VP of Business Development

Vice President, Business Development

Location: Flexible / Hybrid – Travel Required

Reports to: Chief Executive Officer

Company: StayTerra

About StayTerra

StayTerra is a premier collection of destination-rooted luxury vacation rental brands backed by leading private equity partners. Our portfolio spans iconic leisure destinations—from the Florida Gulf Coast to the Rocky Mountains and the Carolina Lowcountry—uniting authentic local hospitality with the scale and sophistication of a national platform.

We are building a company that celebrates hospitality excellence, trusted owner partnerships, and data-driven performance. Join a leadership team that is shaping the next generation of boutique vacation rental management.

The Role

The Vice President of Business Development will lead StayTerra's organic growth strategy across all brands and destinations. This senior leader will build a high-performing, standardized, and data-driven business development function that drives owner acquisition, pipeline performance, and long-term retention.

From first conversation to post-onboarding handoff, the VP will ensure a seamless, transparent, and hospitality-driven owner journey that reflects StayTerra's brand promise of trust, partnership, and performance.

Key Responsibilities

• Lead Organic Growth: Develop and execute a growth plan that expands StayTerra's managed home portfolio and strengthens brand presence in core and emerging markets.
• Standardize the BD Playbook: Establish a repeatable business development process with clear metrics, CRM tools (HubSpot), and consistent collateral across brands.
• Pipeline Management: Own the full sales funnel—lead generation, qualification, proposal, contracting, onboarding—and ensure accurate pipeline forecasting and accountability.
• Owner Journey Excellence: Partner with Marketing, Operations, and Owner Experience teams to ensure every new homeowner enjoys a smooth, transparent onboarding experience until their home is live and performing.
• Team Leadership: Build and mentor a bestinclass BD team with shared goals, training, and performance incentives that align to company growth.
• CrossFunctional Collaboration: Work closely with Brand CEO/COO's, Marketing, Finance, and Corporate Development to drive market intelligence, conversion, and retention.

What Success Looks Like

• Consistent annual growth in homes under management and revenue contribution.
• Standardized BD metrics and process adoption across brands.
• Improved conversion and reduced timetoonboard.
• High owner satisfaction and retention rates.
• Strong collaboration between BD, Operations, and Marketing teams.

Qualifications

• 10 years of progressive business development, sales, or growth leadership experience in vacation rentals, hospitality, or multilocation consumer services.
• Proven track record of scaling teams and achieving measurable growth targets.
• Expertise in CRM systems (HubSpot/Salesforce) and performance analytics.
• Strong relationship management and communication skills.
• Experience in developing standardized processes and fostering crossmarket alignment.
• Passion for hospitality, authenticity, and owner partnership.

About Prime Vacations

PRIME VACATIONS provides premium unforgettable vacation experiences throughout coastal Florida. We offer our property owners comprehensive services for managing their homes and deliver exceptional guest experiences at our boutique hotels, restaurants, marinas, and rental properties. Creating a workplace environment for team members to thrive is paramount. PRIME VACATIONS is committed to our communities and strives to make them a better place for locals and visitors. Passion – 24/7, we work with a passion for serving our guests the best we can. We are local experts and share the same love for vacations that you do.