• 32 minutes 19 seconds
    Worried About Inflation?

    Don and Tom tackle investors’ obsession with inflation protection and the financial industry’s willingness to sell expensive products that promise impossible outcomes. Using PIMCO’s Inflation Response Multi-Asset Fund as a case study, they explain why complex, high-cost inflation hedges often create more problems than they solve. The discussion explores historical inflation, why stocks remain the most effective long-term defense against rising prices, and the dangers of chasing investment magic. Listener questions cover retirement asset allocation at age 50, the role of bonds as retirement approaches, balancing Roth and traditional retirement contributions in a high-tax state, and the surprisingly small impact of foreign tax credits on international fund returns.

    0:05 Why investors constantly search for inflation-proof portfolios
    2:09 Historical inflation, Fed targets, and perspective on rising prices
    5:47 The endless appeal of inflation hedges
    6:15 Breaking down PIMCO’s Inflation Response Multi-Asset Fund
    8:09 Why TIPS, commodities, and leverage aren’t magic solutions
    10:57 Stocks as the best long-term inflation defense
    12:39 Listener question: Moving from 100% stocks toward retirement
    14:15 Risk tolerance versus age-based allocation formulas
    15:58 Building a bond allocation before retirement
    17:26 Small-cap value and international diversification considerations
    19:24 Roth versus traditional 401(k) contributions in New York
    21:44 The value of tax diversification and multiple retirement account types
    23:13 Countries that operate without personal income taxes
    24:19 Understanding foreign tax credits and international funds
    27:58 Why tiny tax differences shouldn’t drive investment decisions
    28:14 Celebrating 1,900 Talking Real Money podcast episodes
    29:09 An advisor shares how the podcast helps her growing practice
    30:26 Working with a fiduciary advisor at Appella

    Questions? Comments? Click!

    4 June 2026, 4:00 pm
  • 29 minutes 30 seconds
    Can You Retire?

    Most Americans are far less prepared for retirement than many assume. Don and Tom discuss new Federal Reserve data showing that only about half of Americans have retirement accounts, the median retirement balance is just $200,000, and only a tiny percentage of retirees have more than $1 million saved. They explain why starting early, saving consistently, and avoiding speculative investing matter far more than chasing hot stocks or market trends. The episode also covers Social Security misconceptions, the challenges of retiring on limited income, concerns about Schwab’s Teen Investor Account, and the importance of teaching young people disciplined long-term investing habits.

    0:11 How many Americans actually have enough saved for retirement?
    2:08 Federal Reserve data on retirement account ownership
    3:18 The surprisingly low median retirement balance
    4:47 Why advisors chase million-dollar clients
    5:07 Income, education, and retirement savings disparities
    7:06 Homeownership and wealth accumulation
    8:25 The importance of simply getting started
    9:41 Why Fidelity says it takes roughly 27 years to reach $1 million
    10:56 Saving versus investing and the dangers of speculation
    12:03 Leaving retirement money alone during market and life crises
    14:08 Bellevue, Nebraska caller asks about Social Security earnings limits
    15:11 Social Security taxation and claiming considerations
    16:32 Discussion of Edward Jones and advisor relationships
    19:29 Can a 76-year-old buy a home with $400 monthly payments?
    21:44 Schwab Teen Investor Account review
    22:39 Why Don dislikes stock-picking education for teenagers
    25:12 How custodians profit from trading activity
    26:35 Better ways to teach young people about investing
    27:31 Free advisor meetings and listener resources

    Questions? Comments? Click!

    3 June 2026, 4:00 pm
  • 38 minutes 46 seconds
    Calculating Your Future

    Don and Tom tackle a Wall Street Journal financial decision-making quiz that explores how to prioritize competing goals such as retirement savings, high-interest debt, mortgages, and student loans. The discussion highlights the importance of employer matching contributions, the damaging impact of credit card debt, and the reality that many financial decisions depend on individual circumstances and risk tolerance. They then answer listener questions about retirement portfolio allocation, Fisher Investments’ sales tactics and fees, stock ownership concentration among wealthy Americans, and whether a federal retiree should consolidate TSP assets into a Vanguard IRA. The episode emphasizes building a financial plan before making allocation changes, avoiding market predictions, and simplifying finances where possible.

