospitality-first mindset. Our team combines operational excellence, clear communication, and strong local expertise to create memorable stays for guests while protecting and enhancing our homeowners' investments.We believe in:High standards and accountabilityClear processes and strong team communicationOwnership mentality at every levelContinuous improvementTaking pride in delivering 5-star experiencesIf you thrive in an environment where details matter, standards are high, and your work directly impacts guest satisfaction and company reputation, you will fit in well here.Position summary We\'re looking for a driven Business Development professional to expand our portfolio of premium vacation rental properties in the Anna Maria Island and Bradenton area. In this role, you\'ll be the face of SkyRun Vacation Rentals, building relationships with property owners, real estate professionals, and community partners to grow our presence in one of Florida\'s most desirable vacation destinations. You\'ll combine your sales expertise with market knowledge to help property owners unlock the full potential of their investments while achieving significant personal earning potential through a competitive commission structure.As our Business Development representative, you\'ll take ownership of the entire sales cycle—from initial prospecting and networking to closing deals and ensuring successful onboarding. This is a unique opportunity for someone who thrives on building connections, enjoys the challenge of consultative selling, and wants to be part of a growing team in the thriving short-term rental industry. If you\'re energetic, persuasive, and motivated by results, this role offers unlimited growth potential in a dynamic market.Responsibilities Business Development & Lead Generation Prospect and generate new leads through:Networking with real estate agents, brokers, and investorsLocal outreach and community engagementCold calling, email campaigns, and in-person meetingsIdentify high-quality vacation rental opportunities aligned with company standardsSales & Closing Conduct discovery calls and in-person property walkthroughsAnalyze property potential and present revenue projections to ownersPitch SkyRun\'s management services and value propositionNegotiate and close management agreementsConsistently meet or exceed monthly and quarterly growth targetsMarket Expertise Develop deep knowledge of:Anna Maria Island and Bradenton STR marketsPricing trends, seasonality, and demand driversLocal regulations and compliance requirementsAdvise property owners on:Revenue optimizationProperty upgrades to maximize ROIRelationship Management & Onboarding Build and maintain long-term relationships with:Property ownersRealtors and brokersLocal partners and vendorsServe as the primary point of contact during onboarding of new locationsEnsure smooth transition from signed agreement to active listingPipeline & Reporting Maintain an active and organized sales pipeline (CRM)Track outreach, meetings, and conversion metricsProvide regular reporting on:Lead flowConversion ratesMarket feedback and opportunitiesRequired Qualifications 2+ years of experience in sales, business development for short term rentalsProven ability to generate leads and close dealsStrong interpersonal and communication skillsSelf-starter with a high level of accountability and driveComfortable working both independently and in a teamPreferred Qualifications Existing network in Anna Maria Island and BradentonFamiliarity with platforms like Airbnb and VRBOCompensation and Benefits Annual Salary $55,000 - $65,000Bonus Commission per deal signed & Bonuses for number of properties signed. Target OTE $130,000Benefits P aid time off such as PTO, sick days, and vacation daysHealth, Dental, and Vision insuranceDental insuranceEmployee recognition programsWorkplace perks such as recreation activities, food and coffee, and flexible work schedules#J-18808-Ljbffr