Kevin Caldwell is a financial advisor at Islands East Advisors with a Series 65 credential and three years of industry experience. He previously worked for WR Grace & Co in a demand planner and financial analyst role within the specialty chemicals sector, dedicating approximately 80% of his time to that position. Islands East Advisors is an independent firm providing fee-only financial planning and investment management to individuals, high-net-worth households, nonprofit organizations, and businesses. The firm combines modern portfolio theory with passive and active strategies, offers retirement plan consulting including participant education, and manages accounts on a discretionary basis while providing ongoing and project-based financial planning.

I provide divorce planning, ongoing financial planning, and investment management. While my specialty is women going through divorce or other major life transitions, as a woman in a male-dominated industry, and as a female firm-owner in an even more male-predominant group, I want to make sure everyone who has felt excluded from the table is included and welcomed to grow their wealth and their lives. I primarily work virtually from my home in Annapolis. I have three children who astound me every single day. My fun time is spent with them and with friends, getting curious about the world – cooking, discovering new cities, playing on the water and in the woods, volunteering, seeking out live music, and getting to early morning CrossFit workouts. I founded Clairwell to provide a space for women and those who love them to grow and embrace their wealth and the lives they can build for themselves. Let's simplify wealth management and build something beautiful.

Joseph Flynn is the sole advisor at Flynn Capital Management LLC in Severna Park, MD, holding Series 63 and Series 66 licenses with 16 years of industry experience. He has operated Flynn Capital Management since 2010 and is also involved in Eastern Shore Beverages LLC, a non-alcoholic beverage company. Flynn Capital Management LLC provides investment supervisory services and one-time financial planning primarily to individual and high-net-worth clients, managing approximately $23 million in assets. The firm uses a combination of charting, fundamental, technical, and cyclical analysis to develop tailored investment strategies and requires clients to use a recommended custodian for trading and account management.

Mark is a CERTIFIED FINANCIAL PLANNER™ professional located in Edgewater, Maryland. He provides personalized financial planning and investment management services to business owners, federal government employees, and U.S. military service members. As a former federal employee and U.S. Marine, he is familiar with the challenges you face and knows how to help you reach your financial goals. Mark’s personal experiences taught him budgeting skills, saving strategies, and how to invest. He earned undergraduate and graduate degrees in business administration and personal financial planning, which have equipped him with the knowledge and skills to provide comprehensive financial planning and investment management services to his clients.

Ernest Brittingham Jr. is a financial advisor at Bayview Investment Counsel, Inc. with over 56 years of industry experience. He holds Series 63 and Series 65 credentials and has worked at Bayview since 1991. His career also includes long-term involvement with Dockside Financial Group, INT'L Asset Management, International Money Management Group, Inc., and INT'L Money Management Corp. Bayview Investment Counsel serves individuals, trusts, estates, charitable organizations, and small businesses, focusing on discretionary portfolio management and investment counseling. The firm employs a combination of fundamental, technical, and cyclical analysis and offers both long-term and short-term trading strategies tailored to client needs.

Steven Hays is a financial advisor with TIAS Planners in Annapolis, MD, holding the ChFC® designation and Series 63 and 65 licenses. He has 40 years of industry experience, including over two decades at Royal Alliance Associates, INC. Hays is also the managing partner of Annapolis-Eastport, LLC, a real estate holding company. TIAS Planners provides investment advisory services and comprehensive financial planning to a small client base, emphasizing a passive, asset-allocation approach using index mutual funds and ETFs. The firm’s portfolios are tailored to individual client objectives, and all assets under management are non-discretionary, allowing clients to maintain trading authority while receiving ongoing advice.

David May is the sole advisor at Osprey Capital Management, LLC, an independent firm based in Rock Hall, MD. He holds a Series 65 designation and has 15 years of industry experience, leading Osprey Capital since its founding in 2010. Osprey Capital Management is a fee-only investment adviser providing discretionary portfolio management primarily to high-net-worth individuals and select institutional clients. The firm employs a fundamental, sector-focused investment approach, emphasizing companies with low debt, strong operating margins, and reasonable valuations, and utilizes strategies ranging from long-term holdings to shorter-term trading and options within a discretionary model.

Hi, I'm John! I’m from Severna Park, Maryland, where I grew up surrounded by my family. My childhood taught me the value of family and instilled in me the desire to form meaningful partnerships with my clients. I aspire to be a dependable guide, a trusted thinking partner, or even just a friendly ear whenever a client wants to discuss their financial life. I try to maximize everyday by waking up before the sun rises (to the dismay of my wife, Courtney) and getting in a workout and some reading time before starting my work day. I consider myself to be an avid health enthusiast. I specialize in providing personalized financial advice and education to help clients achieve their life goals by first really getting to know them, prior to digging into the numbers! My mission is to help clients define their "why" and then work with them to align their spending with their values with a tax-conscious, intentional savings and investing plan in order to optimize their money and reduce their financial worry.

Collin Toal is a financial advisor at RCS Financial Planning, LLC in Annapolis, MD, holding a Series 65 designation. He began his career at RCS Financial Planning in 2026 and has prior experience in the fitness industry. RCS Financial Planning offers portfolio management, comprehensive financial planning, ongoing subscription planning, and pension consulting for individuals, high-net-worth clients, and retirement plans. The firm applies modern portfolio theory with evidence-based mutual funds and maintains individualized Investment Policy Statements to guide discretionary portfolio management.

