62 Items

Investing 101

Vanguard's World Stock Market ETF: Is the Whole Better than the Sum of the Parts?

Vanguard's Total World Stock ETF is an elegantly simplistic product...but is simplicity costing you money?

May 4, 2026

Investing 101

Mega-IPOs and Index Fund Mechanics: Much Ado About Nothing?

Rather than worrying about IPO inclusion timing, investors would be better served focusing on the long-term expected returns of the markets they're invested in.

April 20, 2026|4 min

Investing 101

The New Yale Model

Regular readers know we've been evangelizing a unified approach to lifetime investing and spending for a long time, which is why we're so excited about the work Yale Professor James Choi is doing.

March 18, 2026

Investing 101

An Endowment Asked Us for Some Advice

Many of us sit on the advisory boards and investment committees of university endowments, charitable foundations, or family trusts, and several have recently asked us what big recommendations we'd make for their institution's investing process.

January 15, 2026|8 min

Investing 101

Our Readers' Expectations of a Stock Market Crash

Thank you to the hundreds of readers who submitted their estimates for the probability of a stock market crash over the coming year - though the data we received wasn't quite what we were expecting.

December 18, 2025|6 min

Featured Insights

How Likely is a Stock Market Crash?

Is a stock market crash just around the corner? It's a question on a lot of investors' minds these days - in this note, we'll explore a few different approaches to answering this question, including a detailed explanation of our favorite.

December 2, 2025|11 min

Investing 101

Leverage: Sense and Non-Sense

There's a lot of leverage in the US stock market right now, and it raises an interesting question: when does it make sense to borrow so you can own more stocks than the value of your wealth?

November 20, 2025|9 min

Investing 101

The Permanent Portfolio's Temporary Appeal

A number of clients have asked us about a recent Buttonwood column describing the "Permanent Portfolio" strategy. Are appealing returns enough to override the basics of asset allocation?

October 23, 2025|3 min

Risk and Return

The Impact of U.S. Stock Buybacks: Theory vs Practice

U.S. stock buybacks are on track for a record in 2025 - but they also raise important questions.

October 6, 2025|7 min

Investing 101

Un-Exceptional US Stock Market Earnings?

To what extent has the exceptional US stock market performance been due to US companies riding a strong wave of real GDP growth to generate exceptional earnings growth?

August 12, 2025|4 min

Featured Insights

How to invest your enormous inheritance

What do you stand to inherit? It still feels like a question from a different age, despite its growing importance today.

July 1, 2025

Featured Insights

Decoding the Bond Market

Bond markets are a valuable source of information about the future. If you believe in the wisdom of crowds - particularly when the crowd is big, has lots of money and tends to focus on cash flows rather than blithely extrapolating future returns from the past - then you'll want to know what the bond market crowd has to say.

June 9, 2025