Director of Homeowner Revenue

Del Mar Vacations•Orleans, MA

2d•Onsite

About The Position

The Director of Homeowner Revenue will lead teams responsible for homeowner retention, lifecycle health, lead generation, and conversion. This role involves implementing technology, including AI and automations, to streamline processes and enhance the owner experience. The Director will oversee end-to-end homeowner relationships, drive loyalty and satisfaction, improve lead volume and quality, and optimize the homeowner lead funnel in partnership with Sales & Marketing. A key aspect of this role is ensuring client manager service excellence and providing cross-functional leadership to Client Manager, Marketing & Sales teams, aligning them with company objectives. The Director will also lead AI initiatives to improve performance across the entire homeowner lifecycle and KPI reporting.

Requirements

Bachelor’s degree or equivalent experience required.
Proven leadership of multiple teams in a client-facing, high-expectation service environment.
Demonstrated ability to lead Marketing, Sales, and Client teams and drive measurable results across the full lifecycle: lead generation → conversion → onboarding → retention.
Strong client relations and executive communication skills.
Analytical and operational rigor to include roles and experience in service operations.
Comfortable owning KPIs, dashboards/scorecards, and performance rhythms.
Experience leading inbound and relationship-driven marketing strategies.
Track record of using AI to solve real business problems and scale team performance.
A collaborative leadership style with the ability to bring multiple departments into one operating system.

Nice To Haves

MBA preferred

Responsibilities

Lead teams responsible for homeowner retention, lifecycle health, lead generation, and conversion processes, playbooks, and outcomes.
Implement technology (AI, automations, workflows, existing platform tools) to reduce friction, simplify processes, and eliminate workload.
Oversee homeowner relationships end-to-end, from initial inquiry through onboarding, property management, and ongoing retention.
Drive year-over-year loyalty, homeowner satisfaction, and reduced preventable escalations.
Improve lead volume and quality, speed-to-contact, channel performance, and overall pipeline health.
Optimize the homeowner lead funnel in partnership with Sales & Marketing to improve lead quality.
Improve conversion rates and reduce cycle time from Inquiry to Listing Live by revising and simplifying processes.
Maintain exceptional, proactive service delivery that builds homeowner trust and satisfaction and directly supports retention.
Lead the Client Manager and Marketing & Sales teams with clear performance expectations, coaching, and a culture of excellence.
Ensure teams stay aligned to company objectives and execute consistently.
Lead AI initiatives to improve performance across the entire homeowner lifecycle: owner acquisition, onboarding, client management/retention, and KPI reporting.