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A podcast to help you get an insider’s view of the financial world and escape common investment traps. Each week, we look at the financial news of the day and help you make sense of it so you can relax about money.
Episodes

Jul 22, 2026
Jul 22, 2026
31 min
Private equity is the product being pushed right now. Investors are constantly told that the next strategy, product, or private-market opportunity could deliver better results. Today, Paul explains how the industry uses those claims to keep investors chasing trends instead of following a consistent, evidence-based approach. Listen along as Paul shares why successful investing requires you to slow down and educate yourself so that you can stop being a sales opportunity for the industry and start making confident investment decisions.
Later in the episode, Paul brings an article called “The Tax Strategy for People Suffering From Stock-Market Success” and talks about why getting lucky on a risky investment strategy could actually be one of the worst things to happen to you because it keeps you from seeing the risks until it’s too late. The conversation focuses on choosing an investment strategy based on tax advantages without considering the whole picture.
Want to cut through the myths about retirement income and learn evidence-based strategies backed by over a century of data? Download our free Retirement Income Guide now at paulwinkler.com/relax and take the stress out of planning your retirement.
This material is for general educational purposes only and is not personalized investment, financial, tax, or legal advice. Past performance does not guarantee future results. Nothing here is an offer, solicitation, or recommendation for any security or strategy. All financial decisions involve risk, and you should consult qualified professionals before acting on this information.
Advisory services offered through Paul Winkler, Inc., an SEC-registered investment adviser.

Jul 20, 2026
Jul 20, 2026
15 min
One of the strongest skills confident investors develop is learning how to recognize information that is incomplete, misleading, or designed to sell something. AI is not reliable enough to provide personalized financial advice, media outlets often use fear and urgency to attract attention, and even major insurance and mutual fund companies offer “education” that steers investors toward their own products. Today, Paul breaks down an advertisement for private equity investing to show how easily sales messaging can be disguised as financial education.
Want to cut through the myths about retirement income and learn evidence-based strategies backed by over a century of data? Download our free Retirement Income Guide now at paulwinkler.com/relax and take the stress out of planning your retirement.
This material is for general educational purposes only and is not personalized investment, financial, tax, or legal advice. Past performance does not guarantee future results. Nothing here is an offer, solicitation, or recommendation for any security or strategy. All financial decisions involve risk, and you should consult qualified professionals before acting on this information.
Advisory services offered through Paul Winkler, Inc., an SEC-registered investment adviser.

Jul 17, 2026
Jul 17, 2026
26 min
On July 4, Trump Accounts were signed into law and are now available as an option to invest in your kid’s future. Many investors are curious about the $1,000 government contribution and how these accounts stack up against other investing options, like the 529 plan. Today, Paul and Evan share some important details about the accounts and whether this changes the landscape of saving and investing for minors.
Want to cut through the myths about retirement income and learn evidence-based strategies backed by over a century of data? Download our free Retirement Income Guide now at paulwinkler.com/relax and take the stress out of planning your retirement.
This material is for general educational purposes only and is not personalized investment, financial, tax, or legal advice. Past performance does not guarantee future results. Nothing here is an offer, solicitation, or recommendation for any security or strategy. All financial decisions involve risk, and you should consult qualified professionals before acting on this information.
Advisory services offered through Paul Winkler, Inc., an SEC-registered investment adviser.

Jul 16, 2026
Jul 16, 2026
11 min
Many investors expected SpaceX’s addition to major indexes to create a surge in demand and push its stock price higher. Instead, the price fell. So what did investors misunderstand?
Paul and Evan explain why forced buying from index funds does not automatically create lasting returns. Over time, a company’s stock price must be supported by its earnings, risks, and underlying value — not simply by a temporary increase in demand. The struggle SpaceX investors are having right now is that they jumped into a company the market still doesn’t know how to properly evaluate.
Want to cut through the myths about retirement income and learn evidence-based strategies backed by over a century of data? Download our free Retirement Income Guide now at paulwinkler.com/relax and take the stress out of planning your retirement.
This material is for general educational purposes only and is not personalized investment, financial, tax, or legal advice. Past performance does not guarantee future results. Nothing here is an offer, solicitation, or recommendation for any security or strategy. All financial decisions involve risk, and you should consult qualified professionals before acting on this information.
Advisory services offered through Paul Winkler, Inc., an SEC-registered investment adviser.

Jul 15, 2026
Jul 15, 2026
28 min
Fidelity is forecasting relatively weak returns for large U.S. stocks over the next 10 years. Yet, much of the money it manages remains heavily invested in that same category. In this episode, Paul and Evan examine why the financial industry continues to treat large U.S. stocks as the center of the investing universe and explain how these companies use “professional market forecasts” to encourage market timing, product sales, and portfolios that may leave investors with less than the market has to offer.
Later in the episode, Paul shares why confident investors don’t feel the need to predict which companies, sectors, or asset classes will win next.
Want to cut through the myths about retirement income and learn evidence-based strategies backed by over a century of data? Download our free Retirement Income Guide now at paulwinkler.com/relax and take the stress out of planning your retirement.
This material is for general educational purposes only and is not personalized investment, financial, tax, or legal advice. Past performance does not guarantee future results. Nothing here is an offer, solicitation, or recommendation for any security or strategy. All financial decisions involve risk, and you should consult qualified professionals before acting on this information.
Advisory services offered through Paul Winkler, Inc., an SEC-registered investment adviser.

