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PODCAST

The Investor Coaching Show with Paul Winkler

The Investor Coaching Show

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.

business investing

All Episodes

16:30

Love What You Do and Prepare for the Day You Can’t Do...

The Investor Coaching Show with Paul Winkler ·

2025/12/22

Everyone will eventually reach a point where they can’t or no longer want to work. Paul and Jim discuss U.S. doctors who earn the highest wages in the world but dislike their jobs. Listen along to hear how purpose, work, and finances can either create a nightmare for you in the future or allow you to be flexible and choose what is best for you in any season. Later in the episode, Paul talks about Robinhood’s ADV and why it is crucial to look at ADVs before you give your money to trading platforms or

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33:57

Companies Are Marketing Against the 60/40 Portfolio...

The Investor Coaching Show with Paul Winkler ·

2025/12/19

Paul and Jim cover an article and an interview that spreads misinformation about 60/40 portfolios and exposes the industry's problem with them: They never set them up or manage them correctly, and then complain about the results. Listen along to learn about why the industry wants to push you in other directions when taking retirement income and what the Nobel Prize-winning research says instead.Want to cut through the myths about retirement income and learn evidence-based strategies backed by

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13:11

You Should Always Take Social Security at Age …

The Investor Coaching Show with Paul Winkler ·

2025/12/18

Today, Paul and Jim discuss an article that claims the math proves the optimal age to take Social Security is 70. Listen along as these advisors talk about why each plan is unique and some reasons it may be a bad choice to take it at that age. Confident investors know that taking benefits at a mathematically perfect age can be a trap, but learning about your own plan and goals can help you discover the right age for you to start taking benefits.Want to cut through the myths about retirement

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32:43

The Reason People Aren’t Becoming Homeowners in 2025

The Investor Coaching Show with Paul Winkler ·

2025/12/17

Paul and Jim open the episode by discussing a challenge that often sneaks up on newly retired investors: trusting the process and letting their money work for them. The two advisors then acknowledge the difficulty of becoming a homeowner in 2025 and share a few different opinions about why the average age of a first-time homeowner is now 40. Listen along as they break down these takes and add their experience to the conversation.Want to cut through the myths about retirement income and learn

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18:26

Robinhood Has Changed the Culture of Investing for...

The Investor Coaching Show with Paul Winkler ·

2025/12/15

Getting investors to recognize the limitations of stock picking has always been a problem. Now, it is even more difficult because Robinhood has changed the investing culture for the next generation. Today, Paul, Evan, and Jim talk about how Robinhood has exploded by blurring the lines between investing, which requires patience and a long-term outlook, and betting, which focuses on entertainment and short-term results. Want to cut through the myths about retirement income and learn evidence-based

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17:53

America in Decline: Economies Need Populations to Grow

The Investor Coaching Show with Paul Winkler ·

2025/12/12

Today, Paul, Evan, and Jim discuss why steady population growth is an important factor in an economy's health and prosperity. The problem is that population growth is difficult to affect through policy. Listen along as these advisors discuss how the U.S. government has worked to incentivize marriage and family, whether the Trump accounts are a similar tactic, and how policies that slow immigration also exacerbate the issue of population growth.Want to cut through the myths about retirement income

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31:16

NASCAR Driver Sues Pacific Life for $8.5 Million Over...

The Investor Coaching Show with Paul Winkler ·

2025/12/11

Paul, Jim, and Evan bring up a lawsuit between NASCAR driver Kyle Busch and Pacific Life. Busch was sold a life insurance policy that would allow him to pull out $800,000/year after he turned 52. After many attempts to talk with his agent, it seems his money is gone. Listen along to hear why insurance products that claim to be “safe” are even too risky for someone who drives race cars professionally.Want to cut through the myths about retirement income and learn evidence-based strategies backed by

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32:32

No Plan and No Purpose: The Fastest Way To Make...

The Investor Coaching Show with Paul Winkler ·

2025/12/10

Evan and Jim join Paul on the show today to talk about how easy it is to start heading in the wrong direction with your finances. The industry is designed to confuse you and wear you down, and people's instincts lead them to what feels exciting or safe. Paul shares an honest clip about NFTs and how millions were lost in the craze. Listen along as these advisors share why living with purpose and knowing your plan puts you in the driver’s seat of your finances and helps you relax about money.Want

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20:08

Propagandist Uses War-Time Strategies on American...

The Investor Coaching Show with Paul Winkler ·

2025/12/08

Marketers work hard to manipulate your opinion of health and prosperity largely because of a man named Edward Bernays. Today, Paul shares a video about Edward Bernays, Sigmund Freud’s nephew, who worked hard after WWII to sell products to American consumers through manipulation and psychology. Listen along to hear how Bernays’ propaganda principles have shaped advertising and modern life in the United States for the last 80 years. Later in the episode, Paul shares that most of the companies and

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27:59

Investing and Sports Betting on the Same App. How Did...

