Director of Business Development

Company Overview

Portoro is a vacation rental management company serving premium homes in desirable leisure destinations across the United States. We combine local market expertise and dedicated teams with the technology, marketing, revenue management, and operational support of a national platform.

We believe successful property management starts with trusted homeowner relationships, thoughtful home care, and exceptional hospitality. We help homeowners improve rental performance and protect the long-term value of their investments while delivering memorable guest experiences.

Position Summary

We’re looking for an experienced Director of Business Development to lead Portoro’s homeowner acquisition strategy and build a consistent, measurable approach to portfolio growth across our markets.

In this leadership role, you’ll own the acquisition process from lead generation and qualification through pipeline management, forecasting, and handoff to Operations. You’ll lead Marketing and work closely with our General Managers, who conduct local homeowner outreach, develop relationships, and close management agreements.

You’ll equip those teams with the leads, tools, processes, and coaching they need to succeed. General Managers report to Operations, making a strong partnership with our operations leader essential to translating sales priorities into consistent local execution.

This role is ideal for someone who enjoys building systems, developing people, and turning data into action. You should be equally comfortable shaping growth strategy, improving a CRM workflow, reviewing a market’s pipeline, and helping a GM move a promising homeowner opportunity forward.

What You’ll Do

Drive Portfolio Growth

• Develop and execute homeowner acquisition strategies and growth plans across Portoro’s markets.
• Define target homeowner segments, property qualification criteria, and priority opportunities with local leadership.
• Build a reliable pipeline through marketing campaigns, outbound outreach, referrals, and local partnerships.
• Establish referral programs with real estate agents, brokers, builders, developers, and other relevant partners.
• Allocate approved acquisition budgets toward channels that produce qualified homes at attractive economics.

Own Sales Systems & Pipeline Management

• Own the CRM, pipeline stages, lead routing, follow-up standards, and sales reporting.
• Build practical workflows and automation that help teams respond quickly and keep opportunities moving.
• Ensure every opportunity has a clear owner, an accurate status, and a defined next step.
• Establish consistent qualification standards and reliable forecasts by market.
• Partner with Engineering to implement and improve sales tools and integrations.

Coach & Support Local Teams

• Run regular pipeline reviews with General Managers to identify opportunities, address stalled deals, and improve conversion.
• Develop sales playbooks, outreach templates, proposal materials, and objection-handling resources.
• Coach GMs on consultative selling, homeowner presentations, and communicating Portoro’s value.
• Support strategic homeowner conversations and high-value opportunities.
• Partner with Operations leadership to address sales execution gaps and balance growth plans with market capacity.

Lead Homeowner Marketing

• Manage the Marketing leader and establish clear priorities, objectives, and performance measures.
• Align homeowner campaigns, content, and sales materials with acquisition goals and local market needs.
• Connect campaign activity to qualified opportunities, signed agreements, and acquisition costs.
• Oversee Marketing’s guest-demand priorities in partnership with Revenue Management and Operations, with distinct goals and reporting for homeowner acquisition and guest bookings.
• Test and refine campaigns based on measurable results.

Measure Performance & Strengthen Handoffs

• Track qualified pipeline, conversion rates, signed homes, acquisition costs, and forecast accuracy.
• Diagnose where opportunities stall and implement improvements across the acquisition process.
• Report progress against market and company growth goals, with clear actions to address gaps.
• Establish a consistent handoff process so Operations receives complete property information, agreed terms, and documented homeowner expectations.
• Partner with Operations and Finance to evaluate new-home activation, early retention, and acquisition quality.

Required Qualifications

• Five or more years of relevant experience in sales operations, business development, revenue operations, or sales leadership.
• Demonstrated success building or improving lead generation, sales processes, and pipeline performance.
• Hands-on experience managing CRM systems, sales workflows, automation, dashboards, and forecasting.
• Experience leading a team or function and coaching colleagues across a distributed organization.
• Ability to influence results through local leaders who report to another function.
• Strong analytical skills and an understanding of conversion rates, channel performance, and customer acquisition costs.
• Excellent communication, presentation, and relationship-building skills.
• Ability to move between strategic planning and hands-on execution.
• Based in the United States, with willingness to travel to Portoro markets and team meetings as needed.

Preferred Qualifications

• Experience in vacation rentals, hospitality, property management, real estate, or another service business operating across multiple markets.
• Familiarity with homeowner acquisition and consultative selling.
• Experience overseeing marketing programs and connecting marketing investment to sales results.
• Experience building scalable processes in a growing company.

Compensation & Benefits

Compensation

Base salary: $85,000

Performance incentive: Uncapped, tiered commission plan that rewards portfolio growth.

On-target earnings: $150,000+

The proposed incentive plan will reward measurable homeowner acquisition results, acquisition efficiency, and company growth objectives.

Benefits

Health, Dental and Vision benefits offered through company plan

Generous PTO