Conversations with Fund Managers – Rick Bensignor – Buy The Dip, When Do Valuations Actually Matter?
Cory
August 24, 2025
Rick Bensignor, President of Bensignor Investment Strategies and editor of Supposedly Irrelevant Factors, joins the KE Report for a deep dive into today’s market environment. Rick’s institutional insights are followed by some of the most successful hedge funds worldwide, and he also shares strategies through his Tactical Trader and Daily Tip Sheet reports at the In the Know Trader website.
Discussion Highlights:
- Bull market momentum: Why shallow pullbacks continue to be bought and Rick’s next upside targets for the S&P 500 (SPY).
- Sector rotation & small caps: How falling rate expectations are fueling Russell 2000 outperformance and broadening market strength beyond mega-cap tech.
- Valuations & risk management: Why “valuations don’t matter until they do” is a dangerous mindset, and how Rick applies behavioral finance and timing models to identify exhaustion points.
- Is the 60/40 portfolio dead? Why Rick believes bonds are no longer the safe anchor they once were, and why stocks, gold, and alternatives should play a bigger role in modern portfolios.
- Investor psychology: The disconnect between market headlines and underlying economic risks, from U.S. debt to consumer leverage.
Rick shares decades of experience as a trader, strategist, and fund manager—offering tools to navigate a bull market that looks unstoppable on the surface but carries hidden risks below.
Discussion
1 Comment
9 hours ago
Jesse Livermore looks for volume in a stock that creates momentum. He say’s, “When a stock breaks out to new highs and it does so with conviction, that’s not the time to hesitate that’s the time to act. The same replies in reverse. I made my money by riding waves that already started, not by trying to start my own. The trend is your ally.”
Livermore never tried to guess where the market was going he always followed wherever it led. The only time he lost big was when he tried to figure out where it was going beforehand. He say’s “don’t buy cheap stocks, there is a reason they are cheap because nobody wants them.” DT