The Legacy Group

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The Legacy Group

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At The Legacy Group, we help families, individuals and business owners secure their future with our 3-Dimensional Planning Approach™.

Let’s build your legacy: https://go.legacygroupny.com/schedule-with-legacy

10/15/2026

Most people assume life insurance is exempt from estate taxes. And they are right, in a sense: the death benefit passes income tax-free to beneficiaries.

But if you own the policy, the death benefit is included in your taxable estate.

For high-net-worth families, this matters. A $5 million policy owned by the insured adds $5 million to an estate that may already be navigating federal and New York state estate tax exposure.

An Irrevocable Life Insurance Trust, or ILIT, is a structure designed to keep the policy and its proceeds outside the taxable estate. The trust owns the policy. The death benefit pays to the trust. And the trustee distributes proceeds to beneficiaries according to the trust terms.

Done correctly, this can preserve the full value of the policy for your family rather than having a portion absorbed by estate taxes.

If life insurance is part of your estate plan, it is worth confirming where it sits.

Explore estate planning: https://legacygroupny.com/estate-planning/

CRN202909-12074388

10/13/2026

A concentrated stock position is not inherently a problem. In fact, some of the time it means something went right: a company performed well, equity compensation vested over time, or a business was sold.

The problem is what happens next.

Holding too much of any single position creates a specific kind of risk that diversification is designed to solve. But for high earners, the solution is rarely as simple as "just sell it."

Selling can trigger a significant capital gains tax event. Selling a large block at once can move the market. And for executives subject to trading windows or Rule 144 restrictions, selling may not always be an option when you want it to be.

There are strategies designed specifically for this: exchange funds, charitable structures, protective options strategies and staged diversification plans that can reduce exposure over time in a tax-aware way.

If a single position represents more than 20 percent of your net worth, it is worth a dedicated planning conversation.

Explore investment management: https://legacygroupny.com/investment-management/

CRN202909-12074388

10/08/2026

The last quarter of the year is when business owners may have more leverage over their tax picture. Here are the moves worth looking at before December 31:

📊 Maximize retirement plan contributions. SEP-IRAs, Solo 401(k)s and defined benefit plans all offer significant deduction potential. Some plans need to be established before year-end to qualify.

💰 Review compensation structure. If you have flexibility in how you take income, the mix of salary, distributions and bonuses can have meaningful tax implications.

📋 Accelerate deductible expenses. Equipment purchases, prepaid expenses and qualified business deductions can be pulled into this tax year if it makes sense.

👥 Fund an executive bonus plan. A Section 162 Executive Bonus Plan premium paid before year-end may be deductible in the current year.

📅 Revisit your entity structure. If your business has grown significantly, the structure you started with may no longer be the most efficient one.

The window to act may be shorter than it looks. These decisions take time to implement properly.

Explore business planning: https://legacygroupny.com/business-planning/

For informational purposes only. Consult your tax professional regarding your individual circumstances.

CRN202909-12074388

10/06/2026

A lot of New Yorkers think about relocating in retirement. Florida, the Carolinas, Texas. The draw is understandable: warmer weather, lower cost of living, no state income tax.

But moving changes more than your address. It changes your estate plan.

Your will, your trusts, your powers of attorney and your healthcare directives were all drafted under New York law. When you move, those documents may still be valid, but they may not be optimized for your new state.

Beyond that, domicile matters. Some states will continue to assert estate tax on former residents if ties to the prior state remain, including property ownership, club memberships, time spent in the state, and where your primary relationships are.

If you are thinking about relocating, the estate planning conversation should start well before the moving trucks arrive.

Review your estate plan: https://legacygroupny.com/estate-planning/

CRN202909-12074388

10/01/2026

Q4 is here. This can be a useful time to evaluate whether a Roth conversion may fit into your tax planning strategy

Here is why the timing matters:

1. You have visibility into your full-year income. By October, many people have a clear picture of what their taxable income will look like, making it easier to help assess the potential tax impact of various conversion amounts..

2. The conversion still settles before year-end. Any amount converted by December 31 counts for the current tax year.

3. Changes in market values may affect the economics of a Roth conversion. Converting when account values are lower means converting more shares for the same tax cost, and future growth happens tax-free inside the Roth.

