
632.9K
Downloads
1688
Episodes
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

4 hours ago
4 hours ago
24 min
If you don’t know what questions to ask, you’ll never discover what it means to be a confident investor who can truly relax about money. Over the years, Paul has seen many potential clients and knows how to spot people who are ready to get off the industry treadmill and become confident investors. In this two-part episode, Paul talks about an investor he met with this week who was asking the right questions, and he pulls you into the conversation by sharing the questions that will lead you in the right direction.
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.

2 days ago
2 days ago
24 min
Many investors get pulled into a portfolio or fund that has performed well, only to find that they don’t ever enjoy the returns that were described. Today, Paul answers a question about why fund companies never seem to have poorly performing funds. Paul shares that mutual fund companies phase out “bad” funds and hold onto good ones, which gives investors the impression that they will get in on the past performance of an investment.
Paul pivots to the news that gold has gone up, but that doesn’t make it a good investment now. Paul explains relative loss, a concept that will help you understand that when your account goes up, that doesn’t mean it performed well or that you even received the return of the investment you’re in.
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.

3 days ago
3 days ago
28 min
Paul looks back at how “The Investor Coaching Show” began 25 years ago and the people, relationships, and lessons that helped shape its mission. From the beginning, the goal was to challenge the financial industry's sales-driven messages and provide investors with education grounded in academic research. Paul explains why much of what is presented as investing education is actually designed to persuade people to move their money — often benefiting the broker more than the investor. Listen along to hear why the principles behind confident investing have remained remarkably consistent throughout the show’s history.
Later in the show, Paul shares that you should avoid investment trackers that follow famous investors. These are just a sales pitch that are trying to use your instinct to go toward pleasure against you.
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.

5 days ago
5 days ago
16 min
Today, Evan looks at a few more questions confident investors should be able to answer: What is risk tolerance, and how much personal risk should you take in your investing journey? He explains how the balance between stocks and bonds — and between different types of stocks — affects the returns you might expect and the ups and downs you might experience along the way. Listen along as Evan explains why successful investing is not about putting money into the market and hoping for the best but building a portfolio you can feel confident about through the years because you're getting fairly compensated for the risk.
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 31, 2026
Jul 31, 2026
26 min
More investors are starting to ask about Section 351 exchanges, a little-known part of the tax code that can allow someone to move appreciated stocks into an ETF without immediately paying capital gains taxes. Evan breaks down how the strategy works, who may be able to use it, and why it probably won’t come up in most investors’ financial plans. He also looks at why Section 351 exchanges are getting more attention from regulators and whether they are a smart planning strategy or simply a tax loophole.
Later in the episode, Evan talks about taxes on student financial aid and what families should know about Trump Accounts.
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 30, 2026
Jul 30, 2026
17 min
What is the stock market, how do investors get paid, and how should you choose which investments to own? Evan shares several questions from a list of 20 that every confident investor should be able to answer. He explains why understanding these basic principles can help you evaluate financial advice, avoid common investing mistakes, and make more informed decisions. Listen along to learn how building a strong foundation of investment knowledge can give you greater confidence in your financial future.
Later in the episode, Evan asks, “Have you developed your investment philosophy?” and explains why this is a crucial step for an investor.
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 29, 2026
Jul 29, 2026
28 min
Will AI eventually replace human financial advisors? Evan shares how a client recently used ChatGPT to learn about their financial plan and prepare for a more productive meeting. Evan explains the difference between using AI to make investment decisions for you and using it as a tool to become a more confident investor. Listen along as Evan brings in an article that explains the biases and weaknesses of AI and discusses why technology can provide information but cannot ask the right questions, care about your goals, or help you connect your money to its true purpose.
Later in the episode, Evan shares the 20 questions confident investors are able to answer and why understanding your true purpose for money is about more than just your financial well-being but also your mental health and physical health.
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. Investing involves risk, including the possible loss of principal.
Advisory services offered through Paul Winkler, Inc., an SEC-registered investment adviser.

Jul 27, 2026
Jul 27, 2026
23 min
Whether retirement is 10 years away and you are disappointed by how little you have saved, or 30 years away and you are skeptical of the entire system, it is easy to lose hope and convince yourself that your future self will figure out all the details. Today, Paul shares the mindset and steps he used to gradually transition from fear of the future to confidence about finances. At the end of the day, you work hard for your money, and you deserve to have some of it left over each month. Listen along to hear some practical steps for getting off the sidelines and beginning to save and invest with purpose.
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 24, 2026
Jul 24, 2026
18 min
In this episode, Paul breaks down an interview that promotes private equity while also admitting that individual investors may be better off avoiding it. With returns near 1.5%, limited liquidity, and benefits aimed more at insurance companies than households, the sales pitch quickly falls apart. Listen along to hear how Wall Street and the media are an endless hype machine that encourages you to put your money in trends and then disappears into the background with no accountability when they fail.
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 23, 2026
Jul 23, 2026
18 min
For decades, financial pundits and economists have warned that a large U.S. budget deficit could hurt the market and cause pain for investors. Today, Paul notices that the same warnings are circulating again and pushes back on fears about higher taxes, rising interest rates, and companies having a harder time borrowing money. Listen along as Paul explains why the market has remained a powerful wealth-building machine through changing deficits, tax policies, and economic conditions. Paul also shares why reacting to economic headlines can cause investors to miss the long-term wealth creation that markets have historically provided.
Later in the episode, Paul discusses the disadvantage of having your home or business as your biggest asset instead of an investment portfolio.
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.