Talking Real Money - Investing Talk

In this post-Christmas edition of Talking Real Money, Don McDonald and Tom Cock dismantle one of the most seductive myths in personal finance: the promise of high returns, no risk, and tax-free income. Using the lawsuit filed by Kyle Busch against Pacific Life as a case study, they expose the dark mechanics of indexed universal life insurance—hidden commissions, opaque costs, fabricated indexes, and returns that quietly disappoint. The episode then pivots to listener questions on diversification mistakes, Roth vs. traditional 401(k)s, late-career pivots into financial advice, ETF selection for retirees, and why doing less with your portfolio almost always beats doing more. 0:04 Post-Christmas welcome, Kyle Busch jokes, and why rich people get fleeced too 1:18 Indexed Universal Life explained (and why it’s not an investment) 1:45 The “bank on yourself” fantasy and why it never dies 2:27 $10.5 million in premiums and promises of $800K tax-free income 3:20 Why IULs avoid SEC and FINRA scrutiny entirely 4:21 The sixth premium notice that blew up the deal 4:41 How IULs implode if you stop paying—and why everything can vanish 5:52 “Tax-free income, high returns, no risk” exposed as marketing fiction 6:01 Hidden commissions, alleged 35% payouts, and zero disclosure 7:37 Proprietary indexes designed to benefit insurers, not investors 8:50 Internal Pacific Life doc: “Don’t call yourself a financial planner” 9:57 Why consumers can’t see costs, commissions, or real returns 11:37 Real-world IUL returns: roughly 3–5% annually 12:23 Why even Kyle Busch doesn’t actually need life insurance 13:44 Caveat emptor—and why “Life” in the firm name should trigger alarms 14:03 Listener portfolio question: 60/15/25 isn’t diversified 14:53 The S&P 500 isn’t “the market” (and seven stocks prove it) 15:54 Simple global solutions vs. portfolio over-engineering 17:11 Podcast tech humor and March seminar tease 17:22 Listener praise—and teaching people how to find podcasts 18:11 2026 seminar date confirmed: March 7 19:23 Career pivot at 53: CFP vs. AFC vs. Series 65 22:02 Why fiduciary firms are hiring—and sales shops are traps 23:22 ETF selection for retirees: growth, risk, and tax efficiency 24:27 Why Morningstar confuses more than it helps 25:07 Dimensional, Avantis, and keeping portfolios simple 26:20 Final thoughts, free fiduciary consults, and year-end wrap Learn more about your ad choices. Visit megaphone.fm/adchoices

A year-end Boxing Day Q&A covering realistic downside expectations for global portfolios, the marginal value of adding international small-cap value, details for RetireMeet 2026, and a deeply skeptical look at Medicaid-compliant annuities. The common thread: diversification helps, simplicity usually wins, and when complexity shows up early, commissions are often lurking nearby. 0:04 Boxing Day confusion, goodwill, and a short-format holiday Q&A 1:07 Why this is a shorter, four-question episode to wrap the year 2:17 How much can a globally diversified stock portfolio really fall 3:06 Limits of global market data and why 2008 still sets expectations 4:11 Roughly 40% decline for global stocks in 2008 and how bonds softened the blow 4:54 Why worst-case scenarios are about expectations, not predictions 6:07 Listener portfolio with VXUS, AVUV, and SWTSX and whether to add AVDV 6:35 Balancing small-cap value exposure versus keeping things simple 7:56 Why a few basis points rarely justify added complexity 8:38 RetireMeet 2026 question and a well-earned jab at Tom’s joke delivery 10:02 RetireMeet 2026 details and early seat reservations 10:29 Event date and location: March 7, Bellevue at Meydenbauer 11:44 Medicaid-compliant annuities explained through a real family scenario 13:57 Why MCAs are usually last-resort tools, not early planning solutions 15:49 Concerns about elder law attorneys, incentives, and hidden commissions 16:35 What MCAs really do: income conversion, not asset protection 17:28 Why skepticism is healthy and shopping non-commission options matters 18:43 Closing thoughts on trust, incentives, and surviving another financial year Learn more about your ad choices. Visit megaphone.fm/adchoices

It’s surprisingly hard to know what something is really worth until someone actually tries to buy it—and that problem is front and center in private funds. Don and Tom unpack why private equity, private real estate, and other “alternative” investments often look calm and stable on paper, only to suffer brutal price drops once they finally trade in public markets. From a Wall Street Journal example of a private real estate fund losing roughly 40% overnight, to Morningstar’s troubling enthusiasm for expensive, speculative new ETFs, the episode reinforces a core principle: prices discovered by real markets beat internal estimates every time. Along the way, listeners call in with real-world retirement questions, inherited IRA rules, portfolio simplification strategies, and a healthy dose of holiday banter. 0:04 What something is “worth” versus what someone will actually pay 1:06 Defining private funds and why valuation is murky 2:27 Private fund pricing versus real market pricing 3:56 BlueRock fund haircut: paper value meets reality 4:24 Market pricing, efficiency, and the wisdom of crowds 5:42 The myth of private investments being “less volatile” 6:27 Real estate as the perfect valuation example 7:39 Listener call: inherited IRA and annuity distribution rules 12:42 Holiday humor, crypto annuity joke, and Kentucky bourbon 16:01 Moving assets from Edward Jones, loads, and simplification 19:41 DIY portfolios versus advisor value 21:08 Morningstar’s “Best and Worst New ETFs” critique 22:21 Why most new ETFs exist (and why you don’t need them) 24:43 Shockingly high ETF expense ratios 26:27 Leveraged crypto ETFs and financial absurdity 27:37 Seasonal podcast plug and ratings gripe 28:44 Listener call: Boeing retirement and rollover planning 34:40 Holiday reflections, gratitude, and comfort over riches Learn more about your ad choices. Visit megaphone.fm/adchoices

