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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:
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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/
Are you approaching retirement and wondering whether your investments, spending, taxes, estate plan, and future goals are all working together?
A retirement plan should do more than track portfolio performance. It should help you understand how your money can support the lifestyle you want, while accounting for income needs, taxes, market risk, family priorities, and changing circumstances.
In this episode, Larry Heller, CFP®, CDFA®, explains how to build a retirement plan around the life you want rather than letting investment returns drive your decisions. He shares how cash flow, time horizons, risk tolerance, tax planning, estate planning, and investment decisions can work together to support both near-term needs and long-term priorities.
Larry discusses:
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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/
How do you sell a trade business and turn decades of work into retirement income? If you’re a contractor, electrician, plumber, landscaper, HVAC professional, or another skilled-trade owner thinking about retirement, the decisions you make before the sale may affect what your business is worth, how much you keep after taxes, and how the proceeds support your retirement.
In this episode, Larry Heller, CFP®, CDFA®, explains what business owners should consider before selling a trade business. He covers how buyers may determine a company’s value, why clean financial records and documented processes can support a sale, and how reducing owner dependence may make the company easier to transfer. Larry also examines how the sale structure, capital gains taxes, installment payments, retained equity, retirement income planning, and estate considerations work together. Beyond the financial questions, he explores how owners can prepare for their identity, purpose, and daily life after leaving the company.
Larry discusses:
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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/
Are you approaching retirement and wondering whether your spending, investments, taxes, insurance, estate plan, and retirement lifestyle are all working together?
A retirement plan should do more than help you reach a savings goal. It should support the life you want while preparing for changing markets, rising costs, healthcare needs, and a retirement that could last 30 years.
In this episode, Larry Heller, CFP®, CDFA®, shares a six-part retirement planning checklist designed to help people approaching retirement or already retired review the financial and personal decisions that can shape their future.
Larry discusses:
Resources:
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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/
A lot of people think their estate planning is complete once the legal documents are signed. But for retirees and families with complex assets, those documents may not be enough if trusts, beneficiary designations, account ownership, and tax planning aren’t coordinated.
In this episode, Larry Heller, CFP®, CDFA®, speaks with Dominick J. Parillo, JD, CFP®, Director of Wealth Transfer at Savant Wealth Management, about the estate planning details families often overlook. They explain how an unfunded revocable living trust can still lead to probate, why beneficiary designations may override a will, and how account ownership can affect New York estate tax planning. They also discuss powers of attorney, healthcare documents, inheritance protection, trustee selection, and why your estate plan should continue to evolve as your family, finances, and wishes change.
Larry and Dom discuss:
Resources:
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About Our Guest:
Dominick “Dom” J. Parillo, JD, CFP®, is Director of Wealth Transfer at Savant Wealth Management. Based in Manassas, Virginia, he helps high-net-worth families and business owners coordinate estate planning, trust administration, wealth transfer, and legacy decisions.
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/
What should you do after selling your business? Closing the deal is a major milestone, but it’s only the beginning of a new chapter. Without a thoughtful plan, emotional decisions, tax surprises, and a lack of direction can undermine the financial freedom you’ve worked so hard to achieve.
In this episode, Larry Heller, CFP®, CDFA®, explores the most common mistakes business owners make after selling their business and shares practical guidance for turning a successful exit into a successful retirement. He discusses how to make intentional financial decisions, prepare for taxes, invest with purpose, and build a retirement that offers both financial security and personal fulfillment.
Larry discusses:
Connect with Larry Heller:
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/
Retirement today looks very different than it did even a decade ago. Managing your finances, protecting your identity, staying connected with family, accessing healthcare, and preserving your legacy are all becoming increasingly digital. While these advancements offer greater convenience and flexibility, they also introduce new risks that deserve careful planning.
In this episode of Retirement Unlocked, Larry Heller, CFP®, CDFA®, explores how technology is reshaping retirement and why digital preparedness is essential to protecting your financial future. From cybersecurity and AI-powered scams to digital estate planning and everyday technology that supports independence, Larry shares practical insights to help you embrace innovation with greater confidence.
Larry discusses:
Connect with Larry Heller:
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/
Many retirees wonder whether they can safely spend more money in retirement without jeopardizing their future. Questions about retirement income, withdrawal rates, market volatility, healthcare expenses, and the fear of running out of money often prevent retirees from enjoying the wealth they’ve accumulated.
In this episode, Larry Heller, CFP®, CDFA®, discusses the often-overlooked challenge of transitioning from a saver mindset to a spender mindset in retirement and why many financially secure retirees struggle to enjoy the assets they’ve accumulated.
Larry discusses:
Connect with Larry Heller:
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/
Losing a spouse is one of life’s most difficult experiences, emotionally and financially. Many retirees are surprised to learn that widowhood can also create significant tax and retirement-planning challenges that may affect income, Medicare premiums, estate plans, and long-term financial security.
In this episode, Larry Heller, CFP®, CDFA®, explains why the loss of a spouse can create unexpected financial challenges for retirees, including higher taxes, rising Medicare premiums, and changes to retirement income. He discusses how required minimum distributions, Social Security survivor benefits, and IRMAA thresholds can affect a surviving spouse’s long-term financial picture. Larry also shares proactive planning strategies couples can consider before widowhood, including Roth conversions, tax-bracket management, beneficiary reviews, and estate planning updates. Through real-life examples, he highlights how thoughtful preparation can help surviving spouses avoid costly mistakes and navigate a difficult transition with greater confidence and clarity.
What to expect:
Connect with Larry Heller:
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/
In this milestone 200th episode of Retirement Unlocked, Larry Heller reflects on the journey of building the podcast from an audio-only show into a growing multimedia platform focused on helping people make smarter retirement decisions. Joined by co-host Bill Tucker, Larry shares why the podcast was created, the lessons learned over 200 episodes, and how financial education can truly impact people’s lives.
In this episode, Larry explores how he has always aimed to make financial planning more understandable as he continues to stay ahead of constant changes in tax laws, and retirement strategies. He expresses gratitude to his listeners, clients, and guests who have helped the podcast grow to nearly 50,000 YouTube views as it continues into its next chapter.
Larry Heller, CFP®, CDFA®, discusses:
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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/
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