Call Now
Website
Call
Business Details
31 Years
experience
Your Trusted Partner for Integrated Financial Solutions
At Chesapeake Financial Advisors, we are committed to providing fiduciary-driven, comprehensive financial solutions tailored to individual client needs. With nearly three decades of experience, our fee-only advisory team integrates financial planning, investment management, and tax strategies to protect both sides of clients' financial well-being. Our process, named OATA (One Advisor Twice the Advice), ensures personalized service through direct access to advisors and client specialists available 24/7 via multiple communication channels. We emphasize transparency, undivided loyalty, and conflict-free advice, adhering strictly to fiduciary standards that require full disclosure of compensation structures. Our proprietary investment research and tax-saving methodologies are designed to align with clients' long-term goals, supported by a client dashboard offering real-time visibility into financial plans and investments.

We serve diverse client segments including families, retirees, young professionals, and business owners, with specialized expertise in healthcare, engineering, and federal government sectors. Our systematic approach combines goal setting, retirement distribution planning, education funding strategies, and behavioral coaching to mitigate common investment mistakes. Backed by three CPAs and two Enrolled Agents, we uniquely integrate tax expertise into all financial planning services, ensuring holistic strategies that optimize tax efficiency. Our team's extensive credentials, including CFA designations and decades of combined experience, establish us as industry leaders committed to continuous plan updates and market adaptability. Client testimonials consistently highlight our personalized attention, technical expertise, and the peace of mind that comes from working with a trusted financial partner.
Services
Financial Planning Investment Management Tax Preparation Retirement Planning Wealth Accumulation
Details
  • Year established: 1995
Highlights and features
  • We offer fee-only fiduciary advisors with 30 years of combined industry experience.
  • Our team includes CFA charterholders, CPAs, and Enrolled Agents for specialized expertise.
  • We provide 24/7 direct access to advisors without call centers or automated systems.
  • Our proprietary OATA process integrates financial planning with tax-saving strategies.
  • We maintain transparent fee structures with no hidden conflicts of interest.
Associations and certifications
  • CFA Institute
  • CPA (Certified Public Accountant)
  • Enrolled Agent
What people say
Extremely helpful and knowledgeable Patient and willing to explain Best financial decision we could have made Thorough and caring attention Safe hands with Chesapeake Financial Advisors
Services
Financial Planning
Our comprehensive financial planning service creates personalized strategies aligned with your life goals and risk tolerance. We integrate retirement distribution planning, education funding, and behavioral coaching to build resilient financial frameworks. The process includes goal setting, cash flow analysis, and dynamic plan updates to adapt to changing life circumstances.
Investment Management
We offer customized investment strategies based on proprietary research and your financial plan. Our services include systematic savings plans, tax-smart investing, and intentional portfolio rebalancing. Clients receive a comprehensive dashboard aggregating all investment accounts with monthly custodial reporting for complete transparency and performance tracking.
Tax Preparation
Our tax services combine compliance with strategic planning to minimize liabilities. Led by CPAs and Enrolled Agents, we offer rental real estate tax advisory, S-Corporation elections, and tax bracket management. The service integrates with financial planning to create holistic strategies that optimize both current and future tax efficiency.
Retirement Planning
We develop personalized retirement income strategies that ensure financial security during post-work years. Services include retirement distribution planning, Social Security optimization, and healthcare funding strategies. Our dynamic planning approach stress-tests scenarios to maintain lifestyle consistency across market conditions.
Wealth Accumulation
This service focuses on systematic wealth growth through strategic saving and investing. We implement behavioral coaching to avoid common investment mistakes while optimizing tax-efficient growth strategies. Services include 401(k) management, RSU analysis, and personalized asset allocation plans tailored to individual financial goals.
People
Tom Taylor
Founder
With nearly 30 years of experience, Tom founded Chesapeake Financial Advisors after identifying the need for integrated financial and tax planning. He leads the advisory team in developing proprietary strategies that combine investment research with tax efficiency.
Questions
What services does Chesapeake Financial Advisors offer?
We provide financial planning, investment management, and tax preparation services integrated through our OATA process for comprehensive wealth management solutions.
Are you fiduciary financial advisors?
Yes, we are fee-only fiduciary advisors legally obligated to act in your best interests with full transparency about our compensation structure.
How do you integrate tax planning with financial services?
Our team includes CPAs and Enrolled Agents who work alongside financial planners to create tax-efficient strategies that complement your overall financial plan.
What is the OATA process?
OATA (One Advisor Twice the Advice) is our proprietary process combining financial planning with tax expertise through a single advisory team for coordinated client service.
Do you serve clients outside Maryland?
While our offices are in Maryland, we serve clients nationwide through virtual meetings and our online client dashboard system.
Reviews (1)
Pina Colada
Mar 24, 2021 Report
I have been using Chesapeake Financial Advisors for some time now. Tim and Tom and the rest of the staff are very professional and responsive to all of my inquiries. They make sound judgements on investments. They complete my taxes in a timely manner. They take their fiduciary duties very seriously and want what is best for the customer. I am happy to be a customer and will continue to be very many years to come then can spend my gains on retirement on a beach sipping on tropical drinks.