A Wall Street Journal column argues that younger investors are turning to options, crypto, and betting as a rational response to a “rigged” economic system. Don and Tom aren’t buying it. While acknowledging real headwinds—student debt, housing costs, wage gaps—they dismantle the idea that gambling is an intelligent adaptation. Drawing on history, lived experience, and actual math, they make the case that leverage, speed, and desperation reliably destroy wealth, while patience, diversification, and boring consistency still work. The system may be flawed, but trying to beat it with casino tactics only helps the house. 0:04 Opening rant on “financial nihilism,” generational scolding, and why Gen Z investing looks like gambling 1:21 Wall Street Journal column by Kyla Scanlon introduced and framed 2:53 Gambling vs. investing—why “the system is rigged” is a terrible excuse for riskier behavior 5:24 Don and Tom reflect on their own slow, uncomfortable paths to financial stability 6:04 Real-world counterexample: young coworkers who are saving, investing, and buying homes 7:41 Defining “financial nihilism” and why speed, leverage, and impatience backfire 9:00 What actually works: spend less, delay gratification, diversify, avoid leverage 10:46 Historical perspective—every generation faced headwinds, none solved them by gambling 12:39 The power of compounding, patience, and boring index investing 14:41 Critique of the “small chance of huge return beats slow decline” argument 17:12 Listener question: cap-weighted vs. equal-weighted index funds explained 19:11 Why equal weighting tilts toward value and smaller companies—and costs more 20:22 Millennial caller Jason offers empathy for generational frustration without endorsing gambling 23:48 Lifestyle expectations, flexibility, and why hardship doesn’t justify reckless investing 27:27 Food, lifestyle, and historical context—what’s better now, what isn’t 29:25 Hormel vs. Motorola story revisited: why predicting winners is nearly impossible 36:29 Jaw-dropping returns: Hormel’s long-term outperformance over flashy tech 38:45 Light holiday banter, gift absurdities, and wrapping up the show Learn more about your ad choices. Visit megaphone.fm/adchoices

Streaming was supposed to save us money. Instead, it quietly rebuilt cable… with better branding and worse self-control. Don and Tom trace the journey from rabbit-ear TV to today’s subscription sprawl, where “it’s only $14 a month” quietly becomes hundreds per year. They break down why streaming costs have exploded faster than inflation, how duplication and inertia drain wallets, and what actually works to fix it (bundling, pruning, and strategic binge-and-cancel). From there, the show pivots to listener questions covering smart investing for an 18-year-old, retirement withdrawal sequencing, trust and estate planning pitfalls, and why complexity is often the real enemy of good financial decisions. 0:04 Life before streaming: rabbit ears, three channels, and forced family labor 0:48 Rewatching Bewitched and realizing old TV was… not great 2:27 Cable’s rise, early streaming optimism, and Netflix’s cheap beginnings 3:30 Subscription creep: listing the modern streaming pileup 4:16 Streaming prices vs inflation — why this hurts more than groceries 6:43 Average household streaming costs and the real percentage increase 8:21 Duplicate subscriptions and why households overpay without realizing it 9:37 Live TV bundles, YouTube TV vs Hulu, and paying cable prices again 12:30 Binge-and-cancel as a legitimate cost-control strategy 14:02 Value judgments: paying for services you don’t actually watch 15:20 Annual audits, forgotten subscriptions, and silent monthly leaks 18:17 Investing $9,000 for an 18-year-old with decades ahead 19:20 Why a Roth IRA plus one global ETF can be enough 20:53 Retirement withdrawals: taxable vs IRA confusion clarified 22:45 When wealth gets big enough that DIY stops making sense 24:00 Trusts, trustees, and why professional oversight is expensive 27:15 Estate planning as a team sport (advisor + attorney) 29:33 Why every TV character is suddenly a podcaster 30:49 Gratitude, rankings, and why the audience matters Learn more about your ad choices. Visit megaphone.fm/adchoices

