Recognized Vacation Rental Management Leaders 2025

My name is Chad Phillis. I'm a visionary entrepreneur and seasoned real estate investor, and I'm the founder and CEO of Checkmate Rentals—a premier short-term rental management company focused on maximizing revenue, optimizing operations, and delivering unmatched experiences for both guests and property owners. I built Checkmate Rentals to stand apart in an industry often marked by one-size-fits-all solutions and a lack of transparency. With deep expertise in Airbnb, VRBO, Booking.com, and Google Vacation Rentals, I recognized that most property management companies treat owners like just another number. That's why I prioritize profitability, transparency, and genuine partnerships, treating each owner like family with tailored strategies and clear financial insights. My hands-on experience in dynamic pricing, listing optimization, and operational automation has helped countless property owners turn their rentals into high-performing, passive income streams while providing exceptional guest experiences. As a trusted thought leader in the short-term rental space, I also advise investors on scaling portfolios, navigating industry regulations, and leveraging technology for operational efficiency. By blending market analysis, cutting-edge technology, and a people-first approach, I've redefined what short-term rental management can be—because at Checkmate Rentals, the difference isn’t just in the numbers; it’s in the relationships.

Kristan de Graaf is the founder of Elite Rentals Dubai, known for its luxury cars and yachts, including Dubai’s only Lamborghini Yacht. He was named in Forbes’ 30 Under 30. Since 2019, Kristan and his brother Julian have built a fleet of 90+ luxury cars and yachts. Kristan also flips Dubai mansions, turning them into top-selling homes. Kristan’s work sets new standards in luxury.

Julian de Graaf is the co-founder of Elite Rentals Dubai, overseeing a fleet of high-end cars and yachts, including Dubai's exclusive Lamborghini Yacht. Since 2019, Julian and his partner Kristan have expanded their collection to more than 90 luxury vehicles and vessels. Julian is also known for transforming Dubai’s luxury real estate, flipping mansions into record-setting properties. Julian’s vision and dedication fuel the success of his luxury ventures.

My name is Humberto Marquez. I am a seasoned real estate investment strategist with a keen eye for spotting high-potential properties and optimizing them for exceptional returns. As the Founder of gethomecash.com, I have redefined property acquisition and management by leveraging innovative Airbnb strategies and a commitment to quality over quantity. My approach ensures that each investment is carefully selected and managed to maximize its full potential. Holding a Texas Real Estate Broker License and backed by five years of hands-on experience in short-term rental management, I have successfully helped over 100 investors secure profitable vacation rental opportunities nationwide. Recognized in numerous publications and trusted by industry leaders, I continue to set new standards in property management and investment excellence.

I'm an experienced marketing leader with 13 years of proven success in the healthcare, e-commerce, and travel & hospitality industries. Currently, I'm serving as the Director of Consumer Marketing at RedAwning, the industry's leading short-term rental (STR) management company. With a unique hospitality platform, RedAwning leverages technology and AI to help STR owners and managers increase visibility and generate more revenue. Travelers benefit from a seamless travel experience through booking directly on RedAwning.com where they can access 20K+ vacation homes, condos, villas, and more.

Real Estate Expert | Home Improvement Professional | Short-Stay Rental Specialist CEO & Founder: “Keys Please Holiday Homes” | “Dubai Short Stay” | “Beirut Short Stay” With a keen eye for market trends and a deep understanding of buyer psychology, Hassan Morcel is a multifaceted industry leader shaping the real estate, short-stay rental, and home improvement landscapes.

Adam Chahl is an award-winning Vancouver Real Estate Agent with Oakwyn Realty, a member of the Medallion Club (awarded to the top 10% of agents in Vancouver), and has been empowering people to purchase real estate for many years. Growing up in the UK amidst a family heavily focused on Real Estate Development. Adam has sought out, secured financing, and project managed successful and profitable build projects in the UK, the Caribbean, and here in Beautiful British Columbia. Having a strong business background Adam graduated from Aston Business School in the UK with Honours, he has worked with several large ‘blue chip’ corporations in Project Management and Business Development roles. He actively donates to the Children’s Miracle Network, the BC Heart and Stroke Foundation, and is a ‘Big Brother’ with the Urban Native Youth Association.

Patrick Schultz brings a sharp analytical edge to real estate investing, shaped by his experience as a research analyst for Jim Cramer on CNBC’s Mad Money. His deep understanding of financial markets, asset valuation, and investment strategies allows him to identify undervalued properties and optimize yield across his real estate portfolio. Alongside his wife, Hilary Schultz—a licensed real estate agent in Texas and Florida— their small family owned portfolio of businesses operate across every stage of residential real estate. They acquire homes, execute strategic renovations in SFR properties, and selectively retain assets that align with their long-term investment strategy. For Patrick and Hilary, real estate isn’t just about buying and selling—it’s about crafting solutions for homeowners. Whether purchasing homes for cash, revitalizing physically distressed properties, or helping sellers move forward with confidence, they approach every transaction with a problem-solving mindset. Their goal? Delivering outsized returns for investors while creating a delightful real estate experience for Texas home sellers.​

Tommy Vannelli is the founder and CEO of Tomms Property Solutions, a leading 360-degree home maintenance company based in Minneapolis, Minnesota. With a focus on providing comprehensive and high-quality home care with a customer centric approach; Tomms has quickly become a trusted name in the industry. Before launching Tomms, Tommy had a professional hockey career that lasted a handful of years. After his hockey career was over Tommy accumulated extensive experience in the home services sector, developing expertise that now drives the company's success. In addition to leading Tomms, Tommy enjoys spending time with his 2 rescue cats, his family, friends, and the great outdoors

With over 15 years in New York City’s luxury real estate market, Mukul “Micky” Lalchandani, managing broker of Undivided, specializes in modern luxury condominiums and new construction properties. Since 2022, Micky and his team have assisted over 130 clients, saving them more than $5.7 million. His clear communication and personalized service ensure clients feel confident throughout the buying process. By identifying exclusive listings, including off-market opportunities, and efficiently managing transactions, Micky allows clients to focus on their personal and professional commitments. Micky’s dedication to excellence is evident through his numerous accolades, including: • Certificate of Entrepreneurship from Goldman Sachs 10,000 Small Businesses - NYC, 2024 • RealTrends “2023 Best Real Estate Professional,” ranked #56 in Manhattan & #134 in New York State • Level Group’s “Creative Steward Award” in 2018 • USA Property Awards’ “Best Real Estate Agency Marketing” for 2016-2017 • Featured agent on HGTV’s “House Hunters” Micky is also a distinguished speaker on real estate marketing, sharing his expertise at industry conferences and contributing to top publications. Additionally, he is a content creator on YouTube, where he shares exclusive property tours, neighborhood spotlights, and insider tips to help you find your perfect home. He has over 40,000 subscribers and uploads weekly videos packed with actionable advice to stay ahead in the competitive luxury real estate market. Holding a Bachelor’s in Business Administration from Boston University and LEED accreditation, Micky is committed to eco-friendly building practices. As an active member of the Real Estate Board of New York (REBNY) and the Asian Real Estate Association of America (AREAA), he stays current on industry trends and best practices.

Experienced entrepreneur in the automotive and energy sectors. Founder and owner of BLS Car Rental, a leading car rental service operating in Ukraine and Slovakia. Also, the owner of TOKA, a growing network of EV charging stations. Passionate about business expansion, franchise development, and sustainable mobility solutions.