What it Takes to Be a Self-Directed Investor

Imagine sitting on 80% gains after buying Microsoft Corporation (NASDAQ:MSFT) back in 2012. You could have done that if you were this kind of self-directed investor.

| More on:

Ultimately, self-directed investors need to be comfortable about the stocks they hold. And to be comfortable, investors should at least know what the businesses do and how they make money.

On top of that, investors should be willing to continuously learn and reflect on their actions. It can be dangerous to invest on autopilot, so investors should objectively analyze the results of each investment periodically to see if they are meeting their goals.

Continuous learning

There are many ways for continuous learning. Reading books and articles, talking with people, and taking courses are all good ways to learn. But the most important part of learning is application.

After learning the fundamentals, investors can start practicing in a virtual account. However, virtual accounts only take you so far. Only by investing money in real markets can investors experience excitement, fear, greed, and perhaps pressure.

For example, years ago I started trading Husky Energy Inc. (TSX:HSE) by observing its weekly high and low prices. I was buying low and selling high. Well, that worked a couple of times, but the third time, Husky went below my cost basis. I wasn’t really investing back then, and I was at a loss as to what to do after that. So, back to learning I went!

Critical thinking

Never mind trading. Even with long-term investing, no one knows where the price of a stock will go tomorrow, next week, next month, or next year. Just because a stock goes up after you buy it doesn’t mean you’re right. Likewise, just because a stock goes down after you buy it doesn’t mean you’re wrong either.

For example, some investors might have bought General Motors Company (TSX:GMM.U)(NYSE:GM) at US$36 at 7.5 times its earnings in November last year, thinking that it was an undervalued stock with a good 4% yield. Who knew the shares were going to be around US$31 today at 6.1 times its earnings with an even higher yield of 4.9%?

People can get it wrong, even for a highly followed company such as Microsoft Corporation (NASDAQ:MSFT). After its inevitable fall in the share price from the Internet bubble in 1999, Microsoft traded sideways for many years. It continued sideways even after earnings caught up in 2008. Of course, the financial crisis hit in that year, and Microsoft’s shares fell close to a multiple of nine in early 2009.

Between mid-2010 and 2011, Microsoft’s share price oscillated between a multiple of 9.5 and 11.5. But many investors had lost faith in it then. It wasn’t until late 2013 that Microsoft broke out of its sideways trend and rose, once again proving that a company that grows more valuable over time will eventually be bid up by investors. In fact, Microsoft’s earnings per share increased on average 9.8% per year over the last decade.


A self-directed stock investor should be willing to learn and apply their knowledge. They should think critically and reflect on their actions. Investors should record their goals for each investment, review them periodically to see if those goals are being achieved, and set new goals if they are.

This article represents the opinion of the writer, who may disagree with the “official” recommendation position of a Motley Fool premium service or advisor. We’re Motley! Questioning an investing thesis — even one of our own — helps us all think critically about investing and make decisions that help us become smarter, happier, and richer, so we sometimes publish articles that may not be in line with recommendations, rankings or other content.

Fool contributor Kay Ng has no position in any stocks mentioned. The Motley Fool owns shares of Microsoft.

More on Dividend Stocks

edit Colleagues chat over ketchup chips
Dividend Stocks

How to Earn $5,350/Year in Passive Income — TAX FREE!

Canadian investors could earn over $5,000/year in tax-free passive income by targeting stocks like First National Financial Corp. (TSX:FN) and…

Read more »

Man holding magnifying glass over a document
Dividend Stocks

Passive-Income Investors: 2 TSX Dividend Stocks to Watch in February

There’s never a bad time to think about building a passive-income stream. Here are two top dividend stocks to get…

Read more »

data analytics, chart and graph icons with female hands typing on laptop in background
Dividend Stocks

Better Buy: Enbridge Stock vs. Telus

Enbridge and Telus are top TSX dividend stocks. Is one a better bet right now?

Read more »

Dividend Stocks

TFSA: How to Invest $88,000 to Get $5,450/Year in Passive Income

Top TSX dividend stocks such as Enbridge can be held in your TFSA to benefit from steady payouts and capital…

Read more »

edit Sale sign, value, discount
Dividend Stocks

3 Cheap Dividend Stocks (Down Over 30%) to Buy in January 2023

Given their discounted stock prices and high yields, these three cheap dividend stocks could be attractive for income-seeking investors.

Read more »

A worker drinks out of a mug in an office.
Dividend Stocks

TFSA Investors: Earn Passive Income With 3 Blue-Chip Stocks

TFSA investors can worry less about a recession and earn passive income with three blue-chip stocks as core holdings.

Read more »

Hourglass projecting a dollar sign as shadow
Dividend Stocks

Is Now the Right Time to Buy Consumer Discretionary Stocks?

Investors cannot paint consumer discretionary stocks with a wide brush. Each stock must be investigated individually. Here's why.

Read more »

Golden crown on a red velvet background
Dividend Stocks

2 Ultra-Stable Canadian Stocks Just Crowned as Dividend Aristocrats for 2023

Waste Connections (TSX:WCN) stock and another Dividend Aristocrat could help investors crush the markets in 2023.

Read more »