Top financial advisors working with airline pilots in Maryland

The right financial advisor for you depends on how you weigh location, expertise, experience, the clients they typically serve, and how they work with you.

If you're an airline pilot facing unique financial challenges like irregular income patterns or early retirement options, you need advisors who understand these specifics. A common mistake is working with someone who treats your finances like a typical 9-to-5 worker, missing key pilot-related factors.

  • Flight schedule impact. Confirm how they factor in your variable work hours and potential furloughs when planning cash flow.
  • Retirement timing. Ask how they handle early retirement possibilities common in aviation careers.
  • Tax considerations. Pilots often have complex tax situations; check how they manage per diem and travel-related deductions.
  • Insurance needs. Verify their approach to disability and life insurance tailored to the risks of flying.

Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.

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Hassan A

Series 65, Series 63

Rockville, MD

LPL Financial

Hassan Al Kadhimi is a financial advisor at LPL Financial with two years of industry experience. His work history includes roles at J.P. Morgan Securities LLC and JP Morgan Chase Bank, N.A. He is registered with Series 65 and Series 63 licenses. LPL Financial is an SEC-registered investment adviser and broker-dealer that serves a wide range of clients, including individuals, retirement plans, banks, and charitable organizations. The firm offers financial planning, advisory programs, retirement consulting, and brokerage services through a national network of investment adviser representatives.

College savings (529s, UTMA, etc.)
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Patrick F

Series 66

New Market, MD

Intentional

Patrick Ferguson is a financial advisor at Intentional, LLC with 17 years of industry experience. He holds a Series 66 designation and has worked at firms including Purshe Kaplan Sterling Investments and Commonwealth Financial Network. In addition to his advisory role, Ferguson is licensed to sell fixed and traditional insurance products. Intentional provides discretionary portfolio management and financial planning primarily for individual and high-net-worth clients, as well as retirement plan consulting for businesses and institutions. The firm combines fundamental, technical, and economic analysis in its investment approach and offers due diligence and monitoring of alternative and private investments for qualified investors.

Business succession planning Charitable giving & philanthropy Founder/Business Owner
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Christina C

Series 65

Bethesda, MD

Spire Wealth Management, LLC

Christina Cunningham is a financial advisor with Spire Wealth Management, LLC, holding a Series 65 license. She has six years of industry experience, having worked at Cardinal Wealth Management and First Financial Group. Prior to her advisory career, she spent four years at the University of Dayton. Spire Wealth Management serves individuals, corporations, trusts, and retirement plans, managing approximately $4.5 billion in assets. The firm offers a combination of advisor-led portfolios, model asset allocation strategies, and sub-advised solutions employing tactical, active, and passive investment approaches.

Active portfolio management Tax-loss harvesting Passive / index investing Options & derivatives strategies Private / alternative investments
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David C

Series 63, Series 65

Annapolis, MD

Westbourne Investment Advisors Inc.

David Cunningham is a financial advisor with Westbourne Investment Advisors Inc. in Annapolis, MD, holding Series 63 and Series 65 licenses. He has 28 years of industry experience, including roles at Westbourne Investment Advisors since 2007 and Cunningham Capital Management, LLC since 2012. Westbourne Investment Advisors provides discretionary portfolio management and financial advisory services to individual and high-net-worth clients, IRAs, trusts, corporate accounts, pension plans, and nonprofit organizations. The firm manages approximately $449 million and emphasizes fundamental analysis with multi-year holding periods, maintaining equity exposures between 60–90% and typically low portfolio turnover.

Active portfolio management Options & derivatives strategies Concentrated stock management

Charles P

Series 63, Series 65

Easton, MD

Merrill

Charles Pritchett is a Senior Financial Advisor with Merrill Lynch Wealth Management. He focuses on developing personalized financial plans that address clients' unique ambitions, including education funding, retirement lifestyle planning, and long-term family goals. His approach emphasizes simplicity and transparency in investment management to help clients navigate the complexities of wealth planning. Mr. Pritchett holds both a Bachelor's and a Master's degree from Salisbury University. He holds the designation of Personal Investment Advisor (PIA). Outside of his professional work, he enjoys baseball, gardening, and spending time with his family.

College savings (529s, UTMA, etc.) General retirement planning Medicare planning Wealth management
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Erin K

Series 63, Series 66

Folsom, CA

Allworth financial, L.P.

Erin Kincheloe is a financial advisor at Allworth Financial, L.P. with 28 years of industry experience. She holds Series 63 and Series 66 licenses and previously worked for 19 years at Ponder Financial Group. Outside of her advisory role, she operates a consulting business focused on CRM operations and training. Allworth Financial is a fee-based SEC-registered adviser serving individuals, qualified retirement plans, trusts, estates, charitable organizations, and corporate clients. The firm offers customized portfolio management using a mix of model strategies and employs third-party sub-advisers when appropriate.

