Advising on luxury and investment-grade real estate with executive-level experience and deep local insight.
Josh is a luxury real estate advisor with KRAIN Luxury Real Estate, specializing in high-end and investment-grade properties across Costa Rica’s most desirable coastal markets. In 2025, he surpassed $10 million in closed and pending sales, representing luxury residences, income-producing assets, and multi-unit investments throughout Guanacaste.
Josh moved to Costa Rica with his family after years of working in technology and real estate investing. His experience includes managing short-term rentals, renovating properties, and leading teams of over 150 people across multiple countries.
Today, he brings that same strategic, disciplined approach to helping clients buy and sell real estate in Guanacaste, ensuring transparency and long-term value in every transaction.
Former leadership in Santa Monica startups, scaling international teams and managing complex logistical operations across borders.
Founder of WYLLOW, a curated lifestyle brand, bringing a keen eye for branding, customer experience, and luxury market trends.
Leadership at RJC Modern Builders, gaining deep technical knowledge of high-end home construction and renovation standards.
A track record defined by momentum and precision. In 2024, Josh successfully closed 25 properties, demonstrating an unwavering ability to navigate complex market cycles.
Surpassing $10 million in transaction volume in 2025, his practice is rooted in a disciplined, opportunity-driven approach that prioritizes long-term asset health over simple sales figures.
We cater to an international community of discerning buyers and sellers who value absolute discretion and data-backed insights.
Our focus remains on investment-grade real estate—properties that offer not just a luxury lifestyle, but tangible appreciation and operational efficiency in Costa Rica’s most competitive markets.
“Our practice is fundamentally non-transactional. We view real estate not as a series of deals, but as a lifelong advisory relationship built on trust and context.”
Each engagement is tailored to the specific financial and lifestyle objectives of our clients. By providing comprehensive market context—beyond simple listings—we empower our partners to make decisions that align with their long-term vision in Costa Rica.
Guanacaste represents the pinnacle of Costa Rican luxury living and investment potential. From the gold coast’s premier surf breaks to exclusive gated enclaves, Josh provides specialized advisory across the region’s most prestigious markets.
Navigating the complexities of the Costa Rican market with strategic precision and vetted expertise.
Maximizing asset value through sophisticated technology and emotional intelligence in negotiation.
To help individuals and families build a better life in Costa Rica through smart real estate decisions, transparent guidance, and long-term value.
To guide clients toward properties that align with their lifestyle and investment goals—whether that’s a primary residence, vacation home, or rental.
To provide clear, pressure-free real estate guidance backed by real-world investing experience and deep knowledge of Guanacaste’s markets.
Josh’s move to Costa Rica wasn’t just a business expansion—it was a choice rooted in a deep appreciation for quality of life. He understands that for his clients, a property in Guanacaste represents more than an asset; it represents a vision for how life should be lived.
This personal perspective informs every consultation, ensuring that professional advisory is always balanced with the human element of relocation and lifestyle design.
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