
Let’s get into it—this is The Senior Show!In this episode of The Senior Show, Neil Himmelstein and Tim Kennedy welcome elder law and estate planning attorney Arthur Conte of Hyl Conte Law to discuss protecting the family home, planning for Medicaid, and preparing for long-term care costs. Arthur explains the difference between revocable trusts, which mainly help avoid probate, and Medicaid asset protection trusts, which are irrevocable and can help shield assets from long-term care spend-down rules when structured properly. The conversation also covers the five-year Medicaid lookback period, the ability to start with a revocable trust and later restate it as irrevocable, and why working with an experienced attorney matters when trusts, mortgages, reverse mortgages, and family control are involved. Neil, Tim, and Arthur also discuss the rising cost of nursing home care, limitations of relying only on Medicaid, long-term care insurance riders, and why trusts, insurance, savings, reverse mortgages, and professional guidance should work together as part of a broader senior planning strategy. Join us every Monday 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/
Sep 1
21 min

Welcome to The Main Street Code for Financial Success!In this episode of the Main Street Code for Financial Success, Neil Himmelstein is joined by Arthur Conte of Hyl Conte Law, PLLC to discuss estate planning, elder law, and the importance of working with the right professionals. Neil and Arthur cover why estate plans should be reviewed regularly, how changes in family circumstances and state laws can affect your plan, common mistakes with wills, trusts, beneficiaries, and life insurance, and why AI should be used as a tool—not a replacement for professional guidance. They also share real-world examples of how poor planning can create costly complications and why coordinated advice from attorneys, accountants, and financial professionals matters.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.
Aug 31
21 min

Let’s get into it—this is The Senior Show!In this episode of The Senior Show, Neil Himmelstein and Tim Kennedy discuss how rising national debt, Treasury yields, mortgage rates, inflation, and market volatility can affect retirement planning. They focus on how a reverse mortgage line of credit can serve as a tax-free “buffer asset,” especially because its available credit can grow over time and may help retirees avoid selling investments during a down market or withdrawing taxable retirement funds. Neil and Tim also compare qualified money, such as IRAs and 401(k)s, with non-qualified assets like life insurance cash value, bank savings, and reverse mortgage proceeds, explaining how different buckets can affect taxes, IRMAA, long-term care funding, and legacy planning. The episode emphasizes using a team of professionals and keeping home equity in the retirement conversation rather than planning in a vacuum. Join us every Monday 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/
Aug 25
21 min

Welcome to The Main Street Code for Financial Success!In this episode, Neil Himmelstein breaks down how algorithms and AI are shaping insurance underwriting and investment decisions—and why automated assumptions can create problems. He explains how rising U.S. Treasury yields, growing federal debt, and market volatility may push investors toward fixed income, while highlighting the importance of protecting retirement assets as you get older. Neil also discusses fixed annuities and fixed index annuities as options for safety, tax-deferred growth, and protection from market losses.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.
Aug 24
20 min

Let’s get into it—this is The Senior Show!In this episode of The Senior Show, Neil Himmelstein and Tim Kennedy discuss how reverse mortgages, life insurance, trusts, and tax planning can work together as part of a larger retirement and legacy strategy. They cover homeowners who are “right-sizing,” managing capital gains concerns, using home equity instead of selling property, and structuring life insurance to help equalize inheritances among children. Tim shares examples involving high-value homes, proprietary reverse mortgages, reverse-for-purchase strategies, and using home equity to preserve lifestyle while planning for legacy goals. The episode also touches on gray divorce, splitting home equity later in life, the tax impact of inherited retirement accounts, changing laws, Medicaid and long-term care uncertainty, and why retirement plans should be reviewed regularly as life, markets, taxes, and family dynamics change. Join us every Monday 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/
Aug 19
21 min

Welcome to The Main Street Code for Financial Success!In this episode, Neil Himmelstein discusses the financial planning that should happen before, during, and after a divorce. He covers organizing assets, reviewing beneficiary designations, choosing your own financial professionals, protecting support obligations with life insurance, and planning for long-term care and blended families. Neil also explains why business owners need to prepare for a “business divorce” with a clear business will or buy-sell agreement, life and disability insurance, and a plan for what happens if a partner dies, becomes disabled, or wants out.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.
Aug 18
20 min

Let’s get into it—this is The Senior Show!In this episode of The Senior Show, Neil Himmelstein and Tim Kennedy discuss the growing threat of fraud, scams, and AI-driven deception targeting seniors and families. They explain how scammers use fake voices, urgent phone calls, gift card schemes, wire fraud, romance scams, stolen passwords, checks, Venmo/Zelle transfers, and even manipulated recordings to get access to people’s money. Neil and Tim also cover practical protections, including stronger passwords, verifying requests before sending money, using a 24-hour “cooling off” rule, keeping spouses and family members informed, knowing where important documents are stored, questioning medical bills and invoices, and creating financial guardrails through trusts, insurance policies, updated beneficiaries, and professional planning. Join us every Monday 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/
Aug 11
21 min

Welcome to The Main Street Code for Financial Success!In this episode of The Main Street Code for Financial Success, Neil Himmelstein discusses two major planning concerns: the decline of customer service in an AI-driven world and the importance of proper estate planning for blended families. He warns that while AI and automation can be useful, overreliance on technology can create frustration, fraud risks, and poor service when people need real human help with insurance, legal, financial, or estate matters. Neil then shifts to blended family inheritance planning, explaining why simple wills, outdated beneficiary designations, joint ownership, and lack of trusts can create conflict between spouses, children, stepchildren, and ex-spouses. The episode emphasizes reviewing plans regularly, using the right wills, trusts, life insurance, and beneficiary designations, and creating clarity so assets go where intended while protecting family relationships. 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.
Aug 10
20 min

Let’s get into it—this is The Senior Show!In this episode of The Senior Show, Neil Himmelstein and Tim Kennedy continue their discussion on financial planning through different life stages, focusing on how younger adults, parents, and retirees all need flexible strategies as housing, health, income, and family dynamics change. Neil shares an example of parents looking into long-term care planning for their 37-year-old child, leading into a broader conversation about whole life insurance with long-term care riders, cash value, disability protection, and the importance of using multiple carriers and tools because every family’s situation is different. The episode also covers longevity risk, working longer, Medicare’s IRMAA surcharge, tax diversification, life insurance as a tax-free income source, and reverse mortgage lines of credit as a buffer asset that can help retirees access home equity without triggering taxable income. Join us every Monday 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/
Aug 4
21 min

Welcome to The Main Street Code for Financial Success!In this episode, Neil Himmelstein discusses why financial and long-term care planning should look different at every stage of life. Using the example of a family planning for a 37-year-old, Neil explains how starting early can create more flexibility for retirement income, long-term care, and future protection. He also breaks down whole life insurance, indexed life insurance, fixed indexed annuities, inflation, interest rates, and market volatility. The message is simple: do not be scared—be prepared with a plan built around your age, health, and financial goals.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.
Aug 3
20 min
Load more
