Regional Director of Sales, Cabo

About Pacaso Pacaso exists to enrich lives by making second home ownership possible and enjoyable for more people. We've reimagined the second home category — pairing a thoughtfully designed co-ownership model with simplified financials, equitable scheduling, and dedicated local property management, so owners get the joy of a true second home without the hassle. Since launch, Pacaso has facilitated more than $1.2 billion in gross real estate transactions and service fees across 40+ destinations in the U.S., Mexico, and Europe — including Aspen, Lake Tahoe, Napa, Malibu, Palm Springs, Cabo, Paris, London, and most recently Florence, Milan, and Rome. We've raised over $300 million in cumulative equity funding, closed the largest real estate Regulation A+ offering of 2025, and reserved the Nasdaq ticker PCSO as we build toward a public listing. Our work has been featured in The New York Times, The Wall Street Journal, Fortune, Forbes, CNBC, Bloomberg, and others. Recognition We're a Certified Great Place to Work and have been honored for both our culture and our category-defining work: • No. 5, Forbes America's Best Startup Employers (2026) — our second consecutive Top 10 ranking • Newsweek's America's Greatest Startup Workplaces (2025) • Winner, 2025 Inman Best of Proptech Awards — Consumer Experience & Marketplace Innovation • Fortune & Great Place To Work Best Workplaces in Real Estate (2024) • Best Workplace in the Bay Area™ (2023) • LinkedIn Top Startup (2022) · Glassdoor Best Places to Work, #6 (2022) About the Role The Pacaso Sales Team delivers a world-class experience, introducing our innovative co-ownership model to high-net-worth prospective buyers within Mexico. In this role, you will be the face of Pacaso in Mexico, driving revenue by converting prospective buyers into owners. You will bring deep market insight and a consultative approach to showcase the value of the Pacaso model. As a Regional Director, you will manage the "middle-to-bottom" funnel, taking qualified leads from our Regional Manager team and navigating them through tours, negotiations, and closing. This is a high-impact opportunity to join a fast-growing PropTech leader as we scale our presence across Cabo and key second-home destinations. Responsibilities • Lead Conversion: Manage the end-to-end sales process for US and international prospective buyers to convert them into Pacaso owners. • Property Showings: Conduct approximately 24 tours per month (mix of virtual and on-site) across the portfolio and relevant second-home markets. • Market Mastery: Maintain an expert-level understanding of the property market, including local regulations, and luxury inventory. • Strategic Feedback: Provide real-time insights to the Acquisitions and Marketing teams regarding Mexican market dynamics, buyer sentiment, and demand trends. • Pipeline Management: Rigorously manage a bottom-funnel pipeline, ensuring high CRM data hygiene and accurate weekly forecasting for the region. • Stakeholder Collaboration: Partner with Regional Managers and leadership to optimize the buyer journey and ensure a seamless hand-off from top of funnel. • Brand Ambassadorship: Act as a cultural carrier for Pacaso, maintaining a customer-centric approach that reflects the premium nature of the brand. • Travel: Willingness to travel (approx. 25%) for team collaboration, market expansion, and site visits across Mexico. Who You Are • Experience: 5+ years of high-performance sales experience, ideally within Cabo real estate, luxury hospitality, or high-growth PropTech. • The "Closer" Mentality: A proven track record of consistently exceeding sales targets in a fast-paced, high-value environment. • Local Expertise: Deep knowledge of the property landscape and an understanding of the nuances of the buyer profile. • Tech-Savvy: Proficient in Salesforce or similar CRM systems; comfortable working in a remote-first, tech-forward environment with differing time zones • Communication: An exceptional communicator (written and verbal, bilingual) capable of building trust with sophisticated, high-net-worth individuals. • Adaptability: Comfortable with a varied schedule, including weekends or evenings, to accommodate buyer availability and market needs. Licensing: Familiarity with Mexico agency standards and regulations Why You'll Love Working Here We invest in our Crew the way we invest in our homes — thoughtfully, generously, and with care. • Competitive base salary and meaningful equity — every Crew member shares in what we're building • Discretionary time off — take the rest you need, when you need it • Premium medical, dental, and vision coverage for you and your family • Sponsored memberships to One Medical, Peloton, and WellHub for whole-person, modern healthcare • 401(k) to help you build long-term security • Paid parental leave for primary and secondary caregivers • Home office stipend and a monthly internet and cell phone reimbursement to set you up for great remote work • Quarterly team gatherings and ongoing learning and development investment Our Commitment Pacaso is proud to be an equal opportunity employer. We welcome applicants of every race, religion, national origin, gender, sexual orientation, gender identity, gender expression, age, ability, and background — including veterans and individuals with disabilities. We believe a Crew as diverse as the owners we serve makes Pacaso stronger, and we're committed to building a workplace where every voice belongs.