Kenneth Hockycko is a financial advisor at Dauntless Advisory, LLC with one year of industry experience. He holds a Series 65 designation and served in the U.S. Navy for 24 years before transitioning to financial advisory and consulting. Outside of financial services, he operates Hockycko Consulting, LLC, which advises firms on military operations, government relations, and leadership. Dauntless Advisory, LLC provides discretionary portfolio management and integrated financial planning to individuals, high-net-worth clients, and charitable organizations, tailoring strategies based on client goals and risk tolerance. The firm employs a combination of cyclical and fundamental analysis, modern portfolio theory, and quantitative tools, and offers access to specialized investment strategies through subadvisers.

William Schwarz is a financial advisor at Dauntless Advisory, LLC with 12 years of industry experience. He holds Series 63, 65, and 66 licenses and previously worked at Citi Global Markets for 11 years before operating as a self-employed advisor. Dauntless Advisory provides discretionary portfolio management and integrated financial planning to individuals, high-net-worth clients, and charitable organizations. The firm uses a combination of cyclical and fundamental analysis, modern portfolio theory, and quantitative tools, and offers access to strategies involving leverage and short selling through a subadviser.

Nicole Mulea is a Series 65-credentialed advisor with CovingtonAlsina, bringing three years of industry experience. She has been with the firm since 2021. Outside of advisory work, she is an independent licensed insurance agent. CovingtonAlsina serves individuals, high-net-worth clients, and pension or profit-sharing plans by providing discretionary portfolio management, financial planning, and pension consulting. The firm uses fundamental analysis and modern portfolio theory to inform investment decisions and offers services including tax preparation through an in-house CPA and customized financial planning.

David Bauer is a CFP® certificant at Cassilly Financial with two years of industry experience. He previously worked at Northwestern Mutual and has been with Cassilly Financial since 2021. Cassilly Financial serves individual clients, pension and profit-sharing plans, and charitable organizations, providing discretionary portfolio management, financial planning, and pension consulting. The firm primarily manages accounts through model portfolios and third-party money managers, utilizing fundamental, cyclical, and modern portfolio theory in its investment approach.

Raymond Hobson is a CFP® with over 31 years of industry experience. He is currently with HF Advisory Group, LLC, where he has worked since 2020. His prior experience includes roles at the Institute For Wealth Management LLC, Institute for Wealth Advisors, and Broker Dealer Financial Services Corp. Outside of advisory work, he is involved in independent insurance sales. HF Advisory Group provides discretionary portfolio management and financial planning services to individuals, high-net-worth clients, and business entities. The firm utilizes modern portfolio theory and combines long- and short-term trading strategies, serving roughly 402 client relationships with approximately $250 million in discretionary assets under management.

Stephen James is a CFP® professional with 39 years of industry experience. He is currently with Severn Financial Advisors, LLC, where he has worked since 2009, and has prior experience at Commonwealth Financial Network and Cambridge Investment Research Advisors. Severn Financial Advisors, LLC provides financial planning and consulting services to individuals, families, businesses, trusts, and estates, focusing on tailored written or verbal plans developed through a detailed fact-finding process using third-party planning tools. The firm offers fixed-fee and hourly planning engagements and does not provide discretionary asset management or custody of client assets.

Joseph Wehr is a CFA® charterholder and holds a Series 66 license with six years of industry experience. He has worked at Maryland Capital Advisors, Inc. since 2024 and previously held roles at Dimensional Fund Advisors, PayPal, and the University of Chicago Booth School of Business. Maryland Capital Advisors provides discretionary and non-discretionary portfolio management and investment advice to individuals, families, retirement plans, corporations, and trusts. The firm employs an investment approach based on Modern Portfolio Theory and factor research, favoring passive funds and ETFs to construct diversified global, multi-asset portfolios.

David Sheiman is a CFA® charterholder with four years of industry experience. He has been with The Ellerson Group Inc in Annapolis, MD since 2014. The Ellerson Group provides investment supervisory services and comprehensive financial planning to individuals, high-net-worth clients, pension and profit-sharing plans, trusts, estates, charitable organizations, and small businesses. The firm emphasizes strategic asset allocation with a core-and-satellite approach and global diversification, utilizing a variety of investment vehicles including mutual funds, ETFs, individual securities, and options.

Samuel Mc Kee is a Series 65-licensed financial advisor with Accordant Advisory Group, Inc. in Annapolis, MD, with one year of industry experience. Prior to his current role, he has worked in various non-financial roles including as a part-time bartender at City Tap House. Accordant Advisory Group provides investment advice and planning services to individuals, retirement plan sponsors, charitable organizations, and corporations. The firm employs a combination of fundamental and technical analysis with customized long- and short-term strategies, managing portfolios consisting of individual stocks, ETFs, mutual funds, fixed income securities, and fee-based index annuities.

Melissa Frawley is a financial advisor with Annapolitan Investment Group, Inc. in Annapolis, MD, holding Series 63 and Series 66 licenses and bringing 26 years of industry experience. She has worked with Raymond James Financial since 2009 and has been involved with Annapolitan Investment Group since 2005. Outside of her advisory roles, she is president of Annapolitan Investment Group LLC, an independent contractor support company. Annapolitan Investment Group provides customized financial and retirement planning for individuals and families, focusing on tax, estate, business, education, and cash-flow planning. The firm emphasizes planning over discretionary portfolio management and delivers advice through in-person meetings and educational seminars.

Amanda Hopkins Clouser is a CFA® charterholder with seven years of industry experience. She has been with RCS Financial Planning, LLC since 2018 and previously worked at TIAA from 2008 to 2017. RCS Financial Planning serves individual clients, including high-net-worth individuals, as well as pension and profit-sharing plans. The firm employs an evidence-based investment approach focused on modern portfolio theory and offers comprehensive financial planning, portfolio management, and pension consulting services.