Equity compensation tax strategy Retirement income strategy Private / alternative investments ESG / Sustainable investing Annuities Airline Pilot Founder/Business Owner Values-based investing Christian Faith Based Retired
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Peter S

Series 63, Series 65

Milwaukee, WI

Oarsman Capital, Inc

Peter Schumacher is a financial advisor with Oarsman Capital, Inc. in Milwaukee, WI, holding Series 63 and Series 65 licenses and possessing 35 years of industry experience. He worked at Johnson Wealth Inc. for nine years before joining Oarsman Capital in 2022. Oarsman Capital provides investment-management services, model portfolios, financial planning, and retirement-plan advisory services to individuals, trusts, institutions, and retirement plans. The firm emphasizes fundamentally-rated equities, broad sector diversification, tax-efficient strategies, and low turnover, employing AI-based tools and discretionary management in its portfolio construction.

Retirement income strategy Income planning Options & derivatives strategies Tax-loss harvesting Airline Pilot
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Michael W

Series 65

Schertz, TX

Targeted Wealth Solutions

Michael Whyte is a Series 65-licensed financial advisor with Targeted Wealth Solutions in Schertz, TX, where he has worked since 2021. He has four years of industry experience and also works as a commercial pilot for Delta Airlines, a role he has held since 2015. Targeted Wealth Solutions serves individual and high-net-worth clients, as well as retirement plans, foundations, and charitable organizations. The firm employs a Modern Portfolio Theory framework enhanced by economic analysis and quantitative models, offering diversified portfolios primarily through ETFs and active option strategies for downside risk management.

Cash flow / budgeting Debt management College savings (529s, UTMA, etc.) Business ownership considerations Business succession planning Executive Founder/Business Owner Doctor or Medical Professional Airline Pilot Values-based investing
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Michael W

CFP®, Series 63

Charlottesville, VA

Solitude Financial Services, Inc.

Michael Whitney is a CFP® professional with four years of industry experience, currently serving at Solitude Financial Services, Inc. He previously worked at Albany Financial Group and LPL Financial, LLC. Solitude Financial Services provides fee-only, fiduciary investment advice and discretionary portfolio management to individual and high-net-worth clients using a financial life management framework. The firm emphasizes long-term, buy-and-hold investment strategies with model portfolios primarily composed of ETFs, mutual funds, stocks, and bonds, and employs options strategies to manage portfolio risk.

Concentrated stock management Retirement income strategy Income planning Tax-loss harvesting Passive / index investing Airline Pilot

Adam B

CFP®

Annapolis, MD

Ventus Wealth Management

My path to founding a wealth management firm is different than most. As a child, my dream was to become a fighter pilot. After graduating from the United States Naval Academy with a degree in Aerospace Engineering, I achieved that goal, serving on active duty for a decade. I flew the F-18E Super Hornet from aircraft carriers and deployed multiple times to the Western Pacific. After those deployments, the Navy sent me to UNC Kenan-Flagler Business School to study finance, followed by the privilege of teaching undergraduate economics at my alma mater. After transitioning from active duty, I applied the skills I honed in the cockpit and classroom—leadership, effective communication, process improvement, and strategic decision-making—to multiple entrepreneurial ventures. My career as a financial planner is a natural extension of my passion for solving problems and serving others. With a background in engineering, military flight operations, top-tier business education, and collegiate economics instruction, I bring a unique perspective to wealth management: * Tenacity – Giving up is never an option. Just as a fighter pilot must persist in the air, I am relentless in helping my clients succeed. * Calm Under Pressure – I have a proven ability to think clearly in high-stakes situations, whether in the military or financial markets. I will not panic when volatility arises. * Candor – In aviation and life, speaking up is critical when the stakes are high. I will always provide honest advice, even when it’s uncomfortable. Living near Annapolis, Maryland, I cherish time with my family and enjoy Navy football, traveling, boating, and improving my golf game. I also continue to serve as a member of the U.S. Navy Reserves. Ventus Wealth Management — After a decade in the workforce, I became increasingly frustrated by the lack of financial services that truly met my needs. I couldn’t find a firm or advisor that offered the right combination of: ☑️A transparent fee and incentive structure ☑️ A flexible, client-focused service model ☑️ Modern technology solutions ☑️ Virtual meeting capabilities ☑️ Expertise tailored to my specific situation Recognizing this gap, I launched Ventus Wealth Management to address these shortcomings. Everything we do is designed with our clients in mind. Every element of our service and business model is intentionally crafted to deliver value and provide solutions that meet your needs.

College savings (529s, UTMA, etc.) Cash flow / budgeting Airline Pilot Military & Veterans Established Professionals Gen X (Born 1965-1980)

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