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: 1.   Talking points: Elul and Your Portfolio: What the Month of Reflection Teaches Us About Money 2.   This week’s quote is from Benjamin Franklin about financial leaks. 3.   What is the term premium in the bond market? 4.   What is a 351‑exchange ETF and how does it work? 5.   At what level of wealth does a family office become appropriate? 6.   My broker earns me about 11% annually, but the ongoing taxes are painful. Would triple tax‑free municipal bonds be a better option? 7.   As teachers with modest incomes and six children, how can we save for weddings and support our kids after marriage without neglecting our own retirement? 8.   Why do so many personal finance podcasters promote hourly‑fee financial advisors when almost no advisors actually charge that way? 9.   What is a K‑shaped economy and how does it affect me? 10. I lost a lot of money in the latest Bitcoin drop. What should I do now? 11.  Why do investment firms send 1099s in mid‑February instead of early January?12. Timely & Actionable Idea: Avoiding big tax bills from mutual funds that LOST money. ***Upcoming Live FALL Webinar: Get notified of upcoming LIVE webinars by signing up for my webinar distribution list here: https://www.parkbridgewealth.com/webinars***  ***My FIRST book: D is for Diversification: The ABCs of Personal Finance available on Amazon or at www.JonathanOnMoney.com***  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: 1. Talking points: What Jewish Tradition Teaches About Leaving a Lasting Legacy 2. This week’s quote is from Harvey Firestone on big houses. 3. I planned to spend a few years learning in Israel and then a year in kollel, with financial support from my father and father in law. They both backed out. What should I do now. 4. A money manager from my shul is soliciting me, claiming his returns far exceed those of my current advisor and pressuring me to switch. How should I evaluate this. 5. A prospective advisor suggested keeping my home purchase funds invested and borrowing against the portfolio instead. Is that a smart strategy. 6. My son skipped college, spent time in Israel, and now sells appliances. He earned six figures last year and bought a car with cash. He could get into college but has no interest. Should we push him toward a degree or support his current path. 7. I am financially successful. What key financial planning and investment considerations should someone with significant wealth prioritize. 8. My colleagues mentioned NUA in relation to company stock in a 401(k). What is NUA and when does it make sense. 9. My adult son is unmotivated, disengaged, and has no career direction. I want him off my payroll and am considering suggesting a job at the DMV. What other roles fit someone with his temperament. 10. I am a newer financial advisor, and many friends with salaried jobs are condescending when I market my business. They do not understand what it takes to build a practice, and it is discouraging. How do I handle this dynamic. 11. I am looking for an affordable home in a New York area suburb that feels friendly, inclusive, and somewhat out of town. How can I identify communities like that. 12. Timely & Actionable Idea: tax traps to avoid, in particular missing out on your cheapest tax years to do Roth IRA conversions. ***Upcoming Live FALL Webinar: Get notified of upcoming LIVE webinars by signing up for my webinar distribution list here: https://www.parkbridgewealth.com/webinars***  ***My FIRST book: D is for Diversification: The ABCs of Personal Finance available on Amazon or at www.JonathanOnMoney.com***  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:  1. Talking points: Can AI Really Answer All Your Financial Questions?2. This week’s quote is from Richard Nixon on purpose.3. I earn significant income on OnlyFans. How should I manage my finances as an independent contractor?4. My Yeshiva offers a retirement plan, but there’s no guidance on choosing investments and the provider mainly pushes its own funds. Is this normal, and how should I evaluate fees and conflicts of interest?5. Does plastic surgery provide a good return on investment?6. I’ve been saving monthly into a NY 529 plan and planned to use that money for future weddings and college expenses. Is this a sound strategy?7. A blogger I follow says most people should fire their financial advisor and manage their own money. Is that good advice?8. Is investing in Airbnb properties a smart move? My colleague owns several and seems to be doing well.9. How do 529 and UTMA accounts affect college financial aid eligibility, and how much should that factor into planning?10. As a surgeon, how can I best protect my assets from potential lawsuits?11. I’m selling my business in 2026 and worried about taxes. My broker suggested borrowing against my investment portfolio to cover the tax bill. Is that a good idea?12. Timely & Actionable Idea: tax traps to avoid, in particular why your asset location may be backward. ***Upcoming Live FALL Webinar: Get notified of upcoming LIVE webinars by signing up for my webinar distribution list here: https://www.parkbridgewealth.com/webinars***  ***My FIRST book: D is for Diversification: The ABCs of Personal Finance available on Amazon or at www.JonathanOnMoney.com***  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: 1.            Talking points: When Everyone Depends on You: Financial Survival for the Sandwich Generation2.            This week’s quote is from Morgan Housel on the downside of having money.3.            What’s a SERP plan?4.            Do you avoid taxes by being in international waters on April 15?5.            What are the responsibilities of a trustee?6.            What should my son do with his bar mitzvah money?7.            What should the perfect portfolio look like?8.            Who is right about my 401(k) allocation: my CPA or my financial advisor?9.            Should I sell the stocks my grandfather gave me to buy a home in Israel?10.        If I buy a municipal bond at a discount, is the entire yield to maturity tax free?11.        Timely & Actionable Idea: Mid-Year Financial Resolutions ***Upcoming Live FALL Webinar: Get notified of upcoming LIVE webinars by signing up for my webinar distribution list here: https://www.parkbridgewealth.com/webinars***  ***My FIRST book: D is for Diversification: The ABCs of Personal Finance available on Amazon or at www.JonathanOnMoney.com***  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:         1.   