WynnSights Blog

Changing Jobs? Don't Forget Your 401(k) (Game) Plan

Hugh F. Wynn

Nov 74 min read

Changing Jobs? Don't Forget Your 401(k) (Game) Plan

If you are already participating in a 401(k) plan, don’t forget about the details of that plan when reupping at the next jobsite.

Expert POV: Why so Many Investors Lose Out When They Chase Gains

Hugh F. Wynn

Sep 114 min read

Expert POV: Why so Many Investors Lose Out When They Chase Gains

If index funds are the closest to a sure thing in today's stock market, why do so many investors fall short?

Treasury Bills: The Safest Investment in the World

Hugh F. Wynn

May 303 min read

Treasury Bills: The Safest Investment in the World

In the midst of this roller coaster we call life, it's refreshing to encounter something that's a safe bet. Treasury bills fit that bill.

Index Funds Shine Bright Despite Critics Throwing Shade

Hugh F. Wynn

Apr 117 min read

Index Funds Shine Bright Despite Critics Throwing Shade

When the index fund made it debut almost a half-century ago, it wasn't welcomed with fanfare and open arms. It was a slow burn.

Charlie Munger Thinks You Should Buy Index Funds and Sit on Your A**

Hugh F. Wynn

Nov 9, 20233 min read

Charlie Munger Thinks You Should Buy Index Funds and Sit on Your A**

Buffett has a 99-year-old-sidekick, Charlie Munger, his longtime business partner who shares a pragmatic investment philosophy.

Why You Should Stay Invested in Down Markets

Hugh F. Wynn

Oct 12, 20233 min read

Why You Should Stay Invested in Down Markets

Although chaotic markets are stressful, they can positively affect your investment portfolio. Here's a refresher.

Emotional Investing Can Traumatize Your Savings Strategy

Hugh F. Wynn

Oct 5, 20233 min read

Emotional Investing Can Traumatize Your Savings Strategy

Folks often frame financial decisions incautiously in the pursuit of financial stability as opposed to optimizing security, and vice versa.

Four Ways Small Investors Have it Better Than "Wall Street" Wizards

Hugh F. Wynn

Aug 24, 20232 min read

Four Ways Small Investors Have it Better Than "Wall Street" Wizards

Small fish (investors) have four advantages over the Wall Street sharks that help them maximize investment performance in the long run.

Target-Date Funds: A Major Player on the Investment Scene

Hugh F. Wynn

Aug 3, 20233 min read

Target-Date Funds: A Major Player on the Investment Scene

Whenever I read negative Target-Date Fund (TDF) critiques, my initial response is to consider the motives of those critics.

Diversification: Your Lifesaver During Stormy Financial Times

Hugh F. Wynn

Jul 6, 20233 min read

Diversification: Your Lifesaver During Stormy Financial Times

If the past two years haven't drawn your attention to the value of a diversified portfolio, then perhaps nothing will.

Bad Things Happen When You “Peek-A-Boo” Retirement Balances

Hugh F. Wynn

Jun 28, 20232 min read

Bad Things Happen When You “Peek-A-Boo” Retirement Balances

We “too often” check our retirement accounts – which isn’t necessarily a good habit to develop.

Are Index Fund Investors Smart, Lazy or Both?

Hugh F. Wynn

Dec 15, 20223 min read

Are Index Fund Investors Smart, Lazy or Both?

In 2022, $12.5 trillion was invested in index mutual funds and ETFs. So why do folks tell me I lack confidence in my investments?

Hands Free: Target-Date Funds Adjust Focus as Retirement Nears

Hugh F. Wynn

Dec 8, 20225 min read

Hands Free: Target-Date Funds Adjust Focus as Retirement Nears

Let's explore why TDF set-it-and-forget-it funds are stars on the savings and retirement investing scene.

Index Investing Can Avert a (Crypto) Series of Unfortunate Events

Hugh F. Wynn

Nov 17, 20225 min read

Index Investing Can Avert a (Crypto) Series of Unfortunate Events

This FTX catastrophe will tarnish the crypto industry. However, there is a clear path to avoiding this fate in your own investing scenario.

The Difference Between Failure and Success is as Simple as PDQ

Hugh F. Wynn

Nov 10, 20224 min read

The Difference Between Failure and Success is as Simple as PDQ

The PDQ Principles of investing: Patience, Diversification and Quality. In my mind, these are an investor’s foundation.

Inflation Mitigation: Rising Prices Take a Toll on all Generations

Hugh F. Wynn

Sep 1, 20224 min read

Inflation Mitigation: Rising Prices Take a Toll on all Generations

Boomers and Gen Xers are very polarized when it comes to the subject of inflation. I understand the reason for their differing views.

S&P 500 Index Fund: Is it All That It's Cracked Up to Be?

Hugh F. Wynn

Aug 25, 20224 min read

S&P 500 Index Fund: Is it All That It's Cracked Up to Be?

But in the back of my mind, I’ve fretted about how much of the S&P 500 Index fund’s success in recent years has been tied to tech stocks.

Life's Complicated Enough. Keep Investing Simple.

Hugh F. Wynn

Apr 7, 20224 min read

Life's Complicated Enough. Keep Investing Simple.

According to many great minds, high-browed sophistication and complexity does not beat simplicity when it comes to investing.

The Bogle Behind My Long-Term Investment Strategy

Hugh F. Wynn

Mar 31, 20224 min read

The Bogle Behind My Long-Term Investment Strategy

In these trying times, I feel compelled to revisit the rules I follow in my never-ending pursuit of a better investment plan.

Hugh F. Wynn

Feb 24, 20225 min read

Tug of War: Is the Market in Crisis?

We're experiencing a market correction and have our foe in eastern Europe at least partically to thank. But there's more to it than that.

How to Deal with (Stock Market) Losses Without Losing It

Hugh F. Wynn

Feb 3, 20223 min read

How to Deal with (Stock Market) Losses Without Losing It

Millions of investors suffered stock market losses in January after the S&P 500 turned in its worst monthly performance since March 2020.