The Investor Coaching Show
The Investor Coaching Show with Paul Winkler
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.
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The Investor Coaching Show
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Latest episode
Jul 6, 2026
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Episodes
Most Investors Are Watching Their Retirements Shrink Because of This Portfolio Problem 09.04.2026 18:02
Today, Paul focuses on the vast majority of American investors who are blindly trusting the industry and are now overweighted in one of the year’s most poorly performing market segments. Listen along as Paul explains why overweighting in large U.S. companies has been an industry favorite for years, even though investment firms know this practice leaves investors vulnerable to numerous risks. Paul...
Fear, Greed, and Loyalty: The Easiest Way To Make a Commission 08.04.2026 28:51
Paul started his financial career the way most people do: learning about financial products from insurance companies and brokerages, then trying to sell those products to investors for a commission. Listen along as the Investor Coach shares some inside industry information to help you understand that the whole industry is designed to appeal to your fear, greed, or loyalty to sell you solutions to...
How Do You Know an Investment Firm Is Right for You? 06.04.2026 14:43
Unfortunately, it is not difficult to get into the investment industry as a financial planner with no experience and very little education. However, each firm aggressively markets itself as the most qualified and most sophisticated fiduciary to help you manage your wealth and meet your goals. Today, a listener asks Paul: In an environment like this, how can you know that an investment firm is real...
Diversify and Hold: The Confident Investor’s Strategy 03.04.2026 29:08
Investors who responded to the war in Iraq are now faced with a dilemma: Is it time to get back in the market? Are the U.S. and Iraq in talks that could move markets up, or is this just the beginning of a long slump in equity markets? Today, Paul explains why market timing is impossible to master. Listen along to hear why confident investors don’t rely on headlines and luck, but on a strategy that...
Why Do We Invest in Bonds? Why Not Buy an Annuity Instead? 02.04.2026 25:24
It’s very common for financial professionals to convince investors that stocks are too risky and bonds won’t perform well enough to provide an income from your portfolio. Their solution almost always involves selling you confusing, high-commission annuity products. Listen along as Paul shares why annuities are a very bad replacement for bonds and why the people who don’t understand why they own bo...
Annuities, Bonds, Stocks, Commodities, Real Estate: Not All of These Are Investments 01.04.2026 19:52
Only a few things are truly considered investments. There’s a good chance that you’ve heard of investment options recommended from an advisor or family or friends that don’t meet the criteria to be called an investment. Today, Paul walks through some of the most popular options people turn to when they want to invest and explains how confident investors can distinguish between investments and fina...
Is Owning the S&P 500 Enough for Retirement? 30.03.2026 20:41
Paul and Jim tackle the overconfidence that many investors have in large U.S. stocks and explain why owning the S&P 500 alone doesn’t lead to confident investing, but to sequence of returns risk, lack of diversification, and worry over the health of U.S. companies and markets. Listen along as these two advisors share why you need to move from a product approach to a process approach to your in...
Texas Court Tosses Fiduciary Rules: A Big Win for Insurance Companies 27.03.2026 24:31
Texas throws out a Biden-era fiduciary rule giving insurance companies more license to sell bad products to people who don’t fully understand them. Today, Paul and Jim talk about how the industry uses the term “fiduciary” to build trust, but can just as easily push you toward products that are in the agent's best interest as well. Listen along to hear why fiduciary rules don’t fix the industry, bu...
The Investor Coach Answers: Should I Use My Age As My Bond Allocation? 26.03.2026 19:02
Paul answers a few popular questions directly from listeners of the show. Listen along as Paul responds to an investor who wants to know if the common strategy of using your age to determine your bond allocation is a reliable way to keep your portfolio healthy through retirement. Later in the episode, a listener wants to know how you monitor and manage the hidden trading costs inside a portfolio....
The Investor Coach Answers: How Will the War Affect Markets? 25.03.2026 27:56
Today, Paul answers a few popular questions directly from listeners of the show. Listen along as Paul starts with a burning question for most investors: How will the war in the Middle East affect markets and investors saving for retirement? Later in the show, Paul addresses a listener's question about whether he has changed his position on owning precious metals, such as silver, given their widesp...
The Design of Your Portfolio Determines Its Performance 23.03.2026 15:24
Everyone wants to fly in an airplane that has been carefully designed and constructed. The design of the airplane determines its performance. Today, Evan explains that the same principles apply to the design of an investment portfolio and can be the difference between reaching your destination and having to bail out in an emergency landing. Want to cut through the myths about retirement income...
The Investor Dilemma: Why It’s Hard for Investors To Relax About Money 20.03.2026 26:01
Today, Evan talks about the investor dilemma. A common problem is that investors try to feel more comfortable by predicting the future and buying funds with good track records. As tempting as this may be for investors, it leads to emotional investing decisions and taking uncompensated risks. Listen along as Evan explains all these concepts and shares how to get out of this fear cycle and on the pa...
Adults Over 60 Are Losing Billions to These Scams. Don’t Be One of Them. 19.03.2026 25:52
Adults over 60 are much more likely to be the victim of a scam than of a violent crime or robbery at their home. Today, Evan shares an article highlighting the tactics used by scammers who are successfully stealing billions of dollars from people over the age of 60. Later in the episode, Evan discusses whether FINRA should be merged with the SEC and whether Wall Street’s primary regulatory authori...
