
"Heard on the Street" editor Spencer Jakab joins host J.R. Whalen to discuss The Wall Street Journal's new five-week investing challenge and how it can boost your stock-market know-how as well as protect your portfolio.
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J.R. Whelan
Here's your money briefing for Friday, June 4th. I'm J.R. whelan for the Wall Street Journal. Do you think you could pick out the next red hot stock? Do you believe it's possible to time the market? If you're not sure, it might be time for a little investing 101 from the wall Street Journal Heard on the street team their five week investing challenge with will help you be a smarter investor.
Spencer Jacob
Even if you've been in the market for five years at this point and not five months. I think most of what you've seen, with the exception of when the pandemic was declared and you had a real swoon, has been in an almost uninterrupted bull market, which is not the experience all the time.
J.R. Whelan
So are you up for the challenge? Coming up, our Herd on the street editor Spencer Jacob will tell us what you can expect. That's after the break.
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J.R. Whelan
At first glance, investing in the stock market might look like an easy way to make with markets hitting new records and online investors pushing so called meme stocks to unheard of heights. But there's a lot more to stock investing and a lot more ways being a smart investor can help you boost your returns now and in the long term. WSJ's hurt on the street editor Spencer Jacob is with us to discuss the team's new five week investing challenge that aims to test your skills and better understand the market. Spencer, thanks for being here.
Spencer Jacob
Thanks for having me.
J.R. Whelan
So what inspired you and the Herd on the street team to launch the Investing Challenge? Why do this?
Spencer Jacob
Well, there was a very successful investing challenge last year and since then we have had millions and millions of People join the ranks of investors, open up their first retail accounts. We had the Meme stock squeeze in January. And so clearly there are a lot of inexperienced investors there. There are also a lot of people who maybe they have a decade or two under their belt, but have lots of questions. And there really are no stupid questions. So we try to address some of the sort, the real basics. But the things that we address also could be of interest to people who feel like they know a thing or two.
J.R. Whelan
So tell me, Spencer, how the Investing Challenge will actually work.
Spencer Jacob
There's a lot of advice out there on what to do and what not to do in the stock market. And until you really kind of face the decision to invest or not invest or how to invest, it's all theoretical. And so a few of the exercises give you fictional money to invest. Not real money, unfortunately, but fictional money. And we ask you to imagine what's going to happen or even in one of the games we have, you make a series of bets with this fictional money and tell you how it worked out. And we also tell you how everyone who went before you did. And it imparts a really fascinating lesson, actually, about how people wager their money and how people think about risk.
J.R. Whelan
Okay, so let's talk for a moment about this massive influx of brand new stock traders that we've seen just in the past six months. What could they learn from the five week Challenge?
Spencer Jacob
I think they'll learn a lot. I think one thing that they'll learn is what to expect. You know, if you, even if you've been in the market for five years at this point and not five months, I think most of what you've seen, with the exception of when the pandemic was declared and you had a real swoon, has been in an almost uninterrupted bull market, which is not the experience all the time. And you know, it's easy to be an investor at a time like this. It's difficult to be an investor investor when things are choppy or sideways or very scary. And I think that you'll learn a lot from the challenge in terms of how to think about that and how to cope with it and how to stick with stocks and really get that long term compounding of wealth.
J.R. Whelan
Now, you also mentioned people who might be more seasoned investors. What will they get out of it?
Spencer Jacob
I think they'll get a lot out of it. For example, there's an exercise in the Challenge, so we wrote it in a way that is accessible to anyone. You don't really need to know Anything about investing. One of the challenges, though, recreates, for example, a challenge that was given to a bunch of people, students and graduate students, who are seasoned in finance, and they did very poorly at it. And it was really an exercise in how much risk to take. Now people have a really poor idea of that. And so we have a fun game where you can go, you can play it again and again, get your spouse or your friends to play it as well. That really teaches a fascinating lesson in people taking too little or too much risk in the market.
J.R. Whelan
Great. So what are the kinds of challenges will people who sign up face?
