Each year, the Advisor Symposium brings together legal, tax, and estate planning experts to share information designed to help all financial professionals better serve their clients. This year’s program featured Jeff Chadwick, JD, Winstead, PC; Patricia Annino, JD, LL.M., Rimon, P.C.; Christopher Hoyt, JD, University of Missouri Kansas City School of Law; and Allen Hensley, CLU®, ChFC®, MSFS, AEP®, New York Life’s advanced agent development officer.
Together, they explored topics that sit at the heart of advanced case design: Trust planning strategies for business owners; bridging the gap between business succession and estate planning; and income and estate considerations for retirement assets. These discussions are provided for professionals who understand that collaboration between advisors, attorneys, and CPAs ultimately benefits the clients we all serve.
I am proud to offer this kind of meaningful education as part of my commitment to supporting excellence across the financial profession. Watch the program replay here and reach out if you want to learn more about issues of interest to advisors today.
Year after year, Nautilus Member Agent Tim FitzGerald tried to get his client John covered by life insurance, but John kept putting off writing the check, instead sending Tim to his attorneys so he could get the coverage as part of his compensation package. When Tim finally told John, this is not going to go through your business, John then made Tim go talk to John’s wife! Watch this video (3:11) to see what impact this client’s stubbornness had, what impact Tim’s persistence had, and why this story, says Tim, “validates everything I do for a living.” Tim Fitzgerald is a Member Agent of the Nautilus Group, a service of New York Life Insurance Company.

According to the Exit Planning Institute, 83% of businesses have no written transition plan and 66% are owned by Baby Boomers who will transition out in the next ten years, one way or another. If you are considering a buy-sell agreement for your business, this article from Rimon, PC estate planning attorney Patricia Annino can help you understand the functions and benefits of this important business succession planning tool.

How can married, high net worth couples incorporate “tax-wise” strategies into their estate planning documents? Read this article from The Nautilus Group to learn about three basic strategies that can help to eliminate or minimize estate and transfer taxes and the key benefits and disadvantages of each. The Nautilus Group® is a service of New York Life Insurance Company.

While the stock market increased significantly in 2024, not every year will be so positive, and during the inevitable market down turns, investors can experience significant losses in their taxable brokerage accounts. This article explores one way investors may diminish their economic loss and potentially improve their overall return: tax-loss harvesting. This strategy involves selling investments at a loss in order to offset capital gains and reduce taxable income, but caution must be taken to avoid violating the wash-sale rule among other pitfalls. High net worth individuals with complex financial situations should always review any contemplated tax strategy with their trusted financial professionals.
“My brothers and I always felt that we had the perfect childhood, until an oncoming vehicle crossed the center line and changed everything.” As a teenager, Nautilus Member Braden Draggoo was at the top of his game athletically. He and his brother felt like they had the perfect childhood, helping his dad remodel rental homes from the 1920s and connecting as a family at dinnertime. Then one day, as his father was driving, an oncoming motorist crossed the center line and changed everything for Braden’s family. Watch this video (3:50) to hear the story of a father’s love and to learn how Braden’s experiences as a young adult uniquely impacted his understanding of what happens if mom or dad isn’t there one day to put bread on the table. The Nautilus Group® is a service of New York Life Insurance Company.

For today’s families, the most important estate considerations are no longer about avoiding federal estate tax. With the vast majority of Americans falling outside the taxable range, planning is increasingly about smart income-tax management and building flexibility into lifetime gifting strategies. As outlined in this article from estate attorney Jeff Chadwick, effective planning starts with understanding the motivations behind lifetime gifts and the tools available to carry them out—whether supporting loved ones now, protecting assets from creditors, or simplifying future administration. He also underscores the tax impact of gifting, including the carryover basis rules, the step-up in basis at death, and how “downstream” or “upstream” planning may help preserve value across generations.
No single technique fits everyone. Working with a knowledgeable financial professional can help ensure your approach aligns with both your long-term goals and your family’s unique circumstances. If you have not reviewed your estate strategy recently, this may be an ideal time to do so.
“The first life insurance death claim I delivered was to my mom, for a policy I wrote on my dad’s life.” Listen to Nautilus Member Gib Surles share his personal story about how this experience, early in his career, made an impact on how he views his role and the value of life insurance.
The Nautilus Group® is a service of New York Life Insurance Company. Membership is limited exclusively to the company’s agents.

