When Should You Turn Bearish on the Stock Market?

When Should You Turn Bearish on the Stock Market?

July 29, 2026 · 50 min

About this episode

The episode discusses when to turn bearish on the stock market and addresses various investing questions.

On episode 233 of Ask The Compound, Ben Carlson, Duncan Hill, and Josh Brown tackle your investing and financial planning questions, including whether Shake Shack's recent collapse is a buying opportunity, how active management fits alongside indexing, what would actually make a long-term bull turn bearish, how to promote disciplined investing in a speculative market, and whether an expected inheritance should influence your financial plan. They discuss: Is Shake Shack a value opportunity after its earnings collapse? Why active management and indexing aren't mutually exclusive What would make a long-term investor turn bearish? Teaching long-term investing in a market driven by speculation How to think about a future inheritance without letting it change your financial decisions today This episode is sponsored by Betterment Advisor Solutions. Learn more at: https://betterment.com/advisors Compound Merch: ⁠⁠https://idontshop.com/⁠⁠ Submit your Ask The Compound questions to ⁠⁠askthecompoundshow@gmail.com⁠⁠! Subscribe to The Compound Newsletter for all the latest Compound content, live event announcements, find out who the next TCAF guest is, get updates on the latest merch drops…

People in this episode

Host: Ben Carlson

Guests: Duncan Hill, Josh Brown

Topics covered

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Sponsors

Betterment Advisor Solutions

Mentioned in this episode

Organizations: Shake Shack

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