Senior Homeowner Acquisition Manager - Vacation Rentals

Red Cottage, Inc.; Springfield (MA); On-site; USD 100,000 - 160,000; Full time

Job summary

Red Cottage is seeking an experienced Sales Manager to own homeowner acquisition opportunities across the Northeast markets. You will qualify, pursue, and close high-value relationships with homeowners, real estate partners, and local sources to grow the Red Cottage portfolio.

This role requires a proven consultative sales style, the ability to manage a disciplined pipeline, and travel across markets as needed to represent Red Cottage and build long-term partnerships with discerning homeowners.

Qualifications

• 4+ years of experience in sales, business development, partnerships, or related field.
• Direct experience in vacation rentals, property management, or hospitality is strongly preferred.
• Proven ability to manage and close consultative, high-value sales.
• Ability to build trust with homeowners and real estate partners.

Responsibilities

• Own homeowner sales opportunities from first conversation through signed agreement.
• Respond promptly to inbound inquiries across phone, email, and web forms.
• Develop outbound opportunities in priority Northeast markets.
• Conduct discovery calls to understand property, goals, and rental expectations.
• Clearly communicate Red Cottage’s services, revenue model, and owner value proposition.
• Maintain a disciplined CRM with lead status, activity, and forecasted close timing.
• Coordinate property evaluations and internal underwriting with relevant teams.
• Prepare thoughtful owner proposals and next steps to move opportunities forward.
• Track pipeline metrics and share insights to improve strategy.

Skills

Sales experience

Business development

Real estate

Hospitality

Vacation rentals

PropTech

Luxury services

CRM systems

Sales reporting

Tools

CRM systems

Sales reporting

Job description

Red Cottage is seeking an experienced Sales Manager to own homeowner acquisition opportunities across the Northeast markets. You will qualify, pursue, and close high-value relationships with homeowners, real estate partners, and local sources to grow the Red Cottage portfolio.

This role requires a proven consultative sales style, the ability to manage a disciplined pipeline, and travel across markets as needed to represent Red Cottage and build long-term partnerships with discerning homeowners.