# Jonathan Penn

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9-3-26 Is the Stock Market Expensive or Cheap?

Is the stock market dangerously expensive, or are investors overlooking strong future earnings growth? The S&P 500's Shiller CAPE ratio has reached 41, yet the PEG ratio, which incorporates expected earnings growth, is signaling one of the cheapest market valuations in decades. Michael Lebowitz and…

9-15-26 10 Money Moves to Make Before Year End

The end of the year will be here before you know it. What financial moves should you make now instead of waiting until December? Lance Roberts and Jon Penn look at 10 important year-end financial planning decisions to consider before December 31, including tax planning, Roth conversions, required …

9-15-26 10 Money Moves to Make Before Year End

The end of the year will be here before you know it. What financial moves should you make now instead of waiting until December? Lance Roberts and Jon Penn look at 10 important year-end financial planning decisions to consider before December 31, including tax planning, Roth conversions, required m…

9-22-26 Can Your Kids Afford to Invest Without You

Can younger investors really afford to invest on their own? For many, financial help from their parents may be making the difference. Lance Roberts and Jonathan Penn discuss the growing financial support parents provide adult children and what it can mean for both generations. Helping with housing…

9-29-26 Stop Trying to Beat the Market

Can even the wealthiest investors consistently beat the market? Recent data comparing the Forbes 400 with the S&P 500 raises an important question about investment performance, indexing, and the pursuit of market-beating returns. Lance Roberts & Jonathan Penn examine why Americans across generatio…

9-29-26 Stop Trying to Beat the Market

Can even the wealthiest investors consistently beat the market? Recent data comparing the Forbes 400 with the S&P 500 raises an important question about investment performance, indexing, and the pursuit of market-beating returns. Lance Roberts & Jonathan Penn examine why Americans across generation…

10-6-26 Sequence of Returns Risk - The Math That Breaks Retirement

You can earn a solid average return in retirement and still run out of money. The reason may be sequence of returns risk — the danger of suffering significant market losses early in retirement, while simultaneously withdrawing money from your portfolio. Lance Roberts & Jon Penn explain why the ord…

10-6-26 Sequence of Returns Risk: The Math That Breaks Retirement

You can earn a solid average return in retirement and still run out of money. The reason may be sequence of returns risk — the danger of suffering significant market losses early in retirement, while simultaneously withdrawing money from your portfolio. Lance Roberts & Jon Penn explain why the orde…

10-13-26 Is Gen Z Gambling Away Its Future ? ( Are Bonds a Safe Bet?)

Is Gen Z gambling away its financial future? And with 10-year Treasury yields near 5%, are bonds finally offering investors a safer bet? Lance Roberts & Jon Penn examine two very different approaches to financial risk: the growing popularity of sports betting, online gambling, and speculative trad…

10-13-26 Is Gen Z Gambling Away Its Future? (Are Bonds a Safe Bet?)

Is Gen Z gambling away its financial future? And with 10-year Treasury yields near 5%, are bonds finally offering investors a safer bet? Lance Roberts & Jon Penn examine two very different approaches to financial risk: the growing popularity of sports betting, online gambling, and speculative tradi…