For many years, donors aged 70½ and above have been able to make tax-favored charitable gifts directly from their individual retirement accounts to private foundations or donor advised funds. Now a recent development offers a fresh avenue for IRA owners who want to magnify their giving potential but continue to retain a stream of income from the donated funds. Read how using tax-free transfers from IRAs to establish a charitable remainder trust or charitable gift annuity can provide additional advantages for experienced donors in this article from UMKC School of Law Professor Christopher Hoyt, JD, and then talk with your financial professionals to explore whether this fits into your retirement or charitable plans.
Mike was a good friend of Nautilus Member Carrie Hall. Right after college, Mike contracted non-Hodgkin’s lymphoma, which later went into remission. Since Mike was in the financial services industry himself, Carrie assumed that he would purchase life insurance on his own accord.
Spend a few minutes to see the emotional impact of that assumption and why this experience has not only forever changed Carrie’s views of the importance of life insurance but also is why she believes in relentlessly pursuing the issue of proper coverage for her clients.
The Nautilus Group® is a service of New York Life Insurance Company. Membership is limited exclusively to the company’s agents.

A significant number of Americans have no estate plan in place, which could be due to several factors: not making time to address a seemingly far-off problem, avoiding potentially difficult conversations and decisions, not wanting to think of one’s mortality, or the perceived high cost of working with attorneys and other professionals. However, failing to plan can have consequences that could be very costly both financially and in terms of an undesirable outcome, delay, and family disharmony. This article describes general estate planning considerations involved in the process and the types of documents typically incorporated into an estate plan.

Trusts can serve as essential tools for business owners seeking clarity, protection, and structure in their estate and succession planning. As outlined in this article, choosing between a revocable or irrevocable trust begins with understanding what you aim to accomplish — from privacy and incapacity planning to enhanced asset protection, income-tax strategies, and long-term transition goals.
Revocable trusts often support core estate planning objectives, offering privacy, streamlined administration, and continuity should an owner become incapacitated. Irrevocable trusts, by contrast, may provide asset protection, tax efficiencies, and opportunities for transferring business interests in a more strategic and controlled manner. For owners facing complex liability or multigenerational planning, the structure of a trust can play a critical role in long-term outcomes.
Working with a qualified financial professional can help ensure these tools are aligned with your goals, your business, and your family’s future.

In today’s tight labor market, keeping great employees is just as important as finding them. Robert Keebler’s article, “The Importance of Employee Retention Plans,” breaks down how strategic incentives — from flexible work culture to deferred compensation and stock options — can protect a business’s most valuable asset: its people. Retention is more than a policy; it’s an investment in long-term stability and growth. Read the full article to explore how financial advisors can guide business owners in creating meaningful retention strategies.

In today’s job market, finding great people is hard—but keeping them can be even harder. Robert Keebler’s guide for business owners explores how thoughtful retention strategies—from flexible work options and recognition programs to long-term incentives like profit-sharing and deferred compensation—can help teams feel valued and stay engaged. The takeaway? Employees are appreciating assets—the longer they stay, the more valuable they become. Read more to learn why strategic retention planning isn’t just good HR; it’s sound business.

Business entities come in all shapes and sizes, but no matter the type, each one should have a buy-sell agreement in place. This important tool helps business owners effect a smooth transition in the event of death, disability, retirement, or other circumstance that triggers a change in ownership. In this article by Rimon, PC estate planning attorney Patricia Annino, you’ll learn about the benefits and pitfalls of buy-sell agreements and how you can help your clients better protect their businesses.

Although the SECURE Act eliminated the stretch IRA strategy for most designated beneficiaries, there is a strategy where IRA distributions may be coupled with a charitable remainder trust to duplicate the stretch IRA strategy. Read this article to learn how IRA distributions to a CRTs can effectively alter the SECURE Act’s 10-year payout for asset protection, estate planning, retirement income, and charitable planning purposes.

Most people think of insurance as a basic protection tool – pay a premium, and if the worst happens, the carrier pays out a benefit. This article from The Nautilus Group® looks at how life insurance can provide more benefits than just a one-time payout and explains the difference in term and whole life policies to help consumers understand that while term coverage offers peace of mind for a while, whole life insurance can provide peace of mind for a lifetime. The Nautilus Group is a service of New York Life Insurance Company.