In this holiday Friday Q&A, Don opens with a festive announcement about Season’s Readings—now Apple-featured and temporarily commercial-free—before diving into listener questions on fixed annuities versus CDs, a creative (and complex) 529-to-Roth strategy tied to Georgia tax deductions, simplifying IRA management and RMDs at Schwab or Vanguard, the unavoidable tax traps of old investment clubs structured as partnerships, and the perennial question of how much U.S. large-cap exposure belongs in a diversified equity portfolio. Along the way, Don reinforces core themes: simplicity beats complexity, costs matter, taxes are inevitable, and diversification has no single “correct” allocation—only trade-offs aligned with philosophy and discipline. 0:04 Holiday welcome, Friday Q&A format, and how to submit questions 0:46 Season’s Readings podcast announcement, Apple feature, and commercial-free holiday run 2:16 Fixed annuities vs CDs: safety, state guarantees, and annuity ladders 5:29 Using 529 plans as a long-term Roth pipeline with state tax deductions (Georgia example) 9:29 Moving an IRA to Schwab or Vanguard and automating RMDs 10:20 Investment clubs as partnerships: K-1s, capital gains, and tax inevitability 14:47 How much U.S. large-cap belongs in a diversified stock portfolio 18:54 Reviews, critics, Bitcoin pushback, and holiday sign-off Learn more about your ad choices. Visit megaphone.fm/adchoices

Market drops are a gift when you’re young and a potential gut-punch when you’re retired, and this episode walks through why that’s true—and what to do about it. Don and Tom break down sequence-of-returns risk in plain English, then explore practical defenses: cash buffers, CD ladders, bucket strategies, flexible withdrawals, partial retirement, and why stocks still belong in retirement portfolios whether you like it or not. Listener questions tackle letting portfolios ride for heirs, value vs. total small-cap funds, tax consequences of rebalancing, and whether political risk should affect public fund investing. The takeaway: there’s no perfect plan, only resilient ones—and behavior matters more than spreadsheets. 0:04 Why market drops are good for young investors and scary for retirees 0:28 Holiday cheer, audience growth pleas, and the gospel of paper questions 1:40 Why young investors should root for down markets 2:41 Sequence-of-returns risk explained without the jargon 3:20 Real-world retire-at-the-wrong-time examples (2000, 2008, 2020, 2022) 4:48 Why sequence risk is such a big retirement planning problem 5:40 What to do if you fear bad markets near retirement 6:08 Cash buffers and why they actually make sense in retirement 7:06 Bucket strategies and how they’re supposed to work 7:36 CD ladders as a “get-me-through-the-bad-times” strategy 9:27 Flexible withdrawal strategies and lifestyle adjustments 10:37 Partial retirement, side hustles, and easing into retirement 11:33 Why retirees still need stock exposure 12:26 Even small equity allocations help fight inflation 13:20 There is no perfect withdrawal rate—only survivable ones 14:11 The realistic withdrawal range and why stocks are still required 15:33 Why professional fiduciary reviews actually matter 16:21 When life blows up your retirement plan anyway 18:55 Listener question: should a retiree just let stocks ride for heirs? 21:36 Washington CARES, politics, and investing public funds 23:18 Small-cap value vs. small-cap index: FSIVX vs. FSSNX 25:44 Why low-cost value tilts can still make sense 27:00 Smarter gifts: Roth IRAs, 529s, and future-you generosity Learn more about your ad choices. Visit megaphone.fm/adchoices

This episode of Talking Real Money takes aim at the latest “easy money” illusion—house flipping—explaining why rising costs, higher interest rates, softer housing demand, and plain old competition have drained much of its appeal. Tom and Don connect flipping’s decline to a familiar pattern of speculative behavior, much like day trading or past real estate manias, and reinforce why there are no reliable shortcuts to wealth. Listener calls drive a wide-ranging discussion on global diversification versus U.S.-only investing, the dangers of concentration risk in the S&P 500, how recency bias distorts performance comparisons, and why owning more markets matters more than making predictions. The episode wraps with practical retirement guidance for older investors, including simplifying portfolios with low-cost target-date funds, and closes with trademark humor and perspective. 0:05 Show open, intro banter, singing callbacks, and weekend rhythm 0:28 House flipping compared to day trading and FOMO investing 1:28 Why flipping activity is down sharply: costs, rates, and competition 3:41 The myth of “passive income” in real estate 4:50 Softer housing markets and demographic headwinds 6:02 No magic systems—long-term investing still wins 8:27 Lisa (Colorado): investing nonprofit funds at Vanguard 10:30 VOO vs VTI vs VT and the case for global diversification 12:29 Volatility, standard deviation, and diversification basics 14:44 Sharpe ratios, recency bias, and misleading performance metrics 16:54 Charles (Seattle): Boeing plans, VOO, and AVGE at Schwab 18:32 S&P 500 concentration risk and the “Magnificent Seven” 21:33 Jason (Sammamish): VTI vs VT debate and long-term market data 28:41 Debbie (Camano Island): portfolio risk concerns at age 73 31:20 Risk tolerance vs risk capacity in retirement 33:16 Vanguard target-date funds as a simple retirement solution 36:01 Lighter close with creative fundraising and holiday humor Learn more about your ad choices. Visit megaphone.fm/adchoices

