Business Development Representative
Better Talent by Laveer & Co., Bradenton, FL, United States
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, protecting and enhancing our homeowners’ investments.
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. You will 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 will manage the entire sales cycle—from prospecting and networking to closing deals and ensuring successful onboarding.
Responsibilities Business Development & Lead Generation
Prospect and generate new leads through:
Networking with real estate agents, brokers, and investors
Local outreach and community engagement
Cold calling, email campaigns, and in-person meetings
Identify high-quality vacation rental opportunities aligned with company standards
Sales & Closing
Conduct discovery calls and in-person property walkthroughs
Analyze property potential and present revenue projections to owners
Pitch SkyRun's management services and value proposition
Negotiate and close management agreements
Consistently meet or exceed monthly and quarterly growth targets
Market Expertise
Develop deep knowledge of:
Anna Maria Island and Bradenton STR markets
Pricing trends, seasonality, and demand drivers
Local regulations and compliance requirements
Advise property owners on:
Revenue optimization
Property upgrades to maximize ROI
Relationship Management & Onboarding
Build and maintain long-term relationships with:
Property owners
Realtors and brokers
Local partners and vendors
Serve as the primary point of contact during onboarding of new locations
Ensure smooth transition from signed agreement to active listing
Pipeline & Reporting
Maintain an active and organized sales pipeline (CRM)
Track outreach, meetings, and conversion metrics
Provide regular reporting on:
Lead flow
Conversion rates
Market feedback and opportunities
Required Qualifications
2+ years of experience in sales, business development for short-term rentals
Proven ability to generate leads and close deals
Strong interpersonal and communication skills
Self-starter with a high level of accountability and drive
Comfortable working both independently and in a team
Preferred Qualifications
Existing network in Anna Maria Island and Bradenton
Familiarity with platforms like Airbnb and VRBO
Compensation and Benefits Annual Salary:
$55,000 - $65,000
Bonus and OTE:
Commission per deal signed & bonuses for number of properties signed. Target OTE $130,000
Benefits
Paid time off such as PTO, sick days, and vacation days
Health, Dental, and Vision insurance
Dental insurance
Employee recognition programs
Workplace perks such as recreation activities, food and coffee, and flexible work schedules
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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. You will 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 will manage the entire sales cycle—from prospecting and networking to closing deals and ensuring successful onboarding.
Responsibilities Business Development & Lead Generation
Prospect and generate new leads through:
Networking with real estate agents, brokers, and investors
Local outreach and community engagement
Cold calling, email campaigns, and in-person meetings
Identify high-quality vacation rental opportunities aligned with company standards
Sales & Closing
Conduct discovery calls and in-person property walkthroughs
Analyze property potential and present revenue projections to owners
Pitch SkyRun's management services and value proposition
Negotiate and close management agreements
Consistently meet or exceed monthly and quarterly growth targets
Market Expertise
Develop deep knowledge of:
Anna Maria Island and Bradenton STR markets
Pricing trends, seasonality, and demand drivers
Local regulations and compliance requirements
Advise property owners on:
Revenue optimization
Property upgrades to maximize ROI
Relationship Management & Onboarding
Build and maintain long-term relationships with:
Property owners
Realtors and brokers
Local partners and vendors
Serve as the primary point of contact during onboarding of new locations
Ensure smooth transition from signed agreement to active listing
Pipeline & Reporting
Maintain an active and organized sales pipeline (CRM)
Track outreach, meetings, and conversion metrics
Provide regular reporting on:
Lead flow
Conversion rates
Market feedback and opportunities
Required Qualifications
2+ years of experience in sales, business development for short-term rentals
Proven ability to generate leads and close deals
Strong interpersonal and communication skills
Self-starter with a high level of accountability and drive
Comfortable working both independently and in a team
Preferred Qualifications
Existing network in Anna Maria Island and Bradenton
Familiarity with platforms like Airbnb and VRBO
Compensation and Benefits Annual Salary:
$55,000 - $65,000
Bonus and OTE:
Commission per deal signed & bonuses for number of properties signed. Target OTE $130,000
Benefits
Paid time off such as PTO, sick days, and vacation days
Health, Dental, and Vision insurance
Dental insurance
Employee recognition programs
Workplace perks such as recreation activities, food and coffee, and flexible work schedules
#J-18808-Ljbffr