    0:00 Wall Street Journal financial decision-making quiz begins
    1:23 Prioritizing 401(k) matches versus high-interest debt
    4:31 When to pay down credit cards instead of investing more
    5:20 Borrowing from a 401(k) to eliminate 22% credit card debt
    6:07 Mortgage payoff versus other debt reduction strategies
    7:55 Mortgage prepayment versus additional retirement savings
    9:35 Building a hierarchy for financial priorities
    11:07 Listener Bob asks about retirement readiness and portfolio allocation
    13:02 Fisher Investments’ fees, sales tactics, and active management claims
    16:15 Why retirement planning should come before allocation decisions
    19:40 Stock ownership concentration among the wealthiest Americans
    22:03 Why markets are not a zero-sum game
    23:51 Will retiring Baby Boomers hurt stock prices?
    25:52 Listener asks about consolidating TSP and Vanguard retirement accounts
    29:18 Comparing Vanguard and TSP target-date fund allocations
    31:57 Benefits of simplifying and consolidating retirement accounts
    35:06 Don discusses sales and distribution of The Line Uncrossed

    Questions? Comments? Click!

    2 June 2026, 3:00 pm
  • 38 minutes 59 seconds
    Retirement Mistakes

    Don and Tom tackle some of the most common retirement planning mistakes, with a particular focus on taxes and the danger of becoming overly obsessed with them. They discuss taxable Social Security benefits, the importance of diversifying across account types, Roth conversion considerations, tax-loss harvesting, and why most retirement decisions ultimately fall into the category of “it depends.” They also answer a listener question about navigating poor 403(b) plan options and the advantages of a 457 plan for educators. Finally, they dive deep into a thoughtful challenge from a listener regarding Avantis and Dimensional factor funds versus traditional Vanguard index funds, examining the evidence for factor tilts, the role of risk premiums, costs, and whether higher expected returns justify modestly higher expense ratios.

    0:05 Retirement planning mistakes, taxes, retirement income, financial independence, retirement readiness
    1:58 Tax obsession, retirement taxes, income planning, financial priorities, wealth management
    2:43 Social Security taxation, taxable benefits, retirement income, Social Security myths, tax planning
    5:14 Tax diversification, traditional 401(k), Roth accounts, brokerage accounts, retirement savings
    7:57 Roth IRA, young investors, compound growth, retirement investing, tax-free income
    9:11 Tax-loss harvesting, brokerage accounts, capital gains, tax strategy, investment management
    10:03 Roth conversions, Medicare IRMAA, retirement taxes, financial planning, tax efficiency
    12:03 Inherited IRAs, heirs, estate planning, retirement accounts, legacy planning
    13:35 403(b) plans, 457 plans, retirement savings, school employees, listener question
    15:29 403(b) Wise, 457B Wiser, educator retirement plans, high fees, retirement options
    18:35 Roth IRA investing, small-cap funds, emerging markets, diversification, asset allocation
    19:38 Avantis funds, Dimensional funds, Vanguard funds, factor investing, index investing
    23:55 Fama-French research, small-value premium, indexing, active management, factor premiums
    26:08 Rules-based investing, passive investing, factor tilts, portfolio construction, diversification
    27:02 Small-cap value investing, fund performance, index comparisons, advisor value, investment returns
    30:25 International small value, emerging markets, factor premiums, diversification, expected returns
    32:55 Academic investing research, Nobel Prize economics, risk premiums, value investing, factor investing
    35:18 Portfolio construction, asset allocation, diversification, retirement planning, investment strategy
    36:16 Free portfolio review, financial advice, portfolio allocation, retirement readiness, fiduciary planning

    Questions? Comments? Click!

