The Investor Coaching Show with Paul Winkler

Hosted by The Investor Coaching Show

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Episodes

200

Latest episode

Sep 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

September 11, 2026Episode 171925 min

The 25th Anniversary of 9/11: Remembering American Resilience

Today, Evan remembers the 25th anniversary of the attacks on 9/11, the week the stock market closed, and how this tragedy shows the true resilience of the stock market, the U.S. economy, and the American people. Evan reminds investors that confidence in your financial plan isn’t about being in the right place at the right time or being in the market during times of peace and stability. Confidence comes from knowing that people and industries always find a way to continue, no matter what’s going on in the news. 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.

September 10, 2026Episode 171824 min

The Biggest Obstacles Between You and a Financial Plan

The truth is, starting the financial planning process can feel overwhelming or discouraging, and millions of Americans don’t have a financial plan at all. Today, Evan walks through many of the hurdles people never clear and how they affect your ability to relax about money. Later in the episode, Evan covers updates on employer contributions to Trump Accounts and whether they make these accounts more or less appealing for saving for your children. 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.

September 9, 2026Episode 171726 min

Why Do Markets Usually Go Up Right After an Interest Rate Hike?

How do you explain why the market doesn’t seem to follow the news or interest rate hikes? Today, Evan explains the somewhat backward nature of interest rate hikes, when and why they happen, and why markets historically go up in the first few months after a rate hike. Then, Evan pivots to discuss the history of Labor Day and reminds investors that the holiday was created to celebrate the contributions of American workers to the world’s greatest economy. 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.

September 7, 2026Episode 171611 min

An American Icon: Dolly Parton’s Contribution to the American Dream

Today, Paul and Evan remember Dolly Parton after her passing last week from a brief struggle with cancer. Listen along as the two talk about how her rise from poverty and her leadership in music, entertainment, and education are a shining example of what it means to contribute to the American dream. 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.

September 4, 2026Episode 171529 min

Are You Afraid You Won’t Be Able To Keep Up With Inflation?

Prices are rising, and more people are wondering how long they can keep up. Today, Paul talks about a conversation with an investor who is genuinely concerned about how rising interest rates and inflation will affect both the economy and his spending power. Listen along as Paul explains why most inflation investment strategies introduce risk and miss out on the greatest inflation hedge of the last 100 years: equities. Paul goes on to explain that when you own companies that raise prices and are still required to deliver profits to their shareholders, your portfolio is positioned to provide income regardless of inflation rates. 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.

September 3, 2026Episode 171423 min

Hedge Fund Managers Are Now Allowed To Bet in “Prediction Markets” for Clients

The investment industry has always struggled with blurring the line between investing and speculation. Paul talks about the rise of prediction markets — betting on things like the weather, politics, and sports — and how hedge fund managers are now trying to spin these markets as a hedge against stock prices. Listen along to hear why these tactics are only available to accredited investors, and why confident investors know that gambling part of your retirement savings at a casino can’t seriously be seen as financial planning. 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.

September 2, 2026Episode 171328 min

These 401(k) Hacks Could Be Costing You Retirement Opportunities

A lot of questionable advice about 401(k)s has been making the rounds lately, and Paul and Evan break down where some of it goes wrong. They explain how your workplace retirement plan is an important part of your overall strategy — and why blindly following the latest Roth conversion craze can create problems that aren't easy to see. Listen along as they explain how confident investors coordinate their 401(k)s with a broader plan, rather than ignoring it or trying to make it do all the work. 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.

August 31, 2026Episode 17127 min

Have You Heard of Tax Diversification? 401(k), Roth, or Non-Qualified

Today, Paul brings an article warning investors not to get stuck with a 401(k) that’s “too big” without a tax plan. Paul rebuts the claim that most people don’t struggle with having saved too much in their 401(k), but agrees that putting all your eggs in one tax basket can be a problem when you haven’t thought through what your current tax bracket is and what it may be when you retire. Listen along as the Investor Coach explains tax diversification and why having a combination of 401(k), Roth IRAs, and non-qualified accounts can give you more options in a future where no one knows what the tax laws will be. 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.

August 28, 2026Episode 171121 min

AI and the Recent Market Rally: Technology Continues To Surprise.

We don’t know when a company will come out with a piece of technology that will change the whole business landscape. Today, Paul talks about how technological innovations will continue to surprise and cause business to flourish. Listen along to hear why diversification is the key to capturing these gains, not betting on the individual companies that may have looked promising but may ultimately lose out to their competitors. 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.

August 27, 2026Episode 171024 min

Market Update, August 2026: Bond Sell-Offs, Interest Rates, and Inflation

Paul gives an update on markets in the third quarter of 2026 and explains why this month has been marked by bond sell-offs that have affected interest rates, pushed stock prices up, and raised inflation concerns. Listen along to hear Paul explain how these markets work, what these changes may mean for investors, and why confident investors know enough not to act impulsively. 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.