A classic TRM episode that starts with Tom’s ill-fated attempt to cross a flooded Snoqualmie River (spoiler: no walking on water) and turns into a timely lesson on market returns, diversification, and why comparing your portfolio to headline numbers is usually a mistake. Don and Tom unpack eye-popping 2025 performance across U.S., international, bonds, and small-cap value, warn against recency bias and overpriced active funds, and take several listener calls on Roth conversions, bad custodians, debt forgiveness taxes, and rollover mechanics. The show wraps with Don’s well-earned victory lap for Seasons Readings, now rubbing shoulders with Julie Andrews and Hugh Bonneville in Apple’s fiction charts. 0:04 Tom gets stranded by flooding after a questionable river-crossing idea 1:40 Flood damage reality check and sympathy for displaced homeowners 2:22 Market year-end context and “Dave Ramsey average” returns 3:32 Bond funds surprise with strong year-to-date performance 4:05 International and global funds crush expectations 5:46 Why your return may lag headlines: allocation, costs, and recency bias 6:20 Apples-to-apples portfolio comparisons matter 9:26 Active funds underperforming despite a strong market year 10:47 Global diversification pays off big in 2025 12:04 January prerecorded show tease and holiday logistics 13:25 Seasons Readings featured by Apple Podcasts—downloads explode 15:18 Fiction chart brag: sandwiched between Julie Andrews and Hugh Bonneville 16:25 Listener call: John Hancock IRA, forced conversions, and bad advice 19:06 Why liquidating inside an IRA is not a taxable event 20:17 Exposing high-cost, loaded funds and custodian nonsense 23:35 Listener question: Roth conversions, pensions, and IRMAA timing 26:36 Why “top tax bracket forever” is usually a myth 27:31 Listener call: debt settlement and taxable forgiveness income 30:13 When a 1099-C is a good deal anyway 31:56 Flood-era investment scams and terrible ideas 35:55 Clarifying direct rollovers vs. taking possession of funds 38:13 Roth IRAs for young earners—yes, even pizza money Learn more about your ad choices. Visit megaphone.fm/adchoices

If you’re nearing retirement and uneasy about the math, you’re not alone. Don and Tom tackle the uncomfortable reality that most near-retirees haven’t actually run the numbers—and many won’t like what they see when they do. Drawing on Vanguard data and real-world client experience, they break down three practical ways to shrink a retirement gap: working longer (but not necessarily full-time), thoughtfully tapping home equity, and spending less before and during retirement. 0:06 Opening and the retirement gap problem 0:52 Podcast platforms, Apple vs Spotify, and Don’s short-story empire 4:08 How TRM ranks among investing podcasts and why that still feels surreal 5:24 Vanguard data: only 40% of near-retirees are on track 6:51 Kids, money, and why retirement math gets uncomfortable fast 7:51 Strategy #1: Working longer (and why part-time can be powerful) 9:41 Purpose, boredom, and the underrated psychology of retirement 10:00 Strategy #2: Home equity as a retirement resource 11:12 Downsizing, renting, HELOCs, and reverse mortgage trade-offs 13:05 Strategy #3: Spending less—before and during retirement 14:29 Reverse mortgage costs, limits, and real-world implications 17:01 Social Security timing and when immediate annuities actually help 18:40 Inflation risk, fixed income streams, and practical trade-offs 19:02 Listener Q: AVGE vs DFAW and understanding underlying holdings 21:48 Listener Q: Aggressive Roth portfolios intended for heirs 25:30 Listener Q: Washington 529 plans and GET vs traditional 529s 27:32 Listener Q: Quantum computing (short answer: no) 28:59 Sector investing, AI hype, and why diversification wins Learn more about your ad choices. Visit megaphone.fm/adchoices

A holiday-flavored Friday Q&A that covers a lot of ground without selling a single candy cane. Don answers listener questions on Medicare vs. Medicare Advantage (and the IRMAA buzzsaw), how to safely reposition an elderly parent’s taxable account, whether to ditch target-date funds for a DIY equity portfolio, how to think about international small-cap ETFs, why teaching kids to pick stocks is a terrible idea, and what to expect when a “free portfolio review” comes from a company whose name literally includes the word annuity. Skeptical, practical, and very on-brand. 0:17 Corny holiday Q&A musical intro and setup 0:33 Friday Q&A format, how questions get on the show, and holiday vibe 2:00 Medicare vs. Medicare Advantage, IRMAA penalties, and why private insurers are exhausting 3:37 Why capital gains can make Medicare shockingly expensive 4:15 The profit motive problem with Medicare Advantage plans 4:37 Question transition and listener call-in reminder 5:43 Managing an 82-year-old’s taxable account: safety vs. yield 6:18 Why bond funds like BND diversify interest-rate risk better than savings accounts 7:15 CD ladders: how they work and why discipline matters 7:39 Treasury funds vs. total bond funds for capital preservation 7:47 Closing thoughts on preservation-focused portfolios 8:52 Target-date funds vs. DIY 401(k) portfolios 9:20 Glide paths, rebalancing, and what target-date funds do well 10:35 100% equity risk, volatility, and why down markets help accumulators 10:53 Choosing between AVDV and AVES (international small value vs. emerging markets) 11:47 Why the correct answer is often “both” 12:33 Teaching high school students about investing 13:52 Why stock-picking education reinforces a dangerous myth 14:28 Luck vs. skill and the evidence against beating the market 15:39 Index funds, market efficiency, and investor behavior 16:49 Morningstar vs. other research tools 17:18 Empower’s “free portfolio review” and what might be coming next 18:06 Portfolio concentration concerns and tech exposure 19:33 Humor break and annuity skepticism 20:55 What Empower actually is and what that implies 21:16 Empower as an RIA and how to treat their recommendations 21:52 Getting a second opinion from a fee-only advisor 22:58 Thanks, holiday wrap-up, and call for more questions Learn more about your ad choices. Visit megaphone.fm/adchoices

