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. 

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. 

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. 

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. 

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. 

Today, Paul shares a common trap most investors face when investing at work: not doing the initial legwork, trusting your employer to offer good 401(k) options, and making regular contributions to an investment that underperforms your other options. Listen along to hear why Paul chooses to help investors review their 401(k) options and why it’s important to find and select the best options available through your employer. 

Later in the episode, Paul shares a video about the “bucket strategy” for your portfolio and why it’s a sales tactic that takes advantage of your desire for diversification, not an academic approach to income in retirement.

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.

It seems that more and more politicians are starting to believe that governments don’t have enough resources because they don’t make wealthy people pay their fair share. Today, Paul wants to remind you that the wealthiest citizens have the power to leave before they see a country tax them out of a large portion of their wealth. Later, Paul pivots to the topic of Social Security and why no politician seeking reelection would allow the program to fail because of the massive number of voters who rely on it. 

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. 

At a staff meeting this week, an advisor shared that a client used AI to find a fund with optimal diversification. The problem is that AI trains on the industry’s marketing materials and doesn’t know how to dig any deeper yet. Listen along as Paul explains how AI parroted the fund’s sales pitch and overlooked the fact that it would invest the majority of your money into a handful of companies. 

Later in the episode, Paul talks about what happened in India when over half a million people applied for 583 jobs and how this shows just how hard people will work to make life better for themselves and those around 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. 

Today, Paul shares two practical examples that highlight the same problem: The industry is set up to sell and provide education, diversification, and the best opportunity for income in retirement. Listen along as Paul shares about a growth fund a client brought in that was underperforming and introducing unnecessary risk to the portfolio, and about an article from an expert who is trying to get people out of cash and into the wrong kinds of bonds to provide stability during market downturns. 

Later in the episode, Paul wants you to know that get-rich-quick schemes around AI investing are being pitched as the “future” of 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 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. 

Regardless of your stage of life, there are always a few good reasons not to save for retirement. Paul wants you to know that, for most people, the status quo is to spend what you make and try to provide the best quality of life for yourself. But what happens when you can’t work anymore? Today, Paul shares some of his favorite behavioral hacks to help you go from living paycheck to paycheck to feeling more confident about money. Part of the problem is not a lack of self-control, but a world that makes it easy to spend and difficult to save, and there are things you can do to flip the script.

Later in the show, Paul addresses the concern that markets and income are just too different now to save for retirement than they used to be. Paul shares how choosing the right investments and saving a reasonable amount will beat out aggressive saving and investing in the wrong things every 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.