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  • Where tax strategy meets real-world decisions.

    An independent publication delivering CPA-led insights

    on tax strategy, business growth, and wealth planning.

    757-384-9020

    Where tax strategy meets real-world decisions.


    An independent publication delivering CPA-led insight on tax strategy, business growth, 

    and wealth planning.

    Where tax strategy meets real-world decisions.
    An independent publication delivering CPA-led insight on tax strategy, business growth, and wealth planning.
    Where tax strategy meets real-world decisions
  • Where tax strategy meets real-world decisions.

    An independent publication delivering CPA-led insight on tax strategy, business growth, and wealth planning.


    • Tax Strategy & Planning
    • Business Growth & Advisory
    • Wealth Preservation & Legacy Planning
    • Business Transition & Exit Planning
    • Local Business Spotlights & Expert Interviews
    • Press Release
February 26.2026
3 Minutes Read

Embracing the Future: Insights into Estate Planning for 2026

Abstract purple mountains landscape, tranquil digital art.

Understanding the Estate Planning Landscape in 2026

The 2026 State of Estate Planning Report, sponsored by Vanilla, presents key insights on how clients view estate planning and what they expect from their advisors. As the importance of estate planning solidifies within client-advisor relationships, a staggering 97% of consumers recognize the necessity of discussing estate plans with their loved ones. Yet, a significant gap remains; while awareness is present, action often lags behind due to discomfort in discussing such personal topics.

Client Expectations: The Shift Towards Active Engagement

Today's clients are increasingly expecting their advisors to play a proactive role in estate planning. The report reveals that 80% anticipate support from advisors, either directly or through partnerships. This expectation marks a shift where clients see the value of integrating estate planning into their broader financial strategy. Additionally, a notable 84% of those surveyed feel at ease with AI-assisted tools in estate planning, provided they are guided by professionals. This acceptance highlights a growing trend where modern technology is facilitating more in-depth conversations about legacy and values.

Bridging the Communication Gap

Despite the willingness to acknowledge the importance of estate planning, many families shy away from having these crucial conversations. The report underscores that while most believe they should talk about estate planning with loved ones, few engage in meaningful discussions. Advisors can fill this void by initiating conversations that have been historically avoided, helping families navigate complex dynamics surrounding wealth transfer.

A New Understanding of Legacy Beyond Financial Wealth

The motivations behind estate planning extend well beyond monetary wealth. According to the report, 40% of clients prioritize passing down values and principles over financial assets. This shift in focus indicates a broader understanding of what legacy means; clients desire to instill responsibility and life lessons rather than merely a dollar amount.

The Importance of Inclusive Conversations

Another critical finding from the report speaks to a gender gap in estate planning discussions. As it stands, women may feel less engaged in these conversations than men, which emphasizes the need for inclusive dialogues in families. By recognizing and addressing these disparities, advisors can foster an environment that encourages all family members to participate in their legacy planning.

Practical Strategies for Small Business Owners

For small business owners in the Hampton Roads metropolitan area, integrating a strong estate plan within their business strategy is vital. Effective tax strategy and planning should remain at the forefront, ensuring that not only the business but also the personal assets of owners are positioned for seamless transfer to future generations. Year-round tax strategies that incorporate proactive planning can greatly alleviate the typical burdens associated with estate transitions.

Actionable Insights to Consider

  • Have the Conversation: Make discussing estate plans a part of your family culture. Schedule regular family meetings to address wishes and concerns.
  • Utilize Technology: Engage with technology to streamline the planning process, allowing you to focus on the essential relational conversations that matter.
  • Seek Consultation: Partner with financial advisors who provide customized tax planning solutions and who understand the nuances of estate planning specific to the military community.

Conclusion: Preparing for Tomorrow's Legacy Today

The 2026 State of Estate Planning Report emphasizes the necessity for advisors to embrace a holistic approach to estate planning that aligns with their clients' values and family dynamics. For small business owners, it is vital to prioritize how you strategize your wealth and legacy planning to ensure everything aligns with your long-term goals. Now is the time to engage with your estate plan actively, ensuring the future you envision becomes a tangible reality.