The Investor Coaching Show with Paul Winkler ·

2025/12/05

Americans for decades have learned about investing in school through a game that puts gambling at the center of the process. Fast forward a few generations, and companies like Robinhood have taken over the industry, offering both investing and sports betting on the same platform. Listen along as Paul explains that when you truly invest, you should be able to look at market benchmarks to measure your success, but when you gamble, you are stuck comparing the odds on different games at the casino,

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13:03

Learning a Lesson From the '90s About Betting on AI

The Investor Coaching Show with Paul Winkler ·

2025/12/04

Each time we seem to be on the brink of a technological paradigm shift, investors flock to bet on the companies that are vying to win the technological race. Today, Paul reminds investors what happens when you try to bet on winners and losers and let greed enter the investing process. Listen along as Paul explains why AI has the potential to make all investors profit, but could really hurt the few investors who forget that none of the top 30 tech companies in 2000 made it to 2025 in the same

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34:08

This Is How To Move From Anxiety to Confidence

The Investor Coaching Show with Paul Winkler ·

2025/12/03

Paul shares that people who experience the most stress in life tend to focus more on the outcomes than on the process. Today, Paul talks about why happiness is more difficult to achieve the more you chase it. Listen along to hear why Paul believes that controlling what is in your control and focusing your attention on daily tasks and pleasures turns your brain from a place of anxiety to a place of confidence. Later in the episode, Paul talks about the most powerful parts of your brain and how you

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16:26

What Happens if You Put Tax Benefits Before...

The Investor Coaching Show with Paul Winkler ·

2025/12/01

Who wants to pay more taxes than they should to the government? No one. Today, Evan and Paul talk about taxes and why companies use your desire to pay less in taxes to push you into investment vehicles that might actually cost you more in the long run. 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

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29:47

"Fiduciary" Is a Marketing Buzzword in an Industry...

The Investor Coaching Show with Paul Winkler ·

2025/11/28

Evan shares an ad from a company that features a concerned investor trying to determine if they need a fiduciary for their investments. Paul and Evan break the illusion by sharing just how easy it is for the industry to lure people in with the term fiduciary and then hide behind loopholes and confusing disclosures. Fiduciary is supposed to mean someone who acts in your best interest, but the standard is not high enough. Want to cut through the myths about retirement income and learn

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15:41

Gold, the U.S. Dollar, Real Estate, and Stocks. What...

The Investor Coaching Show with Paul Winkler ·

2025/11/27

Today, Paul and Evan continue a conversation about what makes gold valuable and why so many investors believe it’s a strong investment. The two advisors then expand on the idea to discuss currencies, real estate, and stocks. How does the market decide what something is worth, and why does Paul exclude some popular commodities from his 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

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34:26

The FED’s Job Is To Provide a Stable Currency. Are...

The Investor Coaching Show with Paul Winkler ·

2025/11/26

Today, Paul and Evan share some commentary on the U.S. Federal Reserve and why its job is to create a stable currency, not a zero inflation economy. Listen along to learn about the history of the Federal Reserve and about how inflation can actually be a useful tool in the U.S. economy. Later in the episode, Paul shares why he doesn’t include gold as an investment in any investment portfolio.Want to cut through the myths about retirement income and learn evidence-based strategies backed by over a

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22:40

A Legacy of Excellence: Warren Buffett’s Final...

The Investor Coaching Show with Paul Winkler ·

2025/11/24

Warren Buffett is a brilliant business owner with a long history of buying companies and learning how to provide value. This year, he released his final letter to stockholders, focusing not on his investing success but on the people who have had the greatest impact on him and the gratitude he has for all those who have worked with him and contributed to his success over the years. Listen along as one of the world’s most successful investors shares all the things that are more meaningful to him than

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17:35

Enjoy Your Holidays. Knock Out This Financial...

The Investor Coaching Show with Paul Winkler ·

2025/11/21

Today, Evan shares a list of important items to consider before the holiday season ramps up and most people scramble to complete their end-of-year financial planning. Whether you are newer at investing or have been in retirement for many years, listen along to hear how to ring in the New Year with confidence 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

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26:24

Can You Properly Define Capitalism, Socialism, and...

The Investor Coaching Show with Paul Winkler ·

2025/11/20

Today, Evan shares about the shift that has been happening in younger Americans away from free market capitalism toward more socialist economic policies. Evan wants you to be able to understand the basics behind these economic systems and why capitalism has created the wealthiest nation in the world, while socialism has never successfully been implemented to scale anywhere in the world at any point in history. Want to cut through the myths about retirement income and learn evidence-based

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26:14

Why Do Investors Fail? Why Can’t They Seem To Get Ahead?

The Investor Coaching Show with Paul Winkler ·

2025/11/19

Today, Evan hosts the show and discusses what keeps investors from reaching their goals and why, each year, investor performance reports show that people earn less than market returns. Listen along to hear why investor behavior is the most important factor to the outcome of your portfolio and which behaviors to avoid and adopt in your investing journey. Want to cut through the myths about retirement income and learn evidence-based strategies backed by over a century of data? Download our free

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420 results

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