Sean Gillespie retired from naval service in 2012 after twenty years in uniform. In 2013, he embarked on his second career as a financial advisor. After practicing as a solo advisor for five years, he partnered with Paul Allen to establish Redeployment Wealth Strategies, a fee-only RIA registered in Virginia that specialized in serving military families. In 2020, Sean and Paul became founding members of the Military Financial Advisors Association (MFAA), whose mission is to serve the military community as full-time fiduciaries and assist veterans in transition from careers in uniform to careers in financial advice. In 2023, Paul and Sean joined forces with Adrienne Ross to establish APFORIA, a fee-only RIA registered at the federal level with the Securities Exchange Commission
