Jonathan On Money

Join Jonathan I. Shenkman, President and Chief Investment Officer of ParkBridge Wealth Management, this week as he discusses a variety of timely investing and financial planning topics, including:       ***My FIRST book: D is for Diversification: The ABCs of Personal Finance available on Amazon or at www.JonathanOnMoney.com***  1.   Talking points: Ways to Overcome the Risks of Retiring Into a Down Stock Market2.   This week’s quote is from Tim Ferriss on losing site on what money is really for.3.   You seem pretty negative on both crypto and private equity. What do you think is worse?4.   I am 65 and have $250k in my 401(k). An advisor suggested putting it all into an annuity, promising a 10% return. Now what?5.   If growth stocks and private equity have the highest returns, why not invest exclusively in that area of the market?6.   What are your 2026 mid-year market predictions?7.   Would you take ~1mil/yr to exclusively be the financial advisor for a client I work with who has ~$400mil?8.   Timely & Actionable Idea: read the book “The Money Kings: The Epic Story of the Jewish Immigrants Who Transformed Wall Street and Shaped Modern America” by Daniel Schulman? ***UPCOMING LIVE WINTER WEBINAR: On THURSDAY, APRIL 16th @ 8:30am  featuring Av Sinensky of Falcon Rappaport & Berkman LLP based in Long Island, who will speaking about “When the Family Is the Business: Why You Need a Real Partnership Agreement.” This program will be for ***CLE/CPE credit available for accountants and attorneys-based NY/NJ***. SIGN UP HERE: https://us02web.zoom.us/webinar/register/WN_g4w73ULbQWaJIPpFq4vdMg***  Stay connected:1) Questions? Comments? Reach out to Jonathan@ParkBridgeWealth.com2) Signup for my monthly NEWSLETTER here: https://www.ParkBridgeWealth.com/newsletter 3) Get notified of upcoming LIVE webinars: https://www.parkbridgewealth.com/webinars  4) WATCH my daily financial planning videos @JonathanOnMoney: Instagram | X | YouTube | LinkedIn

***My FIRST Book: D is for Diversification: The ABCs of Personal Finance available on Amazon or at www.JonathanOnMoney.com***Join Jonathan I. Shenkman, President & CIO of ParkBridge Wealth Management, as he goes “IN FOCUS” to explore more advanced wealth planning topics.     Today, we are joined by Kevin Matz of ArentFox Schiff LLP based in New York City who will be discussing “Highlights of the 2026 Heckerling Institute on Estate Planning.” By way of background, in this episode Kevin Matz will summarize many of the highlights of the 2026 Heckerling Institute on Estate Planning. For those who don’t know the Heckerling conference focuses on the latest developments in estate planning, tax planning, asset protection, and trust administration. It is essentially the Super Bowl for estate planning professionals where thousands of attendees gather to discuss the latest strategies and trends in the industry. So, for those who want to be up to date with all the most recent planning ideas, be sure to listen to this entire episode. ***UPCOMING LIVE SPRING WEBINAR: My next webinar is on Thursday, April 16th featuring Av Sinensky, Esq., Partner, Falcon Rappaport & Berkman LLP BASED IN Long Island, NY. Av will be discussing “When the Family Is the Business: Why You Need a Real Partnership Agreement.” You can register by clicking on the link in the show notes. You can register here: https://us02web.zoom.us/webinar/register/WN_g4w73ULbQWaJIPpFq4vdMg  Stay connected:1) Questions? Comments? Media Inquiries? Reach out to Jonathan@ParkBridgeWealth.com2) Signup for my monthly NEWSLETTER here: https://www.ParkBridgeWealth.com/newsletter3) Get notified of upcoming LIVE webinars: https://www.parkbridgewealth.com/webinars 4) Click to follow/connect: Instagram | X | YouTube | LinkedIn | Blog

