When It Comes To Investing, Optimists Win

One thing that I’ve learned in my career is that optimists make the best investors.

At its core, investing is an act of faith in the future. If you believe that the future will be worse than the present, I’m not sure how you’d be able to convince yourself to invest. Without a baseline belief that humanity will progress forward, companies will innovate, and economies will grow, there’s not much reason to put your hard-earned dollars at risk. It might be better to park your money in the mattress instead!

Furthermore, if you don’t have an optimistic frame of mind, how on earth can you expect to stomach the chaos of the stock market? Think about the challenges investors face and the forces aligned against the everyday investor:

  • Government corruption and ineptitude
  • Fraudulent actors in the markets
  • Rapid technological changes
  • Cultural evolution and regression
  • The media landscape
  • Information asymmetry (insiders know more than we do)
  • Lack of knowledge (investing can be hard for many folks to understand)
  • Cognitive biases and emotional decision making

That’s a lot to deal with!

In that context, let’s look at how optimism can boost the everyday investor:

1 – Help avoid panic: Markets are volatile. They go up and down a LOT. And when they go down, they can go down fast! Market crashes are guaranteed to happen. A pessimistic investor might view a market crash as the beginning of the end. They could panic and sell at the bottom. An optimistic investor might view a downturn as less of a challenge and more as an opportunity to buy when shares are “on sale.”

2 – Lines up with history: Historically, optimism isn’t based on faith, but hard data. Despite wars, pandemics, and financial crises, the long-term trajectory of the global stock market has been upward for a long time. Optimism allows you to zoom out and focus on the horizon rather than the daily noise. Pessimists look at what’s going on right now and react to that.

3 – Allows compounding to work: The greatest force in wealth creation is compounding, but it requires a lot of time (10+ years) and patience. Optimistic investors often possess the emotional stamina to stay invested for the long haul, allowing compounding to gather steam and get rolling like a freight train. As Warren Buffett says, “the stock market is a device for transferring money from the impatient to the patient.”

Don’t get overconfident

It’s not all roses and sunshine for the optimists. Optimistic investors are likely more vulnerable to overconfidence and poor risk management compared to pessimists.

Because they expect things to turn out well, optimists could overlook things like diversification or maintaining an adequate cash reserve. To survive over the long term, an optimistic investor must learn to balance their hopeful outlook with a healthy dose of intellectual honesty and structured skepticism, ensuring their portfolio is protected against the risks they might otherwise prefer not to see.

To be a successful investor, you don’t need to ignore risks. True investing optimism isn’t about expecting a smooth ride; it’s the unwavering conviction that, despite the inevitable bumps along the way, the destination will be worth it. By maintaining a positive, forward-looking mindset, you transform time and volatility from enemies into allies.

Thanks for reading!

Matthew Jenkins is the Founder of Noble Hill Planning LLC. Matthew has over 20 years of experience working in both large and small financial services firms. Before starting his career in finance, Matthew served as with the U.S. Army’s prestigious 75th Ranger Regiment. Matthew values transparency and fair dealing and enjoys helping people prepare for a great retirement.

Matthew is a CFA® Charterholder, CERTIFIED FINANCIAL PLANNER™ Professional, and IRS Enrolled Agent. He is also a member of the National Association of Personal Financial Advisors (NAPFA) and the Fee Only Network.