Talking points: Are Prenuptial Agreements Necessary When a Couple Has Disparate Levels of Wealth?2.   This week’s quote is from Jason Zweig on chasing performance.3.   Can a trustee be removed for poor investment returns in a trust where I am the beneficiary?4.   Is an UTMA account truly tax advantaged, or is that a misconception?5.   I am heavily concentrated in tech stocks at age 67 and nearing retirement. When should I diversify, into what, and how should I think about taxes?6.   Are young people today facing uniquely difficult economic conditions, and what advice would you give them for getting ahead?7.   My siblings and I inherited a multifamily property in Brooklyn, but I do not want to co‑own real estate with them. They want to keep the property. How should I handle this situation?8.   Timely & Actionable Idea: All you need to know about Trump Accounts ***Upcoming Live FALL Webinar: Get notified of upcoming LIVE webinars by signing up for my webinar distribution list here: https://www.parkbridgewealth.com/webinars***  ***My FIRST book: D is for Diversification: The ABCs of Personal Finance available on Amazon or at www.JonathanOnMoney.com***  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:        1.   Talking points: Nine Days, Nine Lessons: What Our Period of Mourning Teaches Us About Money2.   This week’s quote is from Abigail Disney on flying private 3.   I rolled over my old 401(k) to my advisor years ago and now cannot do backdoor Roth contributions because of the pro rata rule. What is this rule, and should I be upset that this limits my options?4.   Thoughts on single‑stock ETFs?5.   I am 63, financially independent, and still working because I find it moderately rewarding. I do not need more money, but I am unsure what I would do if I retired. When is the right time to stop working?6.   My money is at Schwab in very low‑cost funds, but Fidelity offers some zero‑fee funds. Should I sell my Schwab funds and move to Fidelity to avoid ongoing expenses?7.   The wealthiest people in history often became rich by concentrating in one stock rather than diversifying. Rockefeller, Carnegie, and Gates all did this. Are finance textbooks wrong, and are index funds simply a path to average returns?8.   My parents in Los Angeles need a new advisor. Would you travel there to meet them?9.   Are all‑inclusive resorts worth it?10. I transferred my account to a new investment firm and believe I missed an $80 dividend during the transition. My account is $500,000, but I still want that dividend reimbursed. How do I resolve this?11. Timely & Actionable Idea: Avoid big investment decisions during the Nine Days. ***Upcoming Live FALL Webinar: Get notified of upcoming LIVE webinars by signing up for my webinar distribution list here: https://www.parkbridgewealth.com/webinars***  ***My FIRST book: D is for Diversification: The ABCs of Personal Finance available on Amazon or at www.JonathanOnMoney.com***  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:        1.   Talking points: America at 250: The Jewish Financiers Who Helped Build a Nation2.   This week’s quote is from JP Morgan on betting against America.3.   How much to spend on a first date?4.   Will AI replace financial advisors?5.   How do I calculate my dad's RMD? He is not on top of this stuff anymore, so I need to figure it out since he doesn’t work with a financial advisor. His IRA money is at a few different firms. 6.   I like the idea of investing in real estate because it’s an investment I can see and touch. Feels more secure to me. What are some of the risks of being a landlord that I may be overlooking?7.   My daughter entered the financial advisory training program at a large firm. She spends a lot of time handling menial tasks. Is this standard practice? If so, when does the work get more interesting?8.   Timely & Actionable Idea: Investing in Apple Pie & BBQs ***Upcoming Live FALL Webinar: Get notified of upcoming LIVE webinars by signing up for my webinar distribution list here: https://www.parkbridgewealth.com/webinars***  ***My FIRST book: D is for Diversification: The ABCs of Personal Finance available on Amazon or at www.JonathanOnMoney.com***  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 & 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, Jonathan Shenkman from ParkBridge Wealth Management will be discussing “Mid-Year Money Check-In: The 2026 Trends That Are Impacting Your Wealth.”By way of background, this episode will be a fast-paced mid-year briefing highlighting the key forces shaping portfolios and financial plans in 2026. We’ll cover how AI is influencing investor behavior and the wealth-management landscape, the market impact of the Iran war, the shift away from U.S. market concentration and what it means for diversification. We’ll also review important 2026 tax and estate-planning changes affecting high-net-worth families, along with updates on interest rates, inflation, and election-year dynamics, and more. The goal is for listeners to have a clear understanding of the year’s most important developments and how to position portfolios strategically for the future.***UPCOMING LIVE FALL WEBINAR: My FALL webinars will be sent out in the coming weeks. You can register to get notified of upcoming events here: www.ParkBridgeWealth.com/Webinars*** M latest book, “D is for Diversification: The ABCs of Personal Finance” is now available on Amazon or at www.JonathanOnMoney.com. It is a great way to support these podcasts.  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:        1.   Talking points: My talking points this week will discuss The Ultimate Advice for Recent Graduates2.   This week’s quote is from Winston Churchill on giving.3.   What are your thoughts on a 50 year mortgage?4.   How to minimize tax burden from large IRAs?5.   What type of trade order should I put in when buying ETFs?6.   I have the opportunity to invest in a film. Should I do this? Is this legit? Can I make money doing this?7.   I want to move to another community, but don’t want to give up my 2.75% mortgage. What do I do?8.   Timely & Actionable Idea: Figure out your safe withdrawal rate ***Upcoming Live FALL Webinar: Get notified of upcoming LIVE webinars by signing up for my webinar distribution list here: https://www.parkbridgewealth.com/webinars***  ***My FIRST book: D is for Diversification: The ABCs of Personal Finance available on Amazon or at www.JonathanOnMoney.com***  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