Today’s show turns a national mood ring into a money lesson. Don and Tom walk through a new Wall Street Journal/NORC survey that sorts Americans into four emotional quadrants—comfortable optimists, comfortable pessimists, stressed optimists, and stressed pessimists. Tom takes the quiz live, landing squarely where most Americans do: personally comfortable, broadly pessimistic. The two unpack why sentiment is so gloomy despite solid personal finances, how risk tolerance shifts with market cycles, and why feelings often overpower facts. Listener questions follow on retirement diversification, how much risk one really needs if Social Security covers the bills, whether younger investors should ever be 100% in stocks, and the practical challenges of automatic withdrawals from ETF-based portfolios. 0:04 Don’s intro and NPR-style location banter 1:08 Why the episode is about how we feel about money 1:40 Explaining the four sentiment quadrants in the WSJ/NORC poll 3:12 Tom begins the quiz: current financial satisfaction 4:23 Confidence levels across jobs, savings, and expenses 6:04 Vacations, stock market reactions, and financial worry 8:10 Comparing today’s challenges to parents’ generation 9:18 Buying a home, marriage, caregiving 10:07 Rating the strength of the U.S. economy 10:46 Optimism about the future and “the American dream” 11:26 Expectations for the next year and future generations 13:06 Results: Tom is a “comfortable pessimist” 14:44 Why pessimism dominates the national mood 15:16 What individuals can—and can’t—control about tomorrow 16:29 Listener question: retiring at 63 with mixed assets and too much cash 19:14 How risk tolerance should drive allocation, not income sources 20:35 Fixing the portfolio’s biggest issue: excess high-yield savings 21:54 Listener question: should a 47-year-old investor be 100% stocks? 23:11 Why very few people can stomach a 50% decline 23:59 The case for diversification even when accumulating 24:44 Listener question: automatic ETF withdrawals in retirement 26:15 Annual or semiannual rebalancing as a solution 27:28 ETFs vs. mutual funds: cost vs. convenience 29:13 Year-end cleanup and planning habits Learn more about your ad choices. Visit megaphone.fm/adchoices

Don and Tom take a sharp look at Vanguard’s surprising new direction, especially the decision to fold annuities into 401(k) target-date funds through lightly regulated collective trusts. They contrast Vanguard’s historical simplicity with today’s trend toward complexity, comparing costs, structure, and risk across major providers. Listeners call in with questions about Roth conversions, Schwab target-date funds, entering the market after a forced delay, and whether TIPS or buffered ETFs are worth owning. Throughout, Don and Tom hammer home the fundamentals: low costs matter, complexity harms investors, active management rarely pays, and your stock/bond mix—not gimmicks—drives long-term success. 0:04 Opening and setup: Vanguard’s recent drift toward complex products 1:03 Vanguard’s dominance in target-date funds and why simplicity used to be the point 1:58 Vanguard adding annuities into 401(k) target-date funds — is this helping anyone? 3:11 What does an annuity inside a target-date fund even mean? 4:03 The 25% annuity allocation example and the misleading “8% payout” illusion 5:03 TIAA’s role and why annuity costs remain unclear 6:28 Are annuities inside retirement plans a solution in search of a problem? 7:38 The fine print: Vanguard’s new collective trusts and weak disclosure requirements 8:20 Why collective investment trusts are lightly regulated and potentially concerning 9:07 Caller: Roth conversions when you’re withdrawing to live on — should you stop? 11:32 When Roth conversions lose their benefit and why you need cash for taxes 12:21 Caller: Are Schwab target-date funds worth it in a Roth? (Short answer: No.) 13:31 Why Schwab’s higher fees and low international allocation are a problem 14:52 Active management inside target-date funds — unnecessary and risky 16:12 Risk vs. return: Schwab’s higher volatility and lower historical performance 16:41 Caller: Missed market gains while transferring funds — how to get back in 18:49 When market discomfort signals a stock/bond misalignment 20:16 Comparing Schwab vs. Vanguard target-date funds over 15 years 21:37 Why lower cost + lower volatility + better return makes Vanguard the clear win 22:02 Should you fear future gimmicks like private credit inside target-date funds? 23:29 Caller PSA: Realizing capital gains in a low-income year 24:06 ETF explosion — 908 new ETFs this year, most using leverage or derivatives 25:29 Why “ETF” doesn’t mean good; junk ETFs equal junk mutual funds 26:05 Structural benefits of ETFs and why the market prefers them 27:29 Soccer vs. NFL detour, then back to phone calls 29:07 Listener question from Colorado: Should you buy a TIPS fund? 31:01 Why TIPS rarely add value in diversified portfolios 33:22 TIPS behave more like inflation bets than true inflation protection 34:34 Why simple, short/intermediate, high-quality bonds—and CDs—often do the job 36:17 Caller: What is a buffered ETF, and why does it sound like an annuity? 37:29 Buffered ETFs explained: expensive, complicated, and unnecessary 38:30 Why gimmicks dominate product launches and how they hurt investors Learn more about your ad choices. Visit megaphone.fm/adchoices