    1 June 2026, 5:00 pm
  • 24 minutes 50 seconds
    Question Feast

    Don celebrates the continued success of the Friday Q&A format and the encouraging first week of sales for his novel The Line Uncrossed, including a strong Kirkus review, before tackling a series of listener questions centered on retirement income and fixed income investing. He explains how his combination of cash reserves, a CD ladder, and bond funds supports a disciplined withdrawal strategy, discusses why diversified bond funds like BND still play an important role in reducing portfolio volatility, rejects the idea that Social Security and pension income should be counted as bond allocations within an investment portfolio, argues against the concept of a reverse glide path that increases stock exposure later in retirement, and shares lessons learned from decades of entrepreneurship about balancing investments in a business versus the market. Throughout the episode, he emphasizes diversification, discipline, investor behavior, and the importance of managing volatility rather than chasing returns.

    0:05 Why listener questions remain Don’s favorite part of talk radio after 40+ years
    1:16 Friday Q&A episodes continue to be the most downloaded shows each week
    1:50 Easier ways to submit questions through the redesigned Talking Real Money website
    2:42 First-week sales update on The Line Uncrossed and reader support
    3:21 Positive Kirkus review and details on the ebook bundle
    4:48 How Don uses cash, bond funds, and a CD ladder during retirement
    8:00 Why BND and total bond market funds remain useful fixed income tools
    11:22 Should Social Security and pensions count as bonds in your allocation?
    14:26 Why Don believes reverse glide paths are a bad retirement strategy
    17:34 Investing in your own business versus investing in the market
    21:23 Why compliance reviews delay listener questions from airing

    Questions? Comments? Click!

    29 May 2026, 2:00 pm
  • 29 minutes 44 seconds
    You're Right, Of Course

    This episode of Talking Real Money examines why financial advice so often turns into emotional debate instead of productive problem-solving. Don and Tom discuss how investors routinely underestimate spending, cling emotionally to employer stock, and defend strategies like dividend chasing, covered calls, crypto, or gold despite decades of evidence favoring diversified investing. They answer a listener question about aggressively paying down a 6.625% adjustable-rate mortgage versus maintaining liquidity, warn about commissioned advisors circling employees receiving RSU payouts, and correct a previous mistake regarding Roth employer matches under Secure 2.0 legislation. Along the way, the hosts mix humor, blunt honesty, and personal stories about why changing financial behavior is far harder than simply explaining the math.

    0:05 Are listeners looking for advice, validation, or just an argument?
    0:58 “Two old white guys waiting to die on a podcast” and why changing investor behavior is so difficult
    1:24 Basis points complaints and arguing over financial terminology
    2:21 Why financial planning conversations often become debates
    3:16 Most people underestimate how much they actually spend
    4:04 Net income minus savings equals spending, whether you admit it or not
    4:59 Growing up arguing in big families and learning debate skills early
    5:53 Emotional attachment to employer stock and concentration risk
    6:19 Microsoft, Enron, Washington Mutual, and the danger of loyalty investing
    7:02 Why many individual stocks underperform for long stretches
    7:42 Covered calls, dividend strategies, and belief in “secret” investing systems
    8:16 Why Don and Tom remain skeptical of crypto, gold, and speculative investing
    9:16 Their investing philosophy comes from peer-reviewed academic research, not hunches
    10:17 If you call for portfolio help, don’t expect automatic validation
    11:23 Listener Jim asks whether to aggressively pay down his adjustable-rate mortgage
    12:17 Extra principal payments versus saving cash to pay off the mortgage later
    13:12 Why a 6.625% mortgage changes the payoff math
    14:35 Liquidity concerns versus the emotional appeal of being debt-free
    15:06 Mortgage recasting explained and reducing future interest costs
    17:39 Regret over not refinancing during ultra-low-rate years
    18:10 Why peace of mind sometimes outweighs financial optimization
    18:50 “Paper argues badly” and the transition into listener emails
    18:59 RSU sharks circling a listener with a large restricted stock payout
    19:48 Wealth managers aggressively targeting employees cashing out company stock
    20:47 Warning signs of commissioned annuity sales disguised as “help”
    21:48 Why concentrated company stock remains risky even after huge gains
    22:24 Recalling the advisor who openly admitted to a 10% annuity commission
    22:41 Retirement quiz follow-up and correcting a Roth 401(k) mistake
    23:01 Secure 2.0 technically allows Roth employer matches in 401(k)s
    24:09 Why most employers still don’t offer Roth matching contributions
    24:36 Tax uncertainty and the value of maintaining both Roth and pre-tax accounts
    25:33 Tom admits he occasionally tells players when he missed a call as a referee
    26:05 Encouraging listeners to argue, ask questions, and engage with the show
    27:02 Offering free portfolio consultations without annuity sales pressure
    27:39 Joking about becoming annuity salesmen after all these years

