A team of financial planning professionals, bringing order and simplicity to your financial life.
In a complex financial world, our advisors, based in Chestertown, Maryland, are dedicated to providing each client with clarity, structure, and confidence.
Our Approach
We take a streamlined approach to financial planning, beginning with an easy, no-pressure conversation to understand your concerns and gather key information. Once we have a clear picture of where you stand today, we craft a customized financial plan tailored to your goals. As an independent advisory practice, we are not tied to any proprietary products, allowing us to provide objective and balanced recommendations that genuinely meet your needs. Over time, we continue to track and update your plan, ensuring that your portfolio remains aligned with your long-term objectives and financial aspirations.
Organize
We start with an open discussion to understand your unique financial situation and priorities.
Plan
At Chesapeake Investment Advisors, we build tailored financial plans with no ties to proprietary products—just solutions designed for you.
Track
Your plan evolves with you. We provide ongoing portfolio management and ensure alignment with your long-term objectives.
Comprehensive Financial Services
Our expertise covers the full financial spectrum, including:
Investment Strategy & Management
Personalized Financial Plans
Individual Retirement Accounts
401(k) & IRA Rollovers
Retirement Planning for Small Businesses
Spending & Budgeting Plans
Estate & Tax-Efficient Planning
Charitable Giving & Qualified Charitable Distributions
Life & Long-Term Care Insurance
Annuities
DROP Investments for LEOs
Our Team
Kristen Owen, CFP®
Having spent the first part of her career in community banking, Kristen Owen has developed a deep understanding of relationship-driven financial planning. After graduating with a B.A. in History from McDaniel College, she joined Chesapeake Bank and Trust and worked in a variety of roles before transitioning to investment services in 2015. Her experience taught her that financial services are ultimately about trust and connection. Kristen holds Series 7 & 66 licenses and obtained her CFP® certification in 2019. A lifelong Chestertown resident, she is dedicated to local engagement, currently serving as President of the board of Main Street Chestertown and a board member of the Chester River Health Foundation. Kristen was honored to receive the Kent County Chamber of Commerce Individual of the Year Award in 2025.
Outside the office, Kristen enjoys reading, traveling, and spending time outdoors.
Martin Knight, MBA, CFP®
A former Maryland State Police Captain, Marty Knight transitioned from a distinguished 26-year law enforcement career into financial advising, driven by his passion for service. With degrees in English and an MBA from Loyola College, as well as Series 7, 24, 31 & 66 licenses, he applies leadership, integrity, and analytical skills to help clients navigate financial decisions with confidence. Since joining Chesapeake Investment Advisors in 2005, Marty has provided strategic, client-focused financial guidance. Outside of work, he enjoys boating, running, and time with family.
Jenna Joswick, Office Manager & Registered Sales Assistant
As Office Manager & Registered Sales Assistant, Jenna Joswick plays a key role in ensuring seamless client service and operational efficiency. With a Series 7 license, she provides essential support in investment operations and financial planning, ensuring clients receive the highest level of service. Jenna’s organizational expertise and client-first approach make her an integral part of the Chesapeake Investment Advisors team.
Camy Knight, Office Dog
Camy has been a beloved member of the office since joining Marty’s family in December 2012. As the office’s Certified Nap Specialist and Chief Stress Reliever, she’s known for her ability to bring comfort and calm to everyone around her. Camy’s favorite pastime is greeting clients with a friendly hello, though she typically returns to her cozy nap spot shortly after. Outside the office, she enjoys long walks, enthusiastically chasing squirrels and rabbits, and, of course, finding anything delicious she can get her paws on.
Serving Our Community
Chesapeake Investment Advisors is proud to support the following non-profit organizations that support a vibrant local community, society, and economy.