In this special seasonal episode, you and Tom resurrect Ha or Duh, tearing through Investopedia readers’ “rules to live by” and dismantling the silliest ones with mock gravitas. Between the dad-joke arms race, a spirited defense of compounding, strong opinions on due diligence, and a surprising detour into crypto-mad zip codes, the show blends real financial guidance with holiday-season chaos. The episode also hits deeper listener questions on rebalancing, Roth vs. pre-tax strategy in high brackets, and the danger of thinking blue chips alone equal diversification. 0:04 Seasonal return of Ha or Duh and setup of Investopedia’s “investing rules” 1:32 Rule 1: Never sell because of emotions — duh 2:44 Rule 2: “Only invest in what you know” — emphatic huh 3:35 Rule 3: Good investment in a bad market — phrasing unclear, lean duh 4:26 Rule 4: Never underestimate compounding — mega-duh 5:35 Rule 5: Cash and patience as “positions” — hard huh 6:25 Segment break into calls 7:49 Back to Ha or Duh lightning round 8:33 Buy low, sell high — duh (with caveats) 9:58 “Losses are tuition you won’t get at uni” — pass 10:21 Hold for the long term — duh 11:09 Marathon, not sprint — duh 11:39 Is education the best investment? Nuanced disagreement 12:45 “Always do your own due diligence” — modified duh (about advisors, not stocks) 15:22 FOMO avoidance — duh 16:27 Final rule: Start now — biggest duh of all 17:41 Wrap-up and transition back to regular Q&A 18:06 Listener question: Finding the “sociopath son” episode 19:28 Setup for Friday’s Q&A episode 20:18 Don’s town turns into “free Disney World” during holidays 21:51 Disney hotel pricing shock and personal stories 23:42 Don’s new original Christmas story: Santaverse 24:01 Story podcasts spike; Short Storyverses mention 25:28 Listener from Bothell: 90% blue chips, 10% cash — how to rebalance? 26:39 Why blue chips aren’t diversified and the S&P concentration problem 28:52 Listener in high bracket asks when Roth beats pre-tax 30:26 SECURE Act 2.0 catch-up rules; Roth vs. pre-tax philosophy 32:10 Monte Carlo vs. unknowable future tax rates 33:26 Why all-Roth 401(k)s would simplify life 34:28 Advice: Likely stay pre-tax in 24% bracket 35:50 Shocking stats: Seattle among highest crypto-owning zip codes 37:24 Air Force bases dominate crypto ownership — why it’s dangerous Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Don and Tom saddle up for a tour through Schwab’s “Good, Bad, and Ugly.” They applaud CEO Rick Wurster’s warning about the growing overlap between gambling and investing, take a hard look at Schwab’s retail-side conflicts and non-fiduciary sales practices, and then recoil at the truly ugly: Schwab’s acquisition of Forge Global and its push to open private-company speculation to everyday investors. From there, they field listener questions about crypto’s pointless search for a purpose, how to implement a disciplined 5 percent retirement withdrawal strategy, the ins and outs of tax-free Vanguard mutual-fund-to-ETF conversions, and whether a younger spouse should convert a large TSP balance to Roth. It’s classic Talking Real Money: skeptical, practical, consumer-first, and mildly exhausted by the Wild West of modern finance. 0:04 Investing as the Wild West and why caveat emptor still defines the industry 0:24 Schwab’s role as custodian vs. broker and how they reshaped trading costs 1:14 Schwab’s discount-broker origins and institutional dominance 2:37 Free trades, market influence, and why Schwab became the industry’s leader 3:52 CEO Rick Wurster’s warning about gambling creeping into investing 4:43 Sports betting numbers, prop bets, and why only 5 percent come out ahead 5:54 The “bad”: Schwab retail selling and the fiduciary confusion 6:40 The “ugly”: Schwab buying Forge Global and pushing private-company speculation 7:23 Why private equity is riskier, pricier, illiquid, and over-hyped 8:17 The myth of private companies outperforming public ones 9:22 Why the Wild West persists: weak oversight, self-dealing, and revolving doors 10:48 Listener question: stablecoins, crypto legitimation, and the greater-fool problem 13:00 Currency concerns and why crypto still solves nothing 13:50 5 percent withdrawal strategy: when and how to draw from your portfolio 15:28 Rebalancing, total return withdrawals, and annual cash-flow discipline 16:47 Why withdrawals should follow rebalancing, not lead it 17:56 Vanguard mutual-fund-to-ETF conversions: how they work and why they’re useful 20:10 Expense-ratio savings vs. capital-gains distributions 20:55 TSP-to-Roth conversion question: tax-rate timing matters 22:44 Only convert if you can pay taxes from outside savings 23:08 Reminder: free adviser meetings, no sales pressure 24:10 TRM’s longevity and approaching episode 2,000 Learn more about your ad choices. Visit megaphone.fm/adchoices

