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As an industry leader, Hotaling Insurance Services is a nationally licensed and fully independent risk management family office that has provided families and businesses with trustworthy protection strategies for over two decades. We deliver comprehensive services through our all-encompassing approach that includes everything from personal estate and business planning to employee benefits programs and Property & Casualty protection platforms – creating robust strategies designed to meet your needs and goals.


Our process involves the multifaceted interaction of many financial and legal instruments, all weighing against your needs and objectives. With our turnkey approach, we organize and streamline your information to create a comprehensive and concise financial planning portfolio that accurately depicts your current needs and objectives.

By evaluating the information in your portfolio alongside your tax, financial, and legal teams, we seamlessly integrate planning concepts into your overall financial landscape. This comprehensive process enables us to more prudently advise you, so you can be confident that your financial future is in good hands.


We collaborating with your tax, financial, and legal teams to ensure a comprehensive analysis is completed prior to implementing any strategies. By using technical modeling, you gain a clear image of how estate decisions affect your financial future, as well as the welfare of your loved ones and charitable interests.


At the heart of our approach is a commitment to understanding your objectives and exploring a range of planning options to help you achieve them. Once we’ve got a clear picture of the possibilities and implications, we collaborate with your advisory team to put tailored strategies into action. We help you make informed decisions and achieve your goals with clarity and confidence.


By consistently dedicating ourselves to your goals and staying laser-focused on your objectives, we achieve success that lasts. We schedule yearly review meetings to check in on the strategies we’ve implemented and ensure they are still in legal compliance and align with your evolving objectives.


From professional athletes and entertainers to ultra-affluent individuals, families, ex-pats, and business owners, we have over 25 years of experience navigating the distinct exposures that arise in advanced planning. Our team constantly innovates to stay ahead of the curve and provide the highest level of protection for your peace of mind.


“TOGETHER WE WIN” is not only our company mantra… all in all, it’s the way we do business.

At our core, we know collaboration is key to providing optimal risk management solutions for our clients. Our team is your team. We work closely with you and your most trusted advisors to design programs that adapt to your lifestyle as your goals and needs change.


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In 2002, Bobby Hotaling started The Hotaling Group with a simple dream and just one employee in a small office in Midtown Manhattan. As a former college football player, Bobby applied his “never lose” mentality from the gridiron to his work in the financial industry. His unparalleled determination to outwork his competitors and his will to ALWAYS fight for his clients’ best interest created a name for The Hotaling Group in the Tri-State area – which soon went bi-coastal. 

Thanks to the help of his wife, Gina, the two strategically grew the firm by recruiting the industry’s top talent and instilling the signature Hotaling client-first approach. Since the firm’s inception, there have been a few changes, such as the company’s re-branding to its current name, Hotaling Insurance Services, and the addition of five office locations (with more to come). However, Bobby’s “together we win” methodology and emphasis on service have remained the same.

Fun Fact: Bobby loves bulldogs and his pup, Roman, is always by his side.


At our organization, we are guided by a set of core values that shape the way we operate and interact with our clients and each other.

Be a winner means we strive for excellence in everything we do, pushing ourselves to achieve our goals and deliver exceptional results.

Extreme ownership is about taking responsibility for our actions and decisions, while holding ourselves accountable for the outcomes.

Be all In because we are fully committed to our work, our team, and our clients, putting in the effort and dedication needed to succeed.

Do What’s Right means we act with integrity, honesty, and ethics, always putting the needs of our clients and community first.

Grit, Grind, & Bind represents our determination to persevere through challenges and overcome obstacles, while also fostering a strong sense of unity and teamwork within our organization.

When we work together, you place your trust in us, and we take that responsibility very seriously. We protect your family and business as we protect our own. Because at the end of the day, our success is measured by your success, and we are dedicated to delivering the highest level of service and support to help you achieve your objectives.