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Building and Sustaining Wealth

From One Generation to the Next

Get to Know Our Firm

FOR ANNAPOLIS, MD AND BEYOND

We Believe in the Importance of
Sound Financial Planning

Kelly Insurance & Investments, Inc. and Kelly Financial Advisors, LLC are national boutique private wealth, employee benefits and risk management firms that service high-net-worth individuals and corporate executives in all aspects of their financial lives. 

Over the years, we’ve become a one-source shop for business owners. From servicing employee benefit needs to assisting with retirement and individual planning as well as risk management, our team has the experience and dedication to help you achieve your goals. 


Let’s Work To Help You Plan & Live a Successful Retirement

What does it mean to work with us?


  • Person holding iPad

    Private Wealth Management

    Our clients benefit from ongoing professional assistance in the creation and implementation of strategies to reach their life goals as they exist now or may develop in the future.

    Learn More

  • Man and woman highfiving

    Employee Benefits

    Kelly Insurance & Investments, Inc. has been a cornerstone for executives laying a foundation for a well-rounded employee benefits program for decades.

    Learn More

  • Hands forming star

    Risk Management

    You’ve worked hard to build your business and obtain your lifestyle. Let our team strive to help protect your assets and your company for years to come.

    Learn More

Private Wealth Management

Our clients benefit from ongoing professional assistance in the creation and implementation of strategies to reach their life goals as they exist now or may develop in the future.

Learn More

Employee Benefits

Kelly Insurance & Investments, Inc. has been a cornerstone for executives laying a foundation for a well-rounded employee benefits program for decades.

Learn More

Risk Management

You’ve worked hard to build your business and obtain your lifestyle. Let our team strive to help protect your assets and your company for years to come.

Learn More


We’re Results-Driven

Because Our Clients Expect More

Business owners, affluent individuals, millennials and more. Our clients range in size and diversity - but ultimately seek to achieve long-term financial success. With a team-based approach, you can expect to work with a group that has your best interests in mind - no matter who you are. 


Interested in Learning More?

Schedule A Call With Us