Signs that Scream “Time to Sell”

We had over 200 people join last week’s live event. What a great turnout! If you missed it, we’ve posted a recorded version along with a transcript and the PowerPoint slides in the Dividend Digest online community.

I tried to share way too much information for a one-hour call, and I ran a little short on time. As promised, I will work through the submitted questions and the sections I couldn’t cover over the next few weeks in this letter.

Let’s start with knowing when to sell. Many would argue that this is more difficult than knowing when to buy.

For dividend investors, it’s a little more complicated than buy low and sell high. We want to buy low and lock in an above average yield, of course, but the main goal is our income.

If the goal is to build wealth, the plan would be to hold a stock for years or even decades. When reinvesting dividends, the real power of compounding accelerates at 7-12 years. Instead of collecting that income, the investment grows as you accumulate more shares.

If the goal is to boost your income right now, you want to hold a position for as long as it’s achieving your goal. That could be a year or two… but hopefully you’ll get many years of stress-free income.

Capital gains are a nice bonus, but that is not the primary focus. If share prices stay flat and I get my income, I’m still happy. But no stock stays perfectly flat; prices will seesaw. As long as a price dip isn’t due to a big dividend cut or a sign the company is in real trouble, it can be an opportunity to buy more shares with a higher yield.

So, how do you know its time to sell when your position is performing well?