The Investor Coaching Show with Paul Winkler

Hosted by The Investor Coaching Show

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Episodes

200

Latest episode

Jun 2026

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About the 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.

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60 recent

June 15, 2026Episode 167214 min

Can One Influencer Move Bitcoin? Commodities Don’t Work Like Stocks.

What happens when an asset's value depends entirely on what someone else is willing to pay? In this episode, Paul breaks down the key differences between investing in stocks and owning commodities like Bitcoin. He explains why stocks are backed by the earnings power of companies, while commodities rely on supply, demand, and investor sentiment. You'll also hear how a single influential voice can spark dramatic price swings in the crypto market — and what that means for investors. 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.

June 12, 2026Episode 167025 min

The “Golden Grind”: How Many People Are Still Working After 65?

Most people picture retirement as something they'll choose on their own terms. But what if life has other plans? In this episode, Paul examines why many people end up working longer than they expected, while others leave the workforce earlier than they planned. From health issues to family obligations, retirement timing is often influenced by factors beyond our control. Learn why preparing now — not later — can help ensure you're ready to make the most of whatever retirement looks like for 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.

June 11, 2026Episode 167135 min

SpaceX IPO: Who Will Actually Make All the IPO Money?

The SpaceX IPO is already upside down. SpaceX's valuation would place it among the largest companies in the S&P 500, yet its revenue tells a very different story. In this episode, Paul explains how buying an IPO is fundamentally different from trading other stocks in the market and what that matters for investors. Later in the episode, Paul wants you to know how to spot a market “forecast” and explains that pundits are paid to make these predictions and don’t have to be accountable for the losses investors experience because of 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.

June 10, 2026Episode 166917 min

Why Everyone Needs an Investing Coach in Their Corner

Not all financial planners provide advice that aligns with your goals. In this episode, Paul shares lessons from 30 years in the gym and explains how the right weight coach can help you avoid mistakes, uncover blind spots, and reach your goals faster. He discusses why the same principles apply to money and investing and how the right guidance can help you become a more confident, successful 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.

June 8, 2026Episode 166814 min

Robinhood Lets You Use AI To Make Trades for You

Robinhood has made a fortune from selling the idea of day trading and gambling to investors. Today, Paul and Jim talk about the most recent move Robinhood has made to allow you to connect your account to an AI trader who will make investment decisions for you. Listen along as these two advisors discuss why they believe this is one of the worst ideas they’ve heard to date and how a company can get away with this despite regulations designed to protect investors. 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.

June 5, 2026Episode 166729 min

If Timing the Market Works, Why Doesn't Anyone Agree on the Timing?

If timing the market truly works, then why doesn’t anyone agree on when you should get in or get out? Today, Paul brings a blatant example of market timing advice that many investors fall for because they believe they’re listening to an expert. Listen along as these two advisors discuss all the most common market timing strategies people try, even though none of them are proven to work for any meaningful amount of time. 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.

June 4, 2026Episode 166624 min

The Billionaire Debate Is Missing the Bigger Picture

Why are billionaires becoming the centerpiece of so many political conversations? In this episode, Paul and Jim explore the economic ideas often left out of the debate. They discuss how wealth creation, incentives, and entrepreneurship have contributed to longer life expectancies and higher standards of living worldwide. They also explain why financial literacy matters more than ever and share a real-life example of a high-income earner who still struggles with debt, proving that income alone doesn't guarantee financial success. 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.

June 3, 2026Episode 166526 min

Big Tech Concentration: The Media Got the Problem Right — But the Solution Wrong

Today, Paul and Jim break down an interview in which two financial media pundits correctly inform investors that having too much in large U.S. tech companies is risky, but then claim the fix is to invest in private equity and commodities. Listen along to hear why Paul and Jim disagree with these proposed solutions that ignore the research suggesting these areas may introduce uncompensated risk to your portfolio. Later in the episode, Paul and Jim get into SpaceX, the largest IPO in history, and explain why they believe chasing IPO excitement may not serve investors well over the long term. 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.

June 1, 2026Episode 166417 min

IPOs Look Exciting — Here’s the Catch

From SpaceX to OpenAI, IPOs are dominating the news cycle right now. Today, Paul and Evan share why IPOs look so exciting and how they entice investors to invest emotionally because they appeal to your desire to avoid missing out on the companies and technology of the future. Listen along as these two advisors explain why IPOs like SpaceX and OpenAI sound like incredible investments and reveal the realities of IPOs that don’t get shared by financial media outlets. 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.

May 29, 2026Episode 166325 min

Roth vs. Traditional and How To Take an Income in Retirement

Today, Paul and Evan continue their conversation about getting educated and understanding how to be a confident investor in retirement. Listen along as these two advisors discuss whether or not to put your money in a Roth or traditional IRA and explain some of the rules around taking an income in retirement that maximizes the money that you worked so hard to earn in your earning years. Later in the episode, Paul brings an article that claims you should always have 90% of your portfolio in equities and explains why the industry is so bad at understanding the purpose of bonds. 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.