This Friday Q&A episode tackles a wide range of listener questions: whether someone with full pension income still needs bonds, how to fix a cluttered 403(b) invested through Corebridge, what to make of Bill Bengen’s new comments about higher withdrawal rates, how inherited IRAs are taxed over the 10-year rule, and a quick explanation of the difference between “securities” and “equities.” Along the way, Don delivers a vintage KOA radio tag, explains why simplicity beats complexity in retirement plans, and walks through why 8% withdrawal fantasies collapse under real-world math. 0:04 Friday Q&A intro and listener call-ins 1:19 Do you need bonds when pensions cover all expenses? 3:01 Why fixed income still matters (and how to gauge risk tolerance) 4:33 Listener request: Don recreates a KOA radio tagline 7:29 A messy CoreBridge 403(b): what funds to keep and how simple it can be 11:37 Target-date vs. multi-fund portfolios and a small value tilt option 12:05 Bill Bengen’s new withdrawal rate comments — does 8% make any sense? 14:07 Why high withdrawal rates implode in historical simulations 16:02 Inherited IRA: what’s actually taxed and how to plan distributions 18:35 The bracket danger of big lump-sum withdrawals 19:31 Final question: difference between a security and an equity 21:15 Why music licensing on podcasts is a nightmare Learn more about your ad choices. Visit megaphone.fm/adchoices

This episode digs into the unwelcome December surprise of capital-gains distributions, especially from actively managed mutual funds. Don and Tom break down Morningstar’s latest list of high-distribution offenders, spotlighting the astonishing 83% capital-gains payout from the Royce Midcap Total Return Fund. They compare the tax drag, costs, turnover, and long-term underperformance of these funds against index funds and ETFs, and explain why tax-efficient investing matters far more than most people realize. Listener questions cover overly complex portfolios, Edward Jones stock positions, odd-lot tender offers, and whether large-cap blue-chip stocks remove the need for bonds. The episode closes with a reminder that detailed portfolio triage is best handled in one-on-one meetings. 0:04 Capital-gains season returns and why high fund returns can still hurt 0:29 Don & Tom on weather, wardrobe, and warming up in Florida 1:30 December capital-gains distributions and why they happen 2:07 Morningstar’s warning: active funds with big capital-gains payouts 3:06 Vanguard, T. Rowe Price, and American Funds distribution levels 4:09 The biggest offender: Royce Midcap Total Return Fund 5:41 Why 35 funds will distribute more than 10% of assets 5:52 The stunning number: Royce’s 83% capital-gains distribution 6:52 Why big outflows and poor performance drive big taxable events 7:21 Royce’s turnover, tiny size, high costs, and weak long-term returns 8:47 Why it’s critical to hold active funds only in tax-advantaged accounts 10:07 ETFs vs mutual funds: tax efficiency and turnover differences 11:42 Comparing Royce to Avantis AVGE on fees, turnover, and performance 12:16 How AVGE tracks its index vs Royce’s massive underperformance 13:33 When selling an active fund before a distribution may or may not help 14:05 Listener question: overly detailed allocation request — why it needs a meeting 16:29 Why some questions require one-on-one analysis 18:20 Why Appella’s free meetings exist (and what they’re not) 20:35 Odd-lot tender offers explained 22:14 Listener: selling Edward Jones stock holdings and leaving EJ 23:42 Why small, young investors should clean up taxable accounts early 24:24 The long decline of commission-based brokerage 25:26 Bothell check-in: blue-chip stocks vs bonds 27:18 Historical returns: 98 years of total market vs small-cap value 28:49 Why bonds exist in a portfolio despite low recent returns 29:30 Closing thoughts on discipline, diversification, and realism Learn more about your ad choices. Visit megaphone.fm/adchoices