In today’s job market, the risk of losing top performers is very real for employers. Finding suitable replacements can cause financial stress and disruption of business which may result in lost profits. An employer can gain a distinct advantage over companies competing for top talent by offering a non-qualified deferred compensation plan designed to motivate and retain the employees who are key to the company’s success. Read this article from The Nautilus Group® to learn how this valuable tool provides benefits for both employers and their key employees. The Nautilus Group is a service of New York Life Insurance Company.

The Tax Cuts and Jobs Act was one of the most significant tax legislation acts signed into law since the Tax Reform Act of 1986. This historic timeline illustrates the fluctuations in US estate tax laws and provides an understanding of the different reasons the law has changed over the past 220+ years. Check out the full timeline for more information and important disclosures, and work with your financial professionals to keep your estate plan updated.

Tax planning strategies can feel overwhelming for high-net-worth individuals, especially when it comes to managing wealth transfer and minimizing capital gains taxes. For example, did you know that a community property trust could help married couples living in common-law states access the same tax advantages offered in community property states? A CPT may allow for a "double step-up" in basis, reducing potential capital gains taxes and preserving more family wealth. Read the attached article to learn how CPTs can play a significant role in a broader estate plan and for important disclosures.

Did you know that passing assets through trusts can provide unparalleled benefits in estate planning? Trusts offer a level of control and security that helps protect assets from creditors and legal judgments; provides specialized benefits for beneficiaries where applicable; dictates how and when assets are distributed; and minimizes estate taxes for beneficiaries, ensuring your family legacy will be better preserved. Whether you're concerned about generational wealth, business succession, or minimizing future tax burdens, trusts are a tool worth exploring. To discover how you can integrate trusts into your estate planning strategy, read the full article which includes important disclosures.

Wondering how to maximize your charitable giving while securing an income stream? A charitable remainder trust (CRT) could be the solution. CRTs allow you to convert highly appreciated assets—like securities or real estate—into a steady income while avoiding immediate capital gains taxes. You’ll also receive a current income tax deduction based on the future gift to your favorite charity. Here’s how it works: assets contributed to a CRT are sold free of income taxes, letting the full proceeds be reinvested to generate even more value. Whether you’re planning for your own financial future or leaving a legacy for your heirs and chosen charities, read this article to learn how CRTs offer flexibility and significant tax advantages, and for other important disclosures.

For affluent families and closely held business owners, control and continuity are everything. A revocable living trust can help deliver both, allowing assets to transfer efficiently, privately, and without probate delays. The article linked below breaks down what these trusts can (and can’t) do, including common misunderstandings around creditor protection and estate taxes. Review the full article to learn how this strategy might fit into a broader, coordinated estate plan and see other important disclosures. Used thoughtfully, an RLT can provide structure for multigenerational wealth, smooth leadership transitions in family businesses, and preserve privacy for sensitive estates.

In today’s competitive market, keeping key employees means offering more than a paycheck. A split-dollar life insurance arrangement blends life insurance protection with long-term financial flexibility. Through this approach, an employer and employee share the costs and benefits of a permanent life insurance policy. It can serve as a powerful retention tool, a creative retirement benefit, or a way to provide coverage even when health changes down the road. Of course, it’s not without complexity. The structure, tax treatment, and administration require careful planning and expert guidance — but the potential benefits can be well worth it. Read this article for a full disclosure on how split-dollar arrangements work and when they may make sense for your business or clients.
In this eye-opening video, you’ll learn how the owners of Coffee Break harnessed the power of a buy-sell agreement to protect their business in the event of unforeseen circumstances like the loss of a partner. Watch to learn more about ensuring your business's stability.
A business partnership without a plan can get messy fast. Just ask the famous couple who once bought a home and winery together… then split up, skipped the paperwork, and watched the whole thing spiral into a legal tug-of-war. Not exactly the happily-ever-after they expected, and it all could have been avoided with one simple tool: a buy-sell agreement.
Watch this short video to see how a buy-sell agreement can protect the people, the partnership, and the future you’re building if an owner leaves – through death, divorce, disability, retirement, or simply wanting out – and how this essential tool helps keep the business running smoothly.
Information, articles, videos and posts on this webpage are for informational purposes only. New York Life Insurance Company, its employees and its agents are not in the business of providing tax, legal, or accounting advice. Individuals should consult with their own tax, legal, or accounting advisors before implementing any planning strategies. The Nautilus Group® is a service of New York Life Insurance Company. Any third-party materials or references on this webpage represent the views of its respective authors and those authors are solely responsible for its content. Such views may not necessarily represent the opinions of New York Life Insurance Company or its subsidiary companies.