    Questions? Comments? Click!

    28 May 2026, 3:00 pm
  • 35 minutes 54 seconds
    Free Money?

    Tom and Don dismantle the myth of “free money” from high-dividend stocks and ETFs, explaining why chasing yield often leads to poor diversification, lower total returns, and disappointing long-term performance. Using examples like Campbell’s, Kraft Heinz, and Whirlpool, they show how dividend-paying companies can still destroy shareholder value while the broader market marches higher. The episode also features listener questions on military retirement planning with a pension-heavy income stream, asset allocation and Roth contributions near retirement, how to structure a UC retirement portfolio using low-cost index funds and small-cap value tilts, and the smartest way to generate retirement withdrawals from a balanced portfolio. Along the way, Don plugs his new Civil War novel The Line Uncrossed and the hosts revisit some old radio history.

    0:05 Dividend investing myths and “free money” thinking
    2:18 Why retirees are drawn to dividend stocks and ETFs
    4:03 Huge inflows into high-dividend ETFs despite lower expected returns
    5:19 Total return vs. income investing explained
    5:45 Campbell’s Soup and Kraft Heinz as dividend trap examples
    7:06 Whirlpool cuts long-running dividend after financial strain
    8:10 Why total return matters more than yield
    9:10 Vanguard Dividend Growth vs. S&P 500 performance comparison
    10:44 The dangers of concentrated dividend strategies
    12:19 Why “magic income” strategies usually disappoint
    13:32 Military retirement caller asks about pensions, Roths, and mortgage payoff
    17:43 Using pensions as bond-like income in portfolio allocation
    18:41 Caller shifts from U.S.-only investing toward global diversification
    20:28 Don discusses The Line Uncrossed and companion Civil War stories
    22:30 UC employee asks about AVGE/DFAW vs. ultra-cheap UC index fund
    24:39 Suggested mix using low-cost index fund plus small-cap value tilts
    26:04 Listener thanks Don for decades of investing guidance
    27:58 Retirement withdrawal strategies from a 60/40 portfolio
    29:19 Rebalancing as the primary source of retirement cash flow
    30:14 Why retirement distribution planning matters
    32:35 Fiduciary advice vs. product sales pitches
    33:54 Friendly rivalry with Stacking Benjamins

    Questions? Comments? Click!

    27 May 2026, 4:00 pm
  • 28 minutes 29 seconds
    Infinite Bubbles?

    Tom and Don tackle the impossible task of spotting market bubbles in real time, leaning on insights from Jason Zweigand Eugene Fama to argue that if bubbles were truly predictable, they wouldn’t exist. They discuss soaring semiconductor and AI-related stocks, speculative manias from tulips to SPACs to Bitcoin, and why diversification and disciplined rebalancing beat emotional market timing every time. Listener questions cover tax-loss harvesting and wash sales involving VT, VTI, and VXUS ETFs, family conversations about money, Roth conversion strategy for a wealthy near-retiree, and Dimensional’s refusal to chase hot IPOs despite the S&P 500’s changing rules. Along the way, there’s plenty of classic TRM banter about giant brains, vacation boredom, and the dangers of trying to outsmart markets that are probably smarter than all of us combined.

