Dan Fleyshman, entrepreneur, investor, and founder of Elevator Studio, is making headlines with a bold initiative that blends luxury real estate, philanthropy, and viral marketing. Instead of selling his $15 million Temecula property through traditional means, he has chosen to raffle it off. For the price of a $7 ticket at RanchRaffle.com, someone could walk away with one of the most valuable prizes in raffle history: Sweet Oaks Ranch.
The Philanthropic Mission
The raffle is not only about the prize; it is also about purpose. Fleyshman has pledged that all net proceeds above $15 million will be donated to the 12th annual World’s Largest Toy Drive, organized by Trina’s Kids Foundation. The event has grown into a massive holiday movement, filling venues such as SOFI Stadium and the Miami Heat Arena with hundreds of thousands of toys for children in need.
This marks the 11th consecutive year Fleyshman has supported the foundation, demonstrating his long-standing commitment to causes that brighten the lives of underprivileged children.
Sweet Oaks Ranch: A Luxury Retreat
Spanning 26 acres in Temecula’s wine country, Sweet Oaks Ranch is more than a home—it is a self-contained lifestyle. The property boasts a wide range of amenities: an ATV course, a 240,000-gallon lake, and even a military-style training area complete with obstacle courses. For recreation, it offers basketball and pickleball courts, a miniature golf course, and a barn-sized gym.
Equestrian enthusiasts will find no shortage of facilities with 30 horse barns and a professional jumping arena. The ranch also features multiple houses, a private animal sanctuary, a wedding venue, and large event spaces. Designed with both luxury and functionality in mind, the estate provides a rare blend of comfort, entertainment, and investment potential.
How the Raffle Works
The raffle ends on Sunday, September 14, 2025, at 1:00 pm EDT. To award the ranch as the grand prize, a minimum of 2,222,222 qualifying entries must be received. If that threshold is not reached, the winner will still receive a cash payout proportionate to the number of tickets sold.
Beyond the ranch itself, participants have the chance to win one of 103 additional prizes. These range from a new car and a diamond watch to collectible sneakers, sports memorabilia, and a motorcycle, ensuring multiple winners walk away with something of value.
The Entrepreneur Behind the Idea
Fleyshman’s innovative approach comes as no surprise given his history. At 19, he licensed his apparel line for $9.5 million, becoming the youngest founder of a publicly traded company. His energy drink later expanded into 55,000 retail stores. Today, he is an angel investor in 43 companies and runs Elevator Studio, which has spent more than $60 million with social media influencers on brand campaigns.
Explaining his vision, Fleyshman said he was inspired by a viral story about an Irish house raffled online. “I thought it would be fun to raffle my ranch and decided to add in 103 other prizes to make it even more compelling for lots of winners,” he shared.
More Than a Raffle
What sets this event apart is its dual purpose. For participants, it offers the once-in-a-lifetime opportunity to own a multimillion-dollar estate for the price of a sandwich. For thousands of children across the country, it promises joy during the holiday season through the World’s Largest Toy Drive.
By intertwining luxury with generosity, the Sweet Oaks Ranch raffle transforms the dream of homeownership into an act of collective giving.
View more from the official announcement:
https://www.businesswire.com/news/home/20250904147272/en/
Disclaimer: Participation in the raffle is subject to the official rules and regulations outlined by the organizers. Participants should review all official terms and conditions before entering.