Spencer Jacob
One of the first challenges will ask people what kind of returns. Let's say you had inherited a lump sum from an uncle or aunt. At various dates in time. We tell you what was going on. And there were times when everything was going swimmingly. The economy was really booming. There were times when things looked pretty bad and there was a war or a depression around the corner. And we told you what to expect. The lesson from that is that the long run returns of stocks have always been pretty good, but they vary an awful lot. And just because things may look very good or may look very bad at the moment, it really tells you very little. It's almost the inverse, you know, when things look pretty bleak actually have turned out to be the best times. It also some of the exercises tell you how likely an individual stock is to be a winner. And there's a very surprising conclusion there, which is that it isn't likely at all. It just really teaches you the benefits of sticking to it and diversification rather than thinking you found the next Amazon or something. Another challenge is, say, putting you in a kind of a time machine and putting you back in the 90s or the 60s or the 50s or the 30s or even before and saying, okay, you've got a lump sum of money. This is what's going on. What do you expect from the stock market in the next few decades based on that time? Some people know very well what the stock market did, but I think most people will guess completely wrong. We're telling you that things were booming or things were very bad. There were protests, and it almost is kind of the inverse of what was going on. The worst things seemed at the moment, the better your nest egg looked at the end of that period. It really holds an important lesson about the stock market, which is not to pay too much attention to what's going on right now, because these long run returns are completely independent of that.
J.R. Whelan
Okay, so if that sounds like something people would be interested in. How can they sign up?
Spencer Jacob
Well, if you haven't already received the email, you can sign up@WSJ.com investingchallenge and it's it began on June 3rd. But even if you're listening to this, well, after that you can go back and do the first or the second or the third newsletter and get caught up. They are weekly emails that you'll receive once you sign up.
J.R. Whelan
All right, That's Wall Street Journal heard on the street editor Spencer Jacob. Spencer, thanks for coming on the show.
Spencer Jacob
Thanks for having me.
J.R. Whelan
And that's your Money briefing. I'm J.R. whalen for the Wall Street Journal.
Small Business Owner
Access to affordable credit helps me pay my employees, but I don't really need it.
Retail Industry Advocate
Inflation is killing me, but who cares? Big retailers are making record profits. That's why we support the Durbin Marshall credit card bill.
Small Business Owner
See, banks and credit unions help small businesses make payroll. This bill would cut the vital resources
Retail Industry Advocate
they need while increasing megastore profits. They deserve it, don't they?
Electronic Payments Coalition Representative
Tell Congress, stop the Durbin Marshall money grab for corporate megastores paid for by the Electronic Payments Coalition.
Date: June 4, 2021
Host: J.R. Whalen
Guest: Spencer Jakab, WSJ ‘Heard on the Street’ Editor
In this episode, J.R. Whalen is joined by Spencer Jakab to discuss the Wall Street Journal’s new five-week Stock Investing Challenge. The episode explores why WSJ launched the challenge, what lessons both new and experienced investors can expect, and how the exercises are designed to build smart investing habits. The conversation highlights common investment misconceptions, the unpredictable nature of markets, and the dangers of focusing too much on current events.
Growth in retail investors:
Everyone has questions:
Hands-on, gamified exercises:
Learn about risk and real-world investing:
Expect volatility:
Long-term mindset:
Test your risk tolerance:
Intuitive yet surprising outcomes:
Returns in different climates:
Stock picking vs. diversification:
Not reliant on current events:
On recent bull markets:
“Most of what you’ve seen... has been in an almost uninterrupted bull market, which is not the experience all the time.” — Spencer Jakab (03:56)
On ignoring the present headlines:
“The worst things seemed at the moment, the better your nest egg looked at the end of that period.” — Spencer Jakab (06:35)
On stock picking vs. diversification:
“There’s a very surprising conclusion there, which is that [being a stock winner] isn’t likely at all.” — Spencer Jakab (06:15)
The WSJ’s five-week Investing Challenge aims to bridge both knowledge gaps and confidence in investing, using interactive and insightful exercises that reveal the truth about risk, returns, and human investing behavior. Whether you’re new to stocks or have experience, the challenge offers valuable lessons and a concrete reminder: the markets rarely move as you expect, and the best results often come from long-term, steady investing—not trying to outguess the headlines.