A fast, funny Thanksgiving-weekend show where you and Tom unpack why a tiny handful of stocks drive the S&P’s returns, revisit forgotten winners like Hormel and McDonald’s, explain why “you can’t pick them in advance,” and tie it all back to building global, diversified portfolios. Listener calls cover early-retirement withdrawals with 72(t), whether AVGV should replace AVGE, a Thanksgiving relative obsessed with dividends, and a listener being pitched a 1.24% Fidelity “wealth management” upsell. 0:06 Thanksgiving haze, Manhattans, overeating, and setting up the show 2:24 Magnificent 7 vs S&P 493 and how concentrated returns distort hindsight 4:49 1985’s shock winners: Hormel, Lowe’s (the other one), Franklin Resources 7:41 The 1980–1990 decade: Hormel and McDonald’s huge runs and why none were predictable 8:10 Why you need small, value, and international beyond the S&P 500 10:58 Caller: retiring at 56, 72(t) rules, penalties, and whether IRA vs 401(k) location matters 14:28 Correction: SEPP applies only to the chosen account, not all pre-tax assets 16:36 Travel while you can: knees, age, lie-flat flights, and holiday banter 20:21 Caller: AVGE vs AVGV, value tilts, the overlap, and whether it’s worth the swap 22:49 Why AVGV exists (and why advisors may not need it) 27:35 Thanksgiving email: dividend-obsessed relative critiques VXUS payouts 29:53 What dividends really mean—and don’t—and why payout “stability” is useless 35:49 Voicemail: Fidelity wants 1.24% to “manage” half a 401(k); is it worth it? (No.) Learn more about your ad choices. Visit megaphone.fm/adchoices

Tom and Don spend this post-Thanksgiving episode dismantling the illusion that big insurance companies—Northwestern Mutual in particular—are “financial advisors” rather than high-pressure sales organizations built on whole-life commissions. Don recounts his own early days as a Dean Witter cold-call cowboy, and the two walk listeners through a damning Guardian investigation revealing recruitment practices, high-pressure quotas, and the wealth-destroying math behind whole life. The phones open to calls about Cambridge’s nearly 3% wrap fees, sociopathic insurance sales relatives, term-insurance needs for young families, Roth vs. pre-tax decisions, and how to find a real fiduciary advisor. The theme is consistent: avoid sales machines masquerading as advice, and keep investors from being devoured by the industry’s worst incentives. 0:04 Tech glitches, Thanksgiving jokes, and Tom’s three-week vacation cadence 1:45 Why this is “not the best-of”—it may be the worst-of 2:26 Don’s Dean Witter cold-call origin story and the culture of selling, not advising 3:35 Northwestern Mutual’s rebrand and the Guardian investigation 4:08 False promises: “You’ll make $200K in three years” 5:12 The cold-calling boot camp and why only one trainee survived (Don) 6:46 Inside the student recruitment pipeline and the friends-and-family harvesting 8:11 Whole life math: the S&P at +3700% vs. Northwestern at +44% 10:50 Why whole life persists: commissions 12:41 Wrap-up of the Guardian findings and the industry’s structural sleight-of-hand 16:23 CALL: Cambridge Wealth “index” portfolio with hidden fees 23:14 The reveal: Cambridge’s small-account wrap fees approach 3% per year 25:54 CALL: Son-in-law selling insurance, knows it’s a ripoff, loves the money 28:55 Thanksgiving family drama and the “sociopath vs. psychopath” riff 29:59 CALL: How much term life insurance should a high-income parent carry? 32:52 CALL (same): Splitting Roth vs. pre-tax contributions when income is high 34:28 CALL: How to find a true fiduciary (and avoid annuity traps) 37:59 The advisor interview form and how to make salespeople disqualify themselves Learn more about your ad choices. Visit megaphone.fm/adchoices

A light Black Friday edition tackles four listener questions covering Vanguard’s Digital Advisor, the timing of Social Security versus IRA withdrawals, whether to swap target-date funds for a VT/BND mix, and the wisdom (or lack thereof) of adding managed-futures ETFs. The show ends with a look at whether international bonds meaningfully improve diversification (answer: barely). The through-line? Keep investing simple, avoid expensive complexity, and stick with risk-appropriate, broadly diversified portfolios—holiday weekend or not. 0:09 Don debates doing a Black Friday episode but decides to keep listeners company 1:58 How to submit questions on the website and call on Saturdays 2:16 Q1: Is Vanguard’s Digital Advisor worth using? 2:56 Pros and cons: low cost, limited choices, avoid the active-fund version 4:29 Transition to Q2 4:55 Q2: Should a spouse take Social Security at 62 or delay and live off an IRA? 5:50 Pension changes the math—delay for the 8%/yr benefit 7:13 Target-date vs. VT/BND performance and Roth allocation logic 8:32 Risk tolerance matters more than account type 9:09 Actual performance: 2035 fund vs. VT/BND nearly identical 9:42 Q3: Adding managed-futures ETFs as a diversifier 10:23 Why Don strongly opposes adding complexity and high-expense hedges 11:36 Expense ratios make them non-starters 11:56 Q4: Should investors add international bonds? 12:46 Tiny diversification benefit; generally not worth it for DIY investors 14:38 Correlation improvement maxes out around one-tenth of one percent Learn more about your ad choices. Visit megaphone.fm/adchoices