    0:05 Bubble noises, market mania, and why everyone thinks they can spot bubbles

    1:11 Jason Zweig on semiconductor stocks soaring nearly 40% in a month

    2:23 Emerging markets, small value, and global stocks compared to AI-driven speculation

    3:39 Eugene Fama explains why bubbles are impossible to identify in real time

    4:26 Dot-coms, Bitcoin, SPACs, and the legendary tulip bulb bubble

    5:03 Why “doing nothing” often beats reacting emotionally to market fears

    5:51 Jason Zweig’s sign of a bubble: when critics get attacked instead of debated

    7:15 Rebalancing, diversification, and why the S&P 500 alone isn’t enough

    9:41 Listener question on tax-loss harvesting, wash sales, and replacing VT with VTI and VXUS

    14:05 Why families should talk openly about money instead of outsourcing financial education to TikTok

    17:44 Near-retiree with $7.3 million asks about Roth conversions and paying taxes from IRAs

    20:36 Dimensional responds to S&P rule changes allowing earlier IPO inclusion

    21:15 Why Dimensional avoids IPOs during their first year after going public

    22:39 Allbirds’ collapse from a $2.2 billion IPO to a $39 million sale

    24:47 Why waiting before buying IPOs may reduce risk

    Questions? Comments? Click!

    26 May 2026, 4:00 pm
  • 21 minutes 58 seconds
    Q&A and Book Day

    Don opens the show with a deeply personal announcement: the release of his first novel, The Line Uncrossed, inspired by the life of his great-great-grandfather, a teenage Union soldier captured at Chickamauga and imprisoned at Andersonville. After sharing the journey behind the book, the episode shifts into listener Q&A covering the limited diversification benefits of international bond funds, skepticism toward direct indexing for retirees with taxable accounts, concerns about high-yield student loan investment schemes like Yrefy, ethical and practical issues surrounding Medicaid asset-protection trusts, and the surprising usefulness of adult-funded 529 plans as a backup Roth-style savings vehicle.

    0:05 Don announces the release of The Line Uncrossed and shares the personal Civil War inspiration behind the novel

    2:50 Q&A begins with a question about international bond funds like Vanguard Total International Bond ETF versus domestic-only bonds

    6:11 Direct indexing in a taxable account: why the tax benefits may be overstated for retirees slowly averaging in

    8:13 Skepticism about Yrefy and high-yield private student loan investing

    10:52 Medicaid asset-protection trusts, ethical concerns, and simplifying investments for heirs

    16:28 Using adult-funded 529 plans as a long-term tax-advantaged savings strategy with Roth rollover potential

    Questions? Comments? Click!

    22 May 2026, 5:00 pm
  • 29 minutes 27 seconds
    Indexes Gone Wild

    Don and Tom take on the uncomfortable reality that even supposedly “rules-based” index investing is starting to look suspiciously active, as major indexes like the S&P 500 consider bending long-standing rules to admit massive IPOs like SpaceX earlier than before. They explain why changing index rules matters more than most investors realize, debate whether index committees are chasing performance to stay competitive with the QQQ, and argue that broad global diversification may be safer than relying on any single benchmark. Listener questions cover retirement-saving strategies for LLC owners, how highly compensated employees can work around 401(k) discrimination limits, the pros and cons of backdoor Roth strategies, and why taxable brokerage accounts are often more tax-efficient than people assume. The episode wraps with skepticism about proposed “Trump IRA” retirement plans that don’t actually exist yet, plus the usual blend of sarcasm, practical advice, and mild exasperation with modern finance.