Wealth Preservation & Legacy Planning

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02.27.2026

Philanthropy: A Smart Strategy for Retaining NextGen Clients

Update Understanding the Value of Philanthropy in Client Retention As we peer into the future of wealth management, it is evident that the landscape is shifting, especially as high-net-worth clients prepare to pass their assets to the next generation. The Great Wealth Transfer is upon us, a seismic financial shift that could see trillions of dollars transition from one set of hands to another. This shift poses a significant challenge for advisors; portfolio performance alone is no longer the linchpin for client retention. Solutions are required, and one of the most effective avenues is philanthropy. Why Philanthropy Matters to the Next Generation Recent surveys highlight a pressing concern: 37% of high-net-worth individuals cited the ability to connect with younger generations as their utmost priority. As advisors, recognizing the values of younger clients is pivotal. Today’s youth are more socially conscious; they value community engagement and the impact of their wealth on societal issues. By integrating philanthropy into financial planning, advisors can foster a deeper bond with next-gen clients, aiding both retention and satisfaction. Connecting Generational Values through Charitable Giving Advisors should be proactive in bridging the gap between generations through philanthropy. To this end, thoughtful engagement strategies must be developed. Suggesting clients work with community foundations to create family donor-advised funds is one practical approach. These interactions often lead to discussions surrounding family values, legacy, and even tax planning opportunities that can benefit everyone involved. Creating Meaningful Engagement Strategies A focus on philanthropy not only enriches client-advisor relationships but also serves as an educational tool for younger clients. For example, involving the next generation in discussions about charitable giving can demystify wealth management and help them understand the responsibility that comes with it. Initiatives such as family meetings to explore charitable interests not only reinforce family values but also open doors to economic literacy, asset management, and strategic tax planning. Reframing the Conversation: From Wealth to Values Revisiting how discussions occur is crucial. Clients are more likely to resonate with messages centered on shared values rather than pure financial metrics. Presenting philanthropy as a way to maintain family legacy grounds the conversation in personal significance. It’s about instilling a sense of purpose and ensuring that wealth serves not just the individual, but the community at large. Establishing Long-Lasting Relationships Before the Transition Building connections with the next generation before wealth transitions take place is invaluable. Research indicates that a staggering 75% of clients’ children have yet to meet their parents’ financial advisors. This lack of connection results in a disconnect that many firms struggle to mend. By developing relationships with younger clients and catering interactions to their philanthropic interests, advisors can significantly strengthen business retention. Actionable Insights for Advisors Implementing these strategies does not require a top-down overhaul of business practices but rather a shift in perspective. Offer proactive ideas to clients about how to incorporate philanthropy into their financial plans. Facilitate family discussions about charitable causes while introducing younger generations to tools that simplify giving. Utilize available community resources to connect through tailored educational workshops that resonate with both older and younger family members. As small business owners in the Hampton Roads area consider how to engage younger family members, embracing these charitable conversations can foster deeper connections and pave the way for a sustainable future. Conclusion: Embracing Change for Future Success Philanthropy is not merely an add-on in financial planning. It represents a pivotal element in strengthening ties with younger clients, helping advisors retain what has been built over generations. The convergence of wealth management and civic duty offers a compelling narrative for new generations eager to leave their mark. As you explore ways to retain and attract next-gen clients, consider how philanthropy can serve as the bridge to a more resilient financial future.

02.22.2026

Unlocking Wealth Transfer: The Strategic Benefits of Carried Interest Gifting for Small Business Owners

Update Why Carried Interest Gifting Has Become a Game Changer In recent years, estate planning for private equity and venture capital partners has seen a renaissance, driven largely by legislative shifts like the One Big Beautiful Bill Act (OBBBA). This significant change has solidified the federal estate and gift tax exemption levels. As a result, there's less pressure on small business owners and fund principals to act hastily when planning their estates. Instead, strategic thinking can now take the forefront of their planning efforts, especially when it comes to gifting strategies. Utilizing Gifting as a Strategic Tax Planning Tool Gifting carried interest presents a unique opportunity to strategically transfer wealth while keeping tax efficiency in mind. For many in the greater Hampton Roads area, particularly those with a background in military service or small business ownership, understanding the nuances of this approach is crucial. Gifting allows individuals to leverage assets that are currently undervalued yet hold potential for significant appreciation. Specifically, carried interest often faces value suppression during the early stages of investment funds. Early-stage carries are associated with high risk and uncertain cash flows, making their current market value lower. However, this low valuation translates into a tremendous opportunity because it allows for gifting at a lower tax basis. By transferring carried interest before its value appreciates significantly due to improved fund performance, business owners can effectively reduce their taxable estate while securing future growth for their beneficiaries. This proactive tax planning solution is critical for safeguarding wealth for the next generation. Understanding Carried Interest in Context Carried interest refers to the share of profits that investment fund managers receive, contingent upon favorable fund performance. This concept is often undervalued in a fund’s early years, making it a prime candidate for gifting. Here in Hampton Roads, where entrepreneurship thrives, especially among military affiliates, awareness of carried interest's characteristics can lead to optimized tax strategy and estate planning. A properly structured gifting strategy can ensure that high-growth potential assets are moved out of an individual’s estate before they fully appreciate in value. By gifting these interests, business owners not only reduce their estate tax liability but also secure a tax-efficient wealth transfer to their heirs. Assessing Risks and Opportunities in Gifting 1. Leveraging Market Conditions: In a fluctuating economic climate, market conditions can significantly impact the decision to gift. Early investments in technology or healthcare sectors, for example, may entail substantial risk but also exhibit impressive upside potential. Understanding the nature of these investments allows business owners to make informed decisions. 2. Engaging Professional Advisors: For those in the Hampton Roads community looking to navigate this complex terrain, working with a CPA or financial professional experienced in strategic tax planning is paramount. They can assist in valuing carried interests accurately, ensuring that the gifting process is executed in a manner that aligns with both tax obligations and personal financial goals. Final Thoughts: Transforming Wealth Across Generations In conclusion, the landscape of tax strategy and estate planning is evolving, and carried interest gifting is at the forefront of this change. By seizing the opportunities presented by the OBBBA to implement strategic gifting, small business owners in southeastern Virginia can ensure that their hard-earned wealth is preserved for future generations. Whether you operate a local business or have substantial investments in the community, embracing proactive tax strategies can provide lasting benefits. Actionable Insight: If you’re a small business owner or entrepreneur in the Hampton Roads area, now is the time to assess your estate planning strategies. Consult with a qualified financial advisor to explore how carried interest gifting can enhance your tax efficiency and secure your family’s financial future.