The War in Iran: Oil Is Up. Stocks Are Down. How Are Investors Doing? 18.03.2026 25:06
Today, Evan jumps straight into the headlines and shares how the war in Iran is doing two things most people expected: pushing stock prices down and oil prices up. But how are these changes affecting investors? Listen along as Evan covers this and discusses why the market hasn’t dropped enough to be considered a major dip, and whether the change in oil prices will cause a major disruption to your...
Paul and Evan Cover Basic Financial Questions 16.03.2026 24:40
How much should you have in an emergency fund? And why? How do you make a personal budget that works for you? Is life insurance important? When am I ready to buy a house? Today, Paul and Evan cover these questions and more to help anyone who wants to know where they stand become more confident about money and investing. Want to cut through the myths about retirement income and learn evidence-ba...
The Headlines Are Out of Control. Remember Positive News Takes Longer To Get Out. 13.03.2026 26:13
Paul shares some headlines that make it seem like the world is out of control and going to get worse. With these inflammatory headlines, Paul describes two psychological realities that can keep you from getting sucked into the fog of fear. Listen along as Paul reminds you that good news takes a while to hear and that people often remember the past as rosier than it actually was. Paul explains how...
“People Should Be Free To Do What They Want.” Do We Really Believe That? 12.03.2026 24:06
Evan shares a few rules about Trump Accounts that have come out recently. Paul segues to an interview where the Robinhood CEO is pressed about an obviously dangerous investment that the SEC is shutting down. His response was, “People should be free to do what they want.” Paul pushes back hard to remind investors that this product is hurting investors and would be the equivalent of a drug dealer ma...
Another War in the Middle East Poses a Trap To Disciplined Investors 11.03.2026 26:34
Over the last week, we’ve heard many stories and predictions that remind us of events that have happened in the Middle East in recent history. When the news gets this big, even the most disciplined investors are tempted to respond to current events and make an emotional investing decision. Today, Paul and Evan read an article arguing that a real democratic revolution in Iran seems impossible until...
In Trying Times, You Don’t Need an Investing Club. You Need a Proven Method. 09.03.2026 23:34
Paul brings Jim Wood on the show to discuss the current climate and why it leaves investors vulnerable to people taking advantage of them. In a world where threats of war, a 24-hour financial news cycle, and an industry full of market timers dominate, investors are in danger of getting pushed into their emotions and then making changes that make the market makers money. Paul tells investors they d...
“I’m 45 and Expect a Good, Long Recession.” Here’s What He’s Doing About It. 06.03.2026 21:46
Paul and Jim share a somewhat funny take in MarketWatch from an investor who is all over the place, but actually represents many people who are still trying to beat markets and be “good” at investing. Listen along as these two investors talk about how markets go up during recessions and why being a good investor isn’t about looking at all the news and trying to get your money in the right place at...
Worst Case in Iran: How Should Your Portfolio Perform During a Decline? 05.03.2026 27:05
Paul and Jim discuss the news in Iran and its unfolding developments. Listen along as these two advisors cover why uncertainty, war, and changing prices aren’t necessarily signs of market decline. How should your portfolio perform during a decline? Paul and Jim answer these questions and try to give you a bigger picture and possible positive outcomes that the media will never talk about. Paul and...
Is a War in Iran Likely To Hurt Your Retirement? 04.03.2026 27:59
It has been a big week for headlines with the joint attacks in Iran, leaving many investors questioning how this might affect markets and gas prices in the short term. News this significant makes investors ask, “What am I supposed to do?” Paul and Jim give their honest take on the current events in Iran and discuss some misconceptions about wartime and markets. Listen along as Paul teaches how war...
People Buy Milkshakes Early in the Morning. A New Product Is Born. 02.03.2026 26:24
Evan talks about how McDonald's discovered that most of their milkshakes were sold before 10 a.m., which sparked a heavily sold product that keeps many businesses running: the frozen coffee beverage. Listen along as Paul and Evan discuss how flexible and dynamic businesses can be and why trying to pick the winners out of the crowd has proved to be a bad tactic for investors. Later in the episode,...
Bitcoin’s Decline: Can It Compete With the Dollar? Does It Work as an Investment? 27.02.2026 23:29
Bitcoin drops 40%, but proponents try to claim that volatility is decreasing. Paul and Evan discuss the fundamental issue with trading a commodity that lacks a practical application in the world and competes with one of the most stable forces globally: the U.S. dollar. Listen along as these two advisors share a CNBC interview that’s working hard to spin some sort of upside to this investment. Late...
When Will the Tide Turn in Overseas Markets? 26.02.2026 22:30
Most diversified portfolios are not just even amounts of U.S. and international holdings. It’s more nuanced than that. Over the last few months, we’ve seen pundits who for years have encouraged investors to only own large U.S. companies but are now pushing international stocks because they have been outperforming the U.S. for a while. Paul and Evan remind you that confident investors don’t rely on...
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