Fri Aug 15 2025, by Tyler Gardner

Market TimingInvesting LessonsFinancial StrategyLong-Term InvestingPersonal Finance

Lessons Learned from Trying to Time the Market in My Early 20s

I once tried to time the market in my early 20s, and here’s what I learned.

1. Selling at the Wrong Time

It was 2008, and yep, I sold right before the bottom, thinking I was being smart. Turns out, I was just being scared.

2. Missing the Recovery

The market recovered in a couple of months, and I waited over a year to try to find the right time to get back in, which meant I missed 20% of the rebound.

3. Feelings vs. Logic

Timing felt logical, but my feelings sure weren’t. When feelings run the plan, the plan doesn’t run. That was the last year I tried to outsmart the market.

4. The New Approach

Now, I simply outlast the market, and I’ve made more money than I ever did by trying to time it. If any of this is helpful, sign up for my free weekly newsletter by clicking the link in my bio.

Source