Watching a stock or business grow substantially can feel rewarding, until you start thinking about the tax bill that could come with selling it. For investors with appreciated stock, multiple account types, or proceeds from a major sale, investment decisions and tax decisions can quickly become intertwined. In this episode, Larry Heller, CFP®, CDFA®, speaks with Angela R. Berkosky, CFA®, MBA, Director of Investment Strategy at Savant Wealth Management, about incorporating taxes into portfolio decisions. They explore how different investments may fit within taxable accounts, traditional IRAs, and Roth IRAs, along with approaches for managing highly appreciated positions. Angela also covers direct indexing, tax-loss harvesting, charitable gifting, exchange funds, and long/short equity strategies that may be considered following a business sale or other significant liquidity event. Larry and Angela discuss: How taxes can influence investment selection and placement across different account types Ways to address highly appreciated stock while considering diversification and taxable gains How direct indexing may create additional opportunities to capture investment losses Options such as charitable gifting and exchange funds for managing concentrated holdings How long/short equity strategies may help address gains associated with a business sale And more! Connect with Angela Berkosky: Angela R. Berkosky, CFA®, MBA | Savant Wealth Management LinkedIn: Angela Berkosky LinkedIn: Savant Wealth Management Website: Savant Wealth Management Connect with Larry Heller: (631) 248-3600 Schedule a 20-Minute Call Heller Wealth Management LinkedIn: Larry Heller, CFP®, CDFA®, CPA YouTube: Retirement Unlocked with Larry Heller, CFP® About Our Guest: Angela Berkosky serves as director of investment strategy, working out of our Lancaster and Wyomissing, Pennsylvania, offices. She has more than 25 years of experience in the financial services industry, with a career rooted in disciplined investment strategy and long-term client outcomes. Angela began working at Savant in 2023 when Domani Wealth joined the firm. At Domani, she served as partner and chief investment officer beginning in 2010. She led portfolio strategy and investment decision-making across client relationships. Earlier in her career, she worked as an investment officer at a trust company and began her professional path as an associate at a boutique investment bank. She holds the Chartered Financial Analyst (CFA®) designation and remains actively involved in the profession as a member of both the CFA Institute and the CFA Society of Philadelphia. Her work reflects a commitment to rigorous analysis, thoughtful risk management, and aligning investment strategy with client goals and cash flow needs. Angela also maintains strong ties to higher education. She serves on the advisory council for the Wood Honors College at Shippensburg University in Pennsylvania, where she mentors honors students and helps guide curriculum and program development. She also serves as secretary of the congregation council at St. John’s Evangelical Lutheran Church in Boyertown, Pennsylvania. She earned a bachelor’s degree in business administration from Shippensburg University and a Master of Business Administration (MBA) from Lebanon Valley College in Annville, Pennsylvania. An accomplished pianist, Angela lives in eastern Pennsylvania with her husband, Tom, and their family. They enjoy traveling, attending live concerts, and spending time with their collie, Samson. Heller Wealth Management is now part of Savant Wealth Management. Savant is a Registered Investment Advisor. This content is provided for informational and educational purposes only and should not be construed as personalized investment advice. Effective March 31, 2026, Heller Wealth Management joined Savant Wealth Management (“Savant”). A copy of Savant’s current written disclosure Brochure discussing our advisory services and fees is available at www.savantwealth.com/disclosure-brochures/