4. You are paying taxes now at known rates. Tax rates can change. Converting while rates are known is a form of planning certainty.

A Roth conversion is not right for everyone, but for those in the right situation, a Roth conversion may be worth evaluating before year-end.

Schedule a planning conversation: https://tinyurl.com/call-legacy

𝘍𝘰𝘳 𝘪𝘯𝘧𝘰𝘳𝘮𝘢𝘵𝘪𝘰𝘯𝘢𝘭 𝘱𝘶𝘳𝘱𝘰𝘴𝘦𝘴 𝘰𝘯𝘭𝘺. 𝘊𝘰𝘯𝘴𝘶𝘭𝘵 𝘺𝘰𝘶𝘳 𝘵𝘢𝘹 𝘱𝘳𝘰𝘧𝘦𝘴𝘴𝘪𝘰𝘯𝘢𝘭 𝘳𝘦𝘨𝘢𝘳𝘥𝘪𝘯𝘨 𝘺𝘰𝘶𝘳 𝘪𝘯𝘥𝘪𝘷𝘪𝘥𝘶𝘢𝘭 𝘤𝘪𝘳𝘤𝘶𝘮𝘴𝘵𝘢𝘯𝘤𝘦𝘴.

CRN202909-12074388

09/15/2026

Myth: With a permanent federal estate tax exemption at its current level, strategic gifting is no longer necessary.

Reality: Ongoing gifting remains one of the most effective wealth transfer tools available, for reasons that have nothing to do with the federal threshold.

💸 Gifts remove future appreciation from the estate. All future growth happens outside the taxable estate.

📅 Annual gifts compound over time, creating substantial transfers without touching the lifetime exemption.

👨‍👩‍👧 Gifting supports family members when they need capital most.

🏙️ For New York residents, the state threshold is meaningfully lower than federal, and gifting remains a primary tool for managing that exposure.

The higher exemption gives you choices. Using it strategically means thinking beyond the exemption itself.

Explore estate planning: https://legacygroupny.com/estate-planning/

CRN202908-11866172

09/11/2026

Twenty-five years ago, our city and our country changed forever.

For those of us rooted in New York, September 11 is not a distant memory. It is personal. It is the neighbors we lost, the skyline we watched change, and the resilience we witnessed in the days, months, and years that followed.

Today we remember the nearly 3,000 lives lost. We honor the first responders who ran toward the danger without hesitation. And we hold close the families who have carried that loss every day since.

At The Legacy Group, we are grateful to serve the communities that stood together on that day and every day after.

We will never forget.

CRN202908-11866172

09/10/2026

Think about the two or three people in your business who are essential to what you have built. If any one of them left, the impact would be significant.

One question worth asking: Are you using your compensation structure to keep them?

A Section 162 Executive Bonus Plan lets business owners reward key employees with a life insurance policy they own, funded by a company-paid premium that may be deductible as a business expense. They build cash value over time, and you have created a meaningful retention incentive that a salary increase alone cannot provide.

For business owners thinking about retention and succession, this strategy is worth understanding.

Explore business planning: https://legacygroupny.com/business-planning/

CRN202908-11866172

09/08/2026

One quarter left in 2026. A few questions worth asking right now:

Are your retirement contributions on track to hit their annual maximum?

Have you considered a Roth conversion while you still have visibility into your full-year income?

Is your estate plan current, or has something changed this year that should trigger a review?

Have you made annual gifts to take advantage of the gift tax exclusion?

The families who end the year with clarity are usually the ones who planned before December. There is still time, but not much.

Schedule your Q4 review: https://tinyurl.com/call-legacy

CRN202908-11866172

09/07/2026

This Labor Day, we pause to recognize the work behind every legacy.

The long hours. The risks taken. The discipline applied year after year. Whether you built a business, a career, or a family, that effort is the foundation everything else stands on.

From all of us at The Legacy Group, enjoy the day. You have earned it.

CRN202908-11866172

Address

1393 Veterans Memorial Highway, Suite 307S
Hauppauge, NY
11788

Opening Hours

9am - 5pm

Telephone

+15166823383

Website

https://legacygroupny.com/

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