Neil Himmelstein Presents: The Main Street Code for Financial Success

Welcome to The Main Street Code for Financial Success!

In this episode, Neil Himmelstein brings a Wall Street strategy down to Main Street by breaking down charitable remainder trusts (CRTs) and how they can help turn a highly appreciated asset—like a Long Island farm, stock portfolio, or business—into tax-favored lifetime income while reducing the immediate hit from capital gains taxes. Neil explains how a CRT works, why the charity can sell the asset in a tax-advantaged way, and how you may also receive a charitable deduction, with the charity receiving the remainder later on. He also covers how this strategy can be paired with a wealth replacement plan using life insurance to help protect your legacy, and how CRT planning may complement IRA distribution strategies under SECURE Act 2.0.

Join us every Friday at 3 PM EST on 103.9 L.I. News Radio to catch "The Main Street Code for Financial Success," hosted by Neil Himmelstein of Main Street Planning Group.

Catch episodes on YouTube, Spotify & Apple Podcasts.

Visit ⁠www.themainstreetcode.com⁠ for more information.

Welcome to The Main Street Code for Financial Success!

This week on The Main Street Code for Financial Success, Neil Himmelstein explains why life insurance ownership and beneficiaries can make or break your plan. He breaks down the Connelly estate tax decision and how life insurance in a buy-sell agreement can increase a business’s taxable value—then shares how to restructure policies to avoid surprises. Neil also covers policy churning, trust vs. LLC ownership mistakes, and why you should review coverage as laws and life events change.

Join us every Friday at 3 PM EST on 103.9 L.I. News Radio to catch "The Main Street Code for Financial Success," hosted by Neil Himmelstein of Main Street Planning Group.

Catch episodes on YouTube, Spotify & Apple Podcasts.

Visit ⁠www.themainstreetcode.com⁠ for more information.

Let’s get into it—this is The Senior Show!

On this episode of The Senior Show, co-hosts Neil Himmelstein (Main Street Planning Group) and Tim Kennedy (Certified Reverse Mortgage Professional) welcome elder law and estate planning attorney Ronald Fatoullah (Chair of the Elder Law Practice Group at Meltzer, Lippe) to explain why retirement and estate plans must be updated after major life events—especially the death of a spouse. Using a “worst-case” scenario where a widower never changes beneficiary designations, they break down what happens to a home and 401(k) when documents aren’t coordinated (will vs. trust vs. beneficiaries), how court processes can delay families for 7 months to a year, and why homes are often hard to “divide” among multiple children without conflict. They also discuss inherited retirement account complications under the 10-year distribution rule, the tax impact on heirs, and practical strategies to reduce stress on the family, protect benefits planning, and create a clearer legacy plan through proactive reviews, distribution planning, and coordinated legal/financial guidance.

Join us every Friday at 5 PM EST on 103.9 L.I. News Radio to catch "The Senior Show," hosted by Neil Himmelstein and Tim Kennedy.

Catch episodes on YouTube, Spotify & Apple Podcasts.

For questions or planning help:

Neil Himmelstein - ⁠⁠https://www.mainstreetplanninggroup.com/⁠⁠

Tim Kennedy - ⁠⁠http://www.timtalksreverse.com/

Let’s get into it—this is The Senior Show!

Neil is joined by Medicare expert Bob Falkowitz of Senior Care Consultants to break down the Medicare “puzzle”—including what Parts A, B, C, and D mean, the biggest prescription drug changes impacting costs, and the real-world differences between Medicare Advantage vs. Medicare Supplement (Medigap). They also cover what Medicare doesn’t cover—like most dental/vision and long-term custodial care—and why planning for the “what if” matters.

Join us every Friday at 5 PM EST on 103.9 L.I. News Radio to catch "The Senior Show," hosted by Neil Himmelstein and Tim Kennedy.

Catch episodes on YouTube, Spotify & Apple Podcasts.

For questions or planning help:

Neil Himmelstein - ⁠https://www.mainstreetplanninggroup.com/⁠

Tim Kennedy - ⁠http://www.timtalksreverse.com/

Let’s get into it—this is The Senior Show!

In the inaugural edition of The Senior Show, co-hosts Neil Himmelstein (Main Street Planning Group) and Tim Kennedy (Movement Mortgage) launch a new program dedicated to helping seniors and their families navigate retirement-era change with more confidence and clarity. The conversation starts with the foundation: your #1 asset is YOU—your earning power and your health (“health and wealth”)—followed by the next major assets many retirees rely on, including home equity and retirement accounts.

Neil and Tim explain why retirement planning is no longer just about accumulation—it’s about cash flow, liquidity, and coordinating decisions across Social Security, Medicare, taxes, and distribution strategy. They also highlight the importance of treating your plan like a toolbox (not a one-product solution), bringing in the right experts—like elder law attorneys and advisors—when life changes quickly.