Jul 6, 2026
Jul 6, 2026
20 min
When people say “the market is down,” they may not be telling the whole story. In reality, there isn’t just one market, and the way your portfolio is diversified can make a big difference in how you experience market movement. Today, Paul explains why broad statements about the market can be misleading and how it’s easy to get confused when there are two types of diversification: diversification of companies within an area of the market and diversification between different areas of the market. Listen along to learn why understanding the difference can help you think more clearly when headlines make it sound like everything is moving in the same direction.
Later in the episode, Paul shares how some tech industry speculators are still split on the outlook of Musk's companies and are betting against them.
Want to cut through the myths about retirement income and learn evidence-based strategies backed by over a century of data? Download our free Retirement Income Guide now at paulwinkler.com/relax and take the stress out of planning your retirement.
This material is for general educational purposes only and is not personalized investment, financial, tax, or legal advice. Past performance does not guarantee future results. Nothing here is an offer, solicitation, or recommendation for any security or strategy. All financial decisions involve risk, and you should consult qualified professionals before acting on this information.
Advisory services offered through Paul Winkler, Inc., an SEC-registered investment adviser.

Jul 3, 2026
Jul 3, 2026
29 min
A client calls Paul unsophisticated because he doesn't actively use a specific Social Security analysis software or push clients to do Roth conversions. The reality is that Roth conversions are a huge marketing tool for companies. Investors love the idea of making a sophisticated tax move, but Roth conversions don’t make sense in every situation. Listen along as Paul shares five compelling reasons not to flip your traditional IRA into a Roth IRA.
Later in the episode, Paul shares another strategy marketed to investors that seems sophisticated but earns a large commission for the salesperson.
Want to cut through the myths about retirement income and learn evidence-based strategies backed by over a century of data? Download our free Retirement Income Guide now at paulwinkler.com/relax and take the stress out of planning your retirement.
This material is for general educational purposes only and is not personalized investment, financial, tax, or legal advice. Past performance does not guarantee future results. Nothing here is an offer, solicitation, or recommendation for any security or strategy. All financial decisions involve risk, and you should consult qualified professionals before acting on this information.
Advisory services offered through Paul Winkler, Inc., an SEC-registered investment adviser.

Jul 2, 2026
Jul 2, 2026
25 min
It’s a common misconception in the investing industry that bigger is always better. If someone manages $85 billion in investments, shouldn’t they be a pro? Unfortunately, this is rarely the case. Today, Paul shares an interview on national television in which a Wall Street “legend” really gets pressed on his 20+ years of bad investing advice. Listen along as Paul describes what a “permabear” is in investing and how people can make a living scaring people out of investing in stocks.
Later in the episode, Paul and Arlene share that individual investors aren’t the only ones who can try to stock-pick, as major index funds jump to add SpaceX to gain credibility and follow the trend.
Want to cut through the myths about retirement income and learn evidence-based strategies backed by over a century of data? Download our free Retirement Income Guide now at paulwinkler.com/relax and take the stress out of planning your retirement.
This material is for general educational purposes only and is not personalized investment, financial, tax, or legal advice. Past performance does not guarantee future results. Nothing here is an offer, solicitation, or recommendation for any security or strategy. All financial decisions involve risk, and you should consult qualified professionals before acting on this information.
Advisory services offered through Paul Winkler, Inc., an SEC-registered investment adviser.

Jul 1, 2026
Jul 1, 2026
26 min
You go through two different phases with money in life. In the first phase, you work for money. In the second, your money begins working for you. No one wants to enter retirement only to find themselves dependent on family or the government because they weren’t prepared for that transition.
In this episode, Arlene Brown joins Paul to discuss six habits that can help you build greater financial independence. Together, they share the common traps they’ve seen clients fall into, the lessons they’ve learned along the way, and why discovering your true purpose for money will help you follow through on these steps and become more confident around money and investing.
Want to cut through the myths about retirement income and learn evidence-based strategies backed by over a century of data? Download our free Retirement Income Guide now at paulwinkler.com/relax and take the stress out of planning your retirement.
This material is for general educational purposes only and is not personalized investment, financial, tax, or legal advice. Past performance does not guarantee future results. Nothing here is an offer, solicitation, or recommendation for any security or strategy. All financial decisions involve risk, and you should consult qualified professionals before acting on this information.
Advisory services offered through Paul Winkler, Inc., an SEC-registered investment adviser.

Jun 29, 2026
Jun 29, 2026
15 min
Does your adviser believe that it’s their job to make sure you’re in the “right” part of the market at the right time? Today, Paul and Jim talk about why it’s important to read through the ADV of your firm because it explains what your adviser believes their job actually is and how they will manage your money. Find someone who will not market time with your money under the code words of “tactical asset allocation” and “fundamental analysis,” because research shows there is no compelling evidence that any of these strategies work better than staying invested.
Want to cut through the myths about retirement income and learn evidence-based strategies backed by over a century of data? Download our free Retirement Income Guide now at paulwinkler.com/relax and take the stress out of planning your retirement.
This material is for general educational purposes only and is not personalized investment, financial, tax, or legal advice. Past performance does not guarantee future results. Nothing here is an offer, solicitation, or recommendation for any security or strategy. All financial decisions involve risk, and you should consult qualified professionals before acting on this information.
Advisory services offered through Paul Winkler, Inc., an SEC-registered investment adviser.