Join Jonathan I. Shenkman, President and Chief Investment Officer of ParkBridge Wealth Management, this week as he discusses a variety of timely investing and financial planning topics, including:      ***My FIRST book: D is for Diversification: The ABCs of Personal Finance available on Amazon or at www.JonathanOnMoney.com***  1.   Talking points: Is My Yeshiva’s Retirement Plan Up to Standard?2.   This week’s quote is from Rabbi Lord Jonathan Sacks on opportunity vs. temptation.3.   I have a pension at work and can take it as an annuity or a lump sum. What makes more sense?4.   I have a 401(k) with company matching, but I have no idea what I’m invested in. Is that really bad?5.   If the Fed lowers rates by a quarter point, how should investors reposition their portfolios today?6.   My 401(k) has around 50 investment options. I worked with my advisor, but in general is having so many choices good or bad for investors?7.   What’s the best purchase you’ve made recently for $100 or less, and why?8.   What’s the most overrated concept in personal finance?9.   I want to invest with a real estate company, but they don’t issue a land acknowledgment. How can I persuade them to add one?10. My wealthy uncle is debating buying a private jet versus fractional ownership. As his consigliere, what guidance should I give him?11. Is there any way to avoid paying tax on an inherited IRA?12. Timely & Actionable Idea: Getting laid off before you are ready to retire. ***UPCOMING LIVE WINTER WEBINAR: On TUESDAY, March 24th @ 8:30am featuring Jonathan I. Shenkman, President & CIO of ParkBridge Wealth Management, where I will discuss “Retirement 2.0: Modern Planning Strategies for 2026.”  SIGN UP HERE: https://us02web.zoom.us/webinar/register/WN_T9IKYH8mS_exLVzyuANZDQ*** Stay connected:1) Questions? Comments? Reach out to Jonathan@ParkBridgeWealth.com2) Signup for my monthly NEWSLETTER here: https://www.ParkBridgeWealth.com/newsletter 3) Get notified of upcoming LIVE webinars: https://www.parkbridgewealth.com/webinars  4) WATCH my daily financial planning videos @JonathanOnMoney: Instagram | X | YouTube | LinkedIn

***My FIRST Book: D is for Diversification: The ABCs of Personal Finance available on Amazon or at www.JonathanOnMoney.com*** Join Jonathan I. Shenkman, President & CIO of ParkBridge Wealth Management, as he goes “IN FOCUS” to explore more advanced wealth planning topics.     Today, we are joined by Evan Unzelman of CRT Experts, LLC. based in Leesburg, Virginia who will be discussing “How to Shift CRT Benefits to Children Under Today’s Tax Rules”. By way of background, this episode will discuss how clients with existing Charitable Remainder Trusts (or CRTs) can shift their trust’s economic benefit to children – either by selling their CRT income interest for cash, allowing immediate gifting and flexibility, or by tax-efficiently transferring the interest to a new CRT designed to create a structured income stream for heirs (a “CRT rollover”). We’ll cover when each approach is appropriate, along with valuation, tax treatment, and real-world case studies. ***UPCOMING LIVE WINTER WEBINAR: My next webinar is on Thursday, March 12th featuring Kevin Matz a Partner at ArentFox Schiff LLP based in New York City. Kevin will be discussing “Highlights of the 2026 Heckerling Institute on Estate Planning.”You can register here: https://us02web.zoom.us/webinar/register/WN_Qe6a6x5EQ2KGO9tIopWRkg  Stay connected:1) Questions? Comments? Media Inquiries? Reach out to Jonathan@ParkBridgeWealth.com2) Signup for my monthly NEWSLETTER here: https://www.ParkBridgeWealth.com/newsletter3) Get notified of upcoming LIVE webinars: https://www.parkbridgewealth.com/webinars 4) Click to follow/connect: Instagram | X | YouTube | LinkedIn | Blog

Join Jonathan I. Shenkman, President and Chief Investment Officer of ParkBridge Wealth Management, this week as he discusses a variety of timely investing and financial planning topics, including:      ***My FIRST book: D is for Diversification: The ABCs of Personal Finance available on Amazon or at www.JonathanOnMoney.com***  1.   Talking points: 5 Hidden Investing Lessons From The Megillah 2.   This week’s quote is from Isaac Newton where he discusses calculating mans madness. 3.   I’m 67 with $200k saved, no debt, and strong income. My advisor says to save 50% of my net income for seven years to retire comfortably. Given my age and health uncertainties, should I prioritize saving or enjoying my money now? 4.   A movie outing for my family recently cost $200. With prices so high, is this still a worthwhile use of money? 5.   My assets are in an irrevocable trust, and the tax rates are steep. Are there strategies to reduce the trust’s tax burden? 6.   Do you ever decline potential clients with eight‑figure or larger portfolios? 7.   What’s the best way to determine whether to pay off a large low‑interest debt—like a mortgage or student loan—after receiving a windfall? Beyond obvious extremes, is there a formula for deciding when paying it off makes sense? 8.   Timely & Actionable Idea: Simplify your financial life ***UPCOMING LIVE WINTER WEBINAR: On THURSDAY, March 12th @ 8:30am featuring Kevin Matz who is a Partner at ArentFox Schiff LLP based in New York City. Kevin will be discussing “Highlights of the 2026 Heckerling Institute on Estate Planning.” SIGN UP HERE: https://us02web.zoom.us/webinar/register/WN_Qe6a6x5EQ2KGO9tIopWRkg*** Stay connected:1) Questions? Comments? Reach out to Jonathan@ParkBridgeWealth.com2) Signup for my monthly NEWSLETTER here: https://www.ParkBridgeWealth.com/newsletter 3) Get notified of upcoming LIVE webinars: https://www.parkbridgewealth.com/webinars  4) WATCH my daily financial planning videos @JonathanOnMoney: Instagram | X | YouTube | LinkedIn