02.22.2026

Unlock Wealth Preservation: Why Picking the Right Trust Situs Matters

Update Understanding the Value of Trust Situs for Small Business Owners For small business owners, particularly those in the greater Hampton Roads area, the concept of trust situs might initially seem distant or irrelevant. Yet, for many entrepreneurs, understanding where to establish a trust can be critically important for ensuring long-term financial security. The Trust Landscape: A Closer Look at Key States In the U.S., several states stand out as leaders in favorable trust regulations: South Dakota, Nevada, Alaska, Delaware, and Wyoming. Each of these states offers unique benefits including asset protection, privacy, and tax advantages that can significantly impact wealth preservation strategies for families and businesses alike. South Dakota, in particular, has become a dominant player in trust administration, with the amount of trust assets growing from $165 billion in 2014 to over $800 billion today. The state has no state income tax on trust income, and it seals trust filings for automatic court privacy. For business owners in southeastern Virginia, these factors can be crucial when considering how to structure their estate plans to shield their assets from debts and litigation. Why Trust Duration Matters: The Perpetuity Factor The concept of perpetuity—the ability to keep a trust in effect indefinitely—can offer immense advantages. States like South Dakota and Alaska allow trusts to last for an astounding 1,000 years. This means that trust funds can be administered in a way that benefits multiple generations without the risk of sudden tax liabilities, such as those that might arise if a trust in states like California must be terminated within 21 years. For military families or those with substantial assets, establishing a long-lasting trust can be a way to ensure that their wealth remains intact, even as their family dynamics or financial landscapes evolve. Trusts as a Proactive Tax Strategy Trusts are not merely legal instruments; they can also serve as a powerful tax strategy. For small business owners, understanding how to leverage trusts can lead to significant tax savings. Implementing a trust in a low-tax jurisdiction allows business owners to retain more of their wealth while ensuring it is securely passed down to future generations. For instance, establishing a dynasty trust in Nevada (which allows 365-year trust durations) for business assets can protect against both income and estate taxes. Moreover, the structured approach of trusts can provide a clear framework for how assets are managed and distributed, which is particularly beneficial for families with diverse financial interests. Practical Insights for Small Business Owners So how can small business owners in the Hampton Roads area practically approach choosing a trust situs? Here are some actionable insights: Consult with Professionals: Given the complexity of trust laws across different states, working with a CPA or legal advisor who specializes in tax strategies for small businesses can provide clarity. They can help evaluate which state might be best for your specific situation. Evaluate Family Needs: Consider your long-term goals not just for business assets but also for family wealth preservation. A tailored estate plan that includes long-lasting trusts can mitigate potential risks associated with creditors or unforeseen circumstances. Remain Informed: Keep abreast of changes in tax policies and estate planning laws. The landscape is continually evolving, with states like Florida and Texas recently enhancing their trust legislation, potentially offering new opportunities. Building a Legacy: The Importance of Strategic Planning Ultimately, the importance of choosing the right trust situs cannot be overstated. As small business owners consider how to secure their assets for the long haul, strategic tax planning and thoughtful estate management become paramount. By establishing trusts in states offering favorable legislation, locals in the greater Hampton Roads area can ensure not just current wealth preservation but also set up a strong framework for future generations. Investing in knowledge and planning today can pave the way for enduring financial security across generations. Empower Your Future: Take Action Today Understanding the intricacies of tax strategy and planning is not just for the ultra-wealthy. Small business owners in southeastern Virginia should actively consider the benefits of trusts in their estate planning. Engaging a financial planner who understands these dynamics can lead you on a path to creating a robust financial legacy.

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