Later in the episode, Neil breaks down life insurance as an often-overlooked asset class, why older policies need ongoing review as interest rates and carrier guidelines change, and how life settlements may offer value instead of letting a policy lapse for $0. The show closes with real-life examples that underscore why proactive planning matters—especially when long-term care costs escalate fast, Medicare rehab coverage runs out, and families get pulled into the “sandwich generation” crunch.

Join us every Friday at 5 PM EST on 103.9 L.I. News Radio to catch "The Senior Show," hosted by Neil Himmelstein and Tim Kennedy.

Catch episodes on YouTube, Spotify & Apple Podcasts.

For questions or planning help:

Neil Himmelstein - https://www.mainstreetplanninggroup.com/

Tim Kennedy - http://www.timtalksreverse.com/

Welcome to The Main Street Code for Financial Success!

This week on The Main Street Code for Financial Success, Neil Himmelstein welcomes guest Bob Falkowitz of Senior Care Consultants to break down what really happens when you turn 65. They cover when to enroll, how the 20-employee rule affects whether Medicare or your employer plan is primary, and what late enrollment penalties can look like. Bob also explains the Medicare “alphabet” (Parts A, B, C and D), how Part B premiums and IRMAA are tied to income with a two-year lookback, and why many people choose either a supplement or a Medicare Advantage plan to limit out-of-pocket costs.

Join us every Friday at 3 PM EST on 103.9 L.I. News Radio to catch "The Main Street Code for Financial Success," hosted by Neil Himmelstein of Main Street Planning Group.

Catch episodes on YouTube, Spotify & Apple Podcasts.

Visit ⁠www.themainstreetcode.com⁠ for more information.

Welcome to The Main Street Code for Financial Success!

This week on The Main Street Code for Financial Success, Neil Himmelstein breaks down the pros and cons of group insurance versus individual coverage—including life and disability insurance—and why ownership and portability matter more than you think. Neil also introduces an often-overlooked option for business owners: business overhead expense disability coverage. Later in the show, Neil welcomes guest Tim Kennedy from Movement Mortgage to announce their new joint venture, The Senior Show, focused on navigating financial life after retirement. Tune in for insights, real-life examples, and next steps you can take today.

Join us every Friday at 3 PM EST on 103.9 L.I. News Radio to catch "The Main Street Code for Financial Success," hosted by Neil Himmelstein of Main Street Planning Group.

Catch episodes on YouTube, Spotify & Apple Podcasts.

Visit ⁠www.themainstreetcode.com⁠ for more information.

Welcome to The Main Street Code for Financial Success!

In this episode of The Main Street Code for Financial Success, Neil Himmelstein shares real-life stories that highlight the financial and emotional toll of long-term care. From rehab stays that cost $600 a day to the long Medicaid approval process, Neil outlines the dangers of waiting too long to plan. He explains how long-term care insurance, legal planning, and hybrid insurance solutions can help protect your income and your loved ones from overwhelming stress and expenses. Don’t leave your future to chance—prepare now so your family doesn’t carry the burden later.

Join us every Friday at 3 PM EST on 103.9 L.I. News Radio to catch "The Main Street Code for Financial Success," hosted by Neil Himmelstein of Main Street Planning Group.

Catch episodes on YouTube, Spotify & Apple Podcasts.

Visit ⁠www.themainstreetcode.com⁠ for more information.

Welcome to The Main Street Code for Financial Success!

In this episode of The Main Street Code for Financial Success, Neil Himmelstein shares the story of a 90-year-old client whose $2 million survivorship life insurance policy was on the verge of collapse. What started as a simple billing question turned into a deep dive into policy performance, rising insurance costs, and life settlements. Neil explains how the policyholder could have lost everything—and how smart planning, strategic negotiations, and tax knowledge turned a $350,000 offer into a $500,000 tax-free payout. Learn what you need to know about managing old life insurance policies before it’s too late.

Join us every Friday at 3 PM EST on 103.9 L.I. News Radio to catch "The Main Street Code for Financial Success," hosted by Neil Himmelstein of Main Street Planning Group.

Catch episodes on YouTube, Spotify & Apple Podcasts.

Visit ⁠www.themainstreetcode.com⁠ for more information.

Welcome to The Main Street Code for Financial Success!

This week on The Main Street Code for Financial Success, Neil welcomes guest Doug Miller—Commissioner of the Blue Point Fire District and Vice President of the Benevolent Association for Nassau and Suffolk counties. Doug shares eye-opening insights into how New York’s antiquated distribution system for the 2% fire tax shortchanges volunteer fire departments across the state. Together, Neil and Doug discuss how this impacts critical support programs like LOSAP and the Benevolent Association, and what needs to change. Tune in for a revealing look at how volunteer firefighters are being underserved—and what can be done about it.

Join us every Friday at 3 PM EST on 103.9 L.I. News Radio to catch "The Main Street Code for Financial Success," hosted by Neil Himmelstein of Main Street Planning Group.

Catch episodes on YouTube, Spotify & Apple Podcasts.

Visit ⁠www.themainstreetcode.com⁠ for more information.