Join Jonathan I. Shenkman, President and Chief Investment Officer of ParkBridge Wealth Management, this week as he discusses a variety of timely investing and financial planning topics, including:      ***My FIRST book: D is for Diversification: The ABCs of Personal Finance available on Amazon or at www.JonathanOnMoney.com*** 1.   Talking points: Retirement and Falling Rates: Should I Be Concerned? 2.   Our quote this week is from Charley Ellis on investing as a form of entertainment 3.   I just retired with four million dollars but spend about four hundred thousand a year. What investment approach can support my lifestyle for the next thirty years? 4.   After the strong run in international stocks, especially relative to the United States, is it too late to add them to my portfolio if I currently have no international exposure? 5.   What are your thoughts on using a Wyoming holding LLC and moving brokerage assets into a business account for asset protection? 6.   I work in the investment industry and have access to fee‑free private equity deals through GP co‑investments. Should I allocate a portion of my portfolio to them? 7.   I disagree with the assumption that a home only returns the rate of inflation. I believe the return is much higher. How do you justify such a low estimate? 8.   My company was acquired, and I now have one and a half million dollars in my old 401(k). Should I roll it into the new company plan or move it to an IRA? 9.   What financial advice would you give Travis Kelce and Taylor Swift following their engagement? 10.        My plan offers private equity and private credit options inside the 401(k). Since these are typically riskier and less transparent, is it worthwhile to include them in my retirement strategy? 11.        My advisor uses closed‑end funds for the bond portion of my portfolio. How do these differ from traditional mutual funds, and does this approach make sense? 12.        Timely & Actionable Idea: ETFs vs index funds. ***UPCOMING LIVE WINTER WEBINAR: On THURSDAY, February 26th @ 8:30am featuring Evan Unzelman, CEO, CRT Experts, LLC based in Leesburg, Virginia. Evan will be discussing “How to Shift CRT Benefits to Children Under Today’s Tax Rules.” SIGN UP HERE: https://us02web.zoom.us/webinar/register/WN_igkNCHUKSFCBvsZsNWkmZA*** Stay connected:1) Questions? Comments? Reach out to Jonathan@ParkBridgeWealth.com2) Signup for my monthly NEWSLETTER here: https://www.ParkBridgeWealth.com/newsletter 3) Get notified of upcoming LIVE webinars: https://www.parkbridgewealth.com/webinars  4) WATCH my daily financial planning videos @JonathanOnMoney: Instagram | X | YouTube | LinkedIn

***My FIRST Book: D is for Diversification: The ABCs of Personal Finance available on Amazon or at www.JonathanOnMoney.com*** Join Jonathan I. Shenkman, President & CIO of ParkBridge Wealth Management, as he goes “IN FOCUS” to explore more advanced wealth planning topics.     This week, we go IN FOCUS where we explore more advanced wealth planning topics. Today, we are joined by Lawrence I. Garbuz of Lewis and Garbuz, P.C. based in New York and Boaz Feinberg of Arnon, Tadmor-Levy based in Tel Aviv, who will be discussing “Escape from New York: Tax & Estate Planning Considerations For Moving To Florida Or Israel.” By way of background, in light of shifting political and economic dynamics following the Mamdani mayoral victory in New York, many families are reassessing where to build their future. This webinar explores the tax and estate planning implications of relocating to Florida or Israel, highlighting differences in income tax, estate tax, and cross‑border planning. We’ll discuss strategies to preserve wealth, optimize charitable giving, and ensure compliance across jurisdictions. Whether you’re considering a move for lifestyle, financial, or legacy reasons, this session provides practical insights to guide your decision. ***UPCOMING LIVE WINTER WEBINAR: My next webinar is on Thursday, February 26th featuring Evan Unzelman who is the CEO of CRT Experts, LLC based in Leesburg, Virginia. Evan will be speaking about “How to Shift CRT Benefits to Children Under Today’s Tax Rules.”You can register here: https://us02web.zoom.us/webinar/register/WN_igkNCHUKSFCBvsZsNWkmZA  Stay connected:1) Questions? Comments? Media Inquiries? Reach out to Jonathan@ParkBridgeWealth.com2) Signup for my monthly NEWSLETTER here: https://www.ParkBridgeWealth.com/newsletter3) Get notified of upcoming LIVE webinars: https://www.parkbridgewealth.com/webinars 4) Click to follow/connect: Instagram | X | YouTube | LinkedIn | Blog

