More for Your Money

Episode 26: Market Valuations, Financial Repression, and the Psychology of Investing - 06/21/2025

June 21st, 2025  |  52 mins 50 secs

artificial intelligence (ai) impact, asset classes, central bank policy, contrarian views, deflation, discipline in investing, economic theories, estate planning, fiduciary standard, financial decisions, financial literacy, financial repression, government debt, income inequality, individual stocks, investment strategy, jeremy siegel, lacy hunt, long-term investing, market timing, market update, money questions, portfolio management, price-earnings multiples, psychology of investing, ray dalio, real estate investing, s&p 500 performance, stock market valuation, structural inflation, value investing, wealth accumulation

Join John Berkley of Uncommon Cents Investing as they share practical financial insights and strategies to help you get more for your money.

Episode 5: Roth IRA Conversions: The Why, the Why Not, and the Rest of the Story - 01/25/2025

January 25th, 2025  |  52 mins 54 secs

estate planning, irmaa, janesville wi, john berkley, market timing, medical deductions, personal finance, qualified charitable distributions, retirement planning, roth conversion, roth ira, roth vs traditional ira, savers credit, tax strategies, uncommon sense investing

This week on More for Your Money, John Berkley and Kit Carson dive deep into a topic that generates more questions than answers: Roth IRA conversions. Should you convert? When does it make sense—and when does it not? With John's decades of experience and Carson's sharp curiosity, the duo takes listeners through a thoughtful, nuanced look at one of the most misunderstood moves in retirement planning.

Using the classic Paul Harvey style—“the rest of the story”—John highlights the lesser-known risks and hidden pitfalls of converting, like the impact of future tax law changes, state residency, IRMAA brackets, medical expense deductions, charitable giving strategies, and even market timing. And yes, he also shares smart, strategic situations where a Roth conversion does make good sense.