09/10/2026
Bobby: Bobby Lenderman is a CPA with 10 years of experience in complex tax and entertainment finance. Throughout his career, he has worked with some of the entertainment industry's top talent and digital creators. After experiencing a gap in the market for proactive and coordinated financial guidance, he launched his own practice focused on entertainers and digital creators. His work helps clients build the financial infrastructure needed to scale their businesses, reduce tax exposure, and protect the wealth they create. Bobby specializes in translating complex financial concepts into practical strategies that support long-term growth. He is also a strategic partner at Rich Behavior Society, where he helps educate creators and founders on financial best practices. Through his work, he aims to modernize the way creative professionals approach finance and wealth building. His mission is to provide trusted financial leadership that empowers clients to maximize the potential of their brands and businesses while allowing clients to focus on their craft.
Olivia: Olivia Hoekstra is a wealth management professional at Muriel Siebert & Co., where Olivia helps individuals, entrepreneurs, and emerging affluent clients approach investing and financial planning with confidence. Originally from Maui, Hawaii, Olivia began a career in ultra-high-net-worth entertainment business management, working closely with prominent entertainment and creator-industry clients.
Drawing on experience in finance, business management, and the creator economy, Olivia is passionate about helping the next generation build, understand, and grow wealth. Now based in Miami, Olivia is also helping develop Rich Behavior, a financial education and lifestyle platform focused on making conversations about money, relationships, health, and success more accessible to ambitious women.
Olivia is dedicated to financial literacy, meaningful relationship-building, and fostering communities where women feel comfortable learning about investing and personal finance. Outside of work, Olivia enjoys traveling, playing tennis, cooking and hosting dinner parties, spending time with family and friends, and exploring Miami’s vibrant food and wellness scene. Olivia is currently expanding expertise within wealth management and continuing securities licensing studies, with the long-term goal of helping redefine how financial services are delivered to entrepreneurs, creators, and the next generation of investors.