Join Jonathan I. Shenkman, President and Chief Investment Officer of ParkBridge Wealth Management, this week as he discusses a variety of timely investing and financial planning topics, including:      ***My FIRST book: D is for Diversification: The ABCs of Personal Finance available on Amazon or at www.JonathanOnMoney.com! 1.   Talking points: How Much To Spend On A Chassan Watch 2.   Our quote this week is from Thomas Sowell On Tradeoffs 3.   I was just fired. Should I exercise and sell my stock options or hold them? 4.   I’m in expensive litigation and my attorney mentioned financing options. Should I finance it, switch to a cheaper lawyer, or stick with him? 5.   Is Baha Mar worth the high cost over winter break? I’m considering booking now for next year. 6.   My retired parents are focused on high-dividend stocks. Are there risks to a high-yield strategy they may be overlooking? 7.   I found a 12% yielding ETF that uses an options overlay strategy. What are the potential downsides? 8.   I use two advisors. One charges more and has slightly lower performance. Should we consolidate with the cheaper, better-performing advisor? 9.   There’s an all-you-can-eat buffet near me. I pack a tin, resell plates to yeshiva guys for $15, and make spending money. My rav says it may be muttar halachically. Is this a sound business model? 10.                 How much money is enough?  11.                 Europeans seem less stressed about healthcare and education. Should the U.S. nationalize more essential services? 12.                 Timely & Actionable Idea: How To Handle Inherited IRAs? ***UPCOMING LIVE WINTER WEBINAR: On THURSDAY, February 12th @ 8:30am featuring Lawrence I. Garbuz of Lewis and Garbuz, P.C. based in New York and Boaz Feinberg of Arnon, Tadmor-Levy based in Tel Aviv. Lawrence and Boaz will be discussing “Escape from New York: Tax & Estate Planning Considerations For Moving To Florida Or Israel.” SIGN UP HERE: https://us02web.zoom.us/webinar/register/WN_1brOdaa7QLyxTHnJsV-wGA*** Stay connected:1) Questions? Comments? Reach out to Jonathan@ParkBridgeWealth.com2) Signup for my monthly NEWSLETTER here: https://www.ParkBridgeWealth.com/newsletter 3) Get notified of upcoming LIVE webinars: https://www.parkbridgewealth.com/webinars  4) WATCH my daily financial planning videos @JonathanOnMoney: Instagram | X | YouTube | LinkedIn

***My FIRST Book: D is for Diversification: The ABCs of Personal Finance available on Amazon or at www.JonathanOnMoney.com***Join Jonathan I. Shenkman, President & CIO of ParkBridge Wealth Management, as he goes “IN FOCUS” to explore more advanced wealth planning topics.     Today, we are joined by Elizabeth Forspan from Forspan Klear LLP based in Great Neck, NY. Elizabeth will be discussing “Overcoming Estate and Elder Care Planning Hurdles.” By way of background, this program will cover common estate and elder care planning hurdles that clients face and how attorneys, CPAs and financial advisors can help overcome them. She will also present an in-depth update on the recent Medicaid planning changes, as well as some trends in the estate and elder care planning arena. ***UPCOMING LIVE WINTER WEBINAR: My next webinar continues on Thursday, February 12th featuring Lawrence Garbuz, Esq. of Lewis and Garbuz AND Boaz Feinberg of Arnon, Tadmor-Levy, who will be speaking on the topic “Escape from New York: Tax & Estate Planning Considerations For Moving To Florida Or Israel.” The program will also offer CLE & CPE credit for those who are interested. You can register here: https://us02web.zoom.us/webinar/register/WN_1brOdaa7QLyxTHnJsV-wGA  Stay connected:1) Questions? Comments? Media Inquiries? Reach out to Jonathan@ParkBridgeWealth.com2) Signup for my monthly NEWSLETTER here: https://www.ParkBridgeWealth.com/newsletter3) Get notified of upcoming LIVE webinars: https://www.parkbridgewealth.com/webinars 4) Click to follow/connect: Instagram | X | YouTube | LinkedIn | Blog