How I’d use cheap shares to target a second income for life

By spending some money on buying dividend shares, our writer hopes to build a second income that could endure for decades. Here’s his plan.

The content of this article was relevant at the time of publishing. Circumstances change continuously and caution should therefore be exercised when relying upon any content contained within this article.

Smiling white woman holding iPhone with Airpods in ear

Image source: Getty Images

You’re reading a free article with opinions that may differ from The Motley Fool’s Premium Investing Services. Become a Motley Fool member today to get instant access to our top analyst recommendations, in-depth research, investing resources, and more. Learn More.

The idea of earning more money may be appealing – but working longer hours may not be an ideal solution. That is why I am trying to build a second income by investing in shares that can pay dividends.

Here is how I am going about that, to try and build lifelong income streams.

Dividends as a second income source

The thinking behind this approach is fairly straightforward. When a company makes a profit, it has to do something with it. It can invest it in the business, save it for future use, pay down its debt, or distribute it to shareholders.

So by becoming a shareholder in a big company like Microsoft or Tesco, I can try and participate in some of its financial success. If I buy the shares today and do not sell them, I will be entitled to any dividends the business pays in coming years. In theory, I could buy Tesco shares today and still be receiving dividends for the rest of my life, on the back of that one share purchase.

Balancing risks and rewards

But will what happens in practice match the theory? Nobody knows. No company is bulletproof and there is also no guarantee of dividends even from a successful business that has paid them before.

Maybe Tesco will see its profit margins fall due to online competition. Or it could decide that instead of funding dividends it prefers to channel spare money into developing new markets.

I try and incorporate that risk into my plan in two main ways. First, my second income share portfolio is spread across a range of businesses. Hopefully, even if some do worse than I expect, others may perform better. I also spend time researching possible share purchases to try and improve my chances of success.

Finding dividend shares to buy?

What is the secret sauce when doing such research? Actually, it is no secret.

I follow the sort of investment method used by successful share pickers such as Warren Buffett. I focus on finding companies in markets I expect to benefit from enduring customer demand. I look for them to have a competitive advantage that can help them set profitable prices, even in a crowded marketplace.

I do not like to overpay, so I try to buy only when what I think are great businesses are on offer at an attractive share price. That is why I focus on what I see as cheap shares, meaning I think they offer me more long-term value than I pay for them.

Not all companies pay dividends. So with building a second income as my objective, I also focus on shares that I expect to pay dividends in future. Helpfully, many companies have a dividend policy where they set out their goals when it comes to dividends.

Making a start

The size of a second income based on dividends would depend on how much I invested and what the average dividend yield of the shares I bought was. If I begin by investing hundreds not thousands of pounds, I may only earn a few pounds a year. But it would be a start.

No matter how modest my first investment was, I would aim to invest more money over time — and hopefully build a substantial second income.

C Ruane has no position in any of the shares mentioned. The Motley Fool UK has recommended Microsoft and Tesco. Views expressed on the companies mentioned in this article are those of the writer and therefore may differ from the official recommendations we make in our subscription services such as Share Advisor, Hidden Winners and Pro. Here at The Motley Fool we believe that considering a diverse range of insights makes us better investors.

More on Investing Articles

Warren Buffett at a Berkshire Hathaway AGM
Investing Articles

Can someone invest like Warren Buffett with a spare £500?

Christopher Ruane explains why an investor without the resources of billionaire Warren Buffett could still learn from his stock market…

Read more »

Investing Articles

Can these 2 incredible FTSE 250 dividend stocks fly even higher in 2026?

Mark Hartley examines the potential in two FTSE 250 shares that have had an excellent year and considers what 2026…

Read more »

Thoughtful man using his phone while riding on a train and looking through the window
Investing Articles

Is 45 too late to start investing?

Investing at different life stages can come with its own challenges -- and rewards. Our writer considers why a 45-year-old…

Read more »

Hand of person putting wood cube block with word VALUE on wooden table
Investing Articles

UK shares look cheap — but the market might be about to take notice

UK shares have traded at a persistent discount to their US counterparts. This can create huge opportunities, but investors need…

Read more »

Investing Articles

This FTSE 100 growth machine is showing positive signs for a 2026 recovery

FTSE 100 distributor Bunzl is already the second-largest holding in Stephen Wright’s Stocks and Shares ISA. What should his next…

Read more »

Investing Articles

I asked ChatGPT for the best FTSE 100 stocks to buy for passive income in 2026 and it said…

Paul Summers wanted to learn which dividend stocks an AI bot thinks might be worth buying for 2026. Its response…

Read more »

ISA Individual Savings Account
Investing Articles

Stop missing out! A Stocks and Shares ISA could help you retire early

Investors who don't use a Stocks and Shares ISA get all the risks that come with investing but with less…

Read more »

Investing Articles

Will Greggs shares crash again in 2026?

After a horrible 2025, Paul Summers takes a look at whether Greggs shares could sink even further in price next…

Read more »