Business Development Representative

HOA Talent • Hollywood, FL

12d

About The Position

StaySouth is a fast-growing, locally operated vacation rental management company based in Southeast Florida, managing properties across Miami, Miami Beach, Fort Lauderdale, and Palm Beach. It is part of the Casago franchise network. The Business Development Representative – Property Management role is focused on growing StaySouth’s property portfolio by prospecting, qualifying, and converting property owners into long-term management clients. The role builds a pipeline through outbound calls, texts, email, and social outreach. Compensation is a guaranteed $55,000 base salary with an uncapped commission opportunity and stated on-target earnings of $176,500. The company provides sales tools and materials, training and coaching, and growth opportunities as the business scales.

Requirements

• At least 1 year of outbound sales, appointment-setting, or BDR experience.
• Confidence and composure on the phone, with an enjoyment of making calls.
• Disciplined follow-up habits and CRM hygiene.
• Ability to sustain high activity; 250–500 outbound touches per week is the expectation, not the ceiling.
• Self-motivation, a goal-oriented mindset, and resilience.
• Clear, professional written and verbal communication.

Nice To Haves

• Experience in real estate, property management, or the vacation rental industry.
• Experience with outbound dialers and sales sequencing tools.
• Familiarity with Airbnb, Vrbo, or short-term rental platforms.
• Background in investor relations or business development.

Responsibilities

• Source and identify new property owner leads daily from Zillow, Facebook Marketplace, Airbnb, expired listings, and investor networks.
• Make 250–500 outbound contacts per week by phone, text, email, and social media.
• Build relationships with property owners and investors and identify their pain points and management needs.
• Qualify leads and schedule appointments for Ricardo and the management team.
• Maintain accurate CRM records with detailed notes and follow-up schedules.
• Follow up consistently with warm leads through structured cadences.
• Report weekly on pipeline activity, conversion rates, and appointment outcomes.
• Contribute to a portfolio growth target of 2–5 signed management agreements per month.

Benefits

• Health, dental, and vision benefits.
• Paid time off and paid holidays.
• Performance-based bonus opportunities.
• CRM system, dialer, lead lists, email/text templates, and marketing materials provided.
• Ongoing training and coaching from an operator with more than 10 years of industry experience.
• Growth opportunity within a scaling company; early team members can grow with the business.
• Guaranteed $55,000 base salary and uncapped commission; stated OTE of $176,500.

What This Job Offers

• Job Type: Full-time
• Career Level: Entry Level
• Education Level: No Education Listed