Sales Representative (Individual Contributor)

Sarasota / Manatee County, FL (Hybrid)

Build a Territory. Grow a Portfolio. Drive Revenue.

We are seeking a motivated and relationship-driven Sales Manager to help expand a growing vacation rental management company throughout Sarasota and Manatee County.

This is a true business development role focused on identifying new opportunities, building strategic partnerships, and growing a portfolio of managed vacation rental properties. The ideal candidate is a proactive sales professional who enjoys networking, prospecting, and creating long-term business relationships.

If you are entrepreneurial, self-directed, and motivated by performance-based earnings, this is an opportunity to make a significant impact while building a rewarding career.

What You'll Do

• Generate new business through prospecting, networking, referrals, and relationship development.
• Build partnerships with real estate agents, brokers, and industry professionals.
• Meet with property owners and present property management solutions.
• Conduct property walkthroughs and in-person consultations.
• Develop and manage a consistent pipeline of opportunities.
• Maintain accurate sales activity and pipeline records in HubSpot CRM.
• Attend networking events and represent the company within the local market.
• Collaborate with internal teams to ensure a smooth onboarding experience for new clients.

What We're Looking For

• 2+ years of sales experience in one or more of the following industries:
• Vacation Rentals
• Short-Term Rentals (STR)
• Hospitality
• Real Estate
• Proven success generating new business through outbound sales and relationship building.
• Strong consultative selling and communication skills.
• Self-starter with the ability to work independently and manage a territory.
• Must reside in Sarasota or Manatee County, Florida.
• Comfortable conducting in-person meetings and local travel throughout the territory.

Compensation & Benefits

• Base Salary: Up to $60,000
• First-Year On-Target Earnings: $120,000+
• Top Performers Can Exceed: $150,000+
• Uncapped Commission Structure
• 401(k) with Company Match
• Medical, Dental, and Vision Insurance
• Life and Disability Insurance
• Mileage Reimbursement

Why Join?

• Established and growing organization with a strong market presence.
• Opportunity to build and develop a high-potential territory.
• Strong operational support and resources.
• Performance-driven culture that rewards initiative and results.
• Direct impact on company growth and market expansion.
• Significant earning potential with uncapped commissions.

If you're a driven sales professional looking to grow a territory, build valuable industry relationships, and be rewarded for your results, we'd like to hear from you.