    0:05 Rules-based investing versus changing the rules mid-game
    0:50 Why podcasting is safer than television for Don and Tom
    1:40 How index funds are supposed to work
    2:27 Why the S&P 500 wants SpaceX and giant IPOs
    3:01 IPO hype, pricing games, and the original S&P waiting rule
    4:05 Fear that indexes are drifting into active management
    5:01 Why investors wrongly assume the S&P 500 is “automatic”
    6:24 Explaining stock float and why liquidity matters
    8:07 QQQ and S&P changing IPO admission rules
    9:10 Why changing index rules should concern investors
    10:08 The explosion of specialized stock indexes
    11:33 Why owning the whole global market may be safer
    12:27 How Dimensional and Avantis differ from traditional indexes
    14:04 How listeners can submit questions to the show
    15:06 Retirement options for an LLC owner taking only dividends
    16:57 IRS concerns about treating a business like a hobby
    18:52 Highly compensated employee struggles with 401(k) testing
    20:42 Using a rollover IRA to reopen backdoor Roth opportunities
    21:58 Why taxable brokerage accounts are underrated
    22:33 Tax-efficient ETF investing and retirement flexibility
    23:14 Questions about the proposed “Trump IRA” plan
    24:35 Why investors should ignore retirement proposals that don’t yet exist
    25:58 Congress, air conditioning, and why Washington never leaves town
    26:48 Podcast rankings and chasing Stack & Benjamins

    Questions? Comments? Click!

    21 May 2026, 4:00 pm
  • 34 minutes 39 seconds
    Fear Sells

    Don and Tom unload on sensationalized financial journalism, taking aim at recent articles claiming the 4% withdrawal rule and classic 60/40 portfolios are “failing” retirees. They argue that the media increasingly prioritizes fear-driven headlines over practical investing wisdom, pushing emotionally charged narratives that ignore investor behavior and long-term historical returns. The duo also push back against claims that target-date funds could wipe out retirees, explaining why diversified portfolios remain far less risky than headlines suggest. Listener questions cover Robinhood’s controversial 2% transfer bonus, SEC transaction fees on ETF sales, Roth IRA liquidity concerns, rebalancing discipline, and the dangers of emotionally reacting to politics and markets. Along the way, Don discusses the release of his Civil War novel The Line Uncrossed, while Tom manages to squeeze in Morse code, Rasputin, and model bomber references for absolutely no good reason whatsoever.

    0:05 Don and Tom rant about the collapse of quality financial journalism
    1:43 Criticism of Money.com article attacking the 4% rule and 60/40 portfolios
    2:44 Morningstar’s 3.7% withdrawal study versus the traditional 4% rule
    4:21 Why “100% stocks beats 60/40” ignores investor psychology and risk tolerance
    5:03 Emotional pain, market crashes, and why most investors cannot handle full equity exposure
    6:02 Financial media sensationalism and clickbait retirement headlines
    7:32 Seattle Times article warning target-date funds could destroy retiree savings
    8:35 Critique of claims that target-date funds are dangerously risky at retirement
    9:41 Discussion of Vanguard 2025 target-date allocation and global diversification
    12:00 Why diversified global portfolios are far less risky than fearmongers suggest
    13:16 Media outrage, sensationalism, and why Talking Real Money avoids scare tactics
    14:48 Listener comment about Don’s books appearing on Amazon
    15:15 Reality check on book royalties and publishing economics
    15:49 Discussion of Don’s Civil War novel The Line Uncrossed
    17:19 Book pricing, Kindle strategy, and avoiding Amazon exclusivity
    18:41 Transition to listener questions
    19:10 Caller asks about Robinhood’s 2% IRA transfer bonus and possible tax issues
    20:10 Why IRA transfers and Robinhood bonuses are generally not taxable
    21:05 Concerns about Robinhood’s gamified investing culture versus Vanguard’s philosophy
    22:03 Risks of getting lured into speculative products after transferring assets
    22:59 Caller explains working with a fee-only fiduciary advisor and self-managing investments
    24:48 SEC transaction fees on ETF sales explained
    25:47 Why the SEC fee is effectively meaningless for ordinary investors
    26:15 Listener question about moving Roth IRA money to CDs due to market fears
    29:10 Why emotionally reacting to politics and market fears can hurt long-term investing
    31:17 Importance of maintaining an appropriate long-term asset allocation
    31:41 Tom jokes nervously about a meeting with HR

    Questions? Comments? Click!

    20 May 2026, 4:00 pm
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