How buying cheap shares now can make me passive income for life

Jon Smith talks through how he filters for undervalued stocks that also pay out dividends. This allows him to make passive income.

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.

Mature couple in a discussion while eating a meal in a restaurant.

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.

It goes without saying that I’d like to buy shares when they look cheap. Overpaying for a stock limits my potential profit and can reduce my dividend yield. This is great in theory, but putting it into practice in the real world, with a strategy focused around generating me passive income for decades to come, is more complicated. Here’s how I’m trying to do it.

Finding the right stocks

To begin with I need to have a strict filter to get rid of any stocks that aren’t what I’m looking for. My strategy is focused on building income via dividend payments. So I want to cut out any company that historically hasn’t paid out dividends to investors. Even if such companies are cheap based on valuation metrics, it doesn’t matter to me.

Another addition to my filter is to focus on companies with a strong track record of dividends. This will serve me well for long-term investing. A high dividend per share payment today is great, but what about the consistency of this payment in 2030? It might seem a long way away, but I want to build income for life.

Bringing it all together, my sweet spot is buying shares that are cheap (that is, with a low price-to-earnings ratio) and also have a good history of dividend payments.

Why I’m trying to get set for life

Over time, I’m aiming to profit from two specific areas. The first one is the advantage of locking in the current dividend yield. Let’s say that I feel a stock is undervalued at 100p and feel it could eventually trade at 150p in years to come. It currently pays out a dividend per share of 5p.

If I buy now at 100p, my yield is 5%. Going forward, the only variance in the future dividend yield is if the dividend per share changes. If I assume this stays the same, but the share rises to a fair value of 150p, the future dividend yield drops to 3.33%. Therefore, buying now helps to lock in a better yield. And if the yield rises along with the share price, that’s even better for someone like me who bought at a lower price.

The second avenue of potential profit comes from my capital appreciation. If the above example does jump from 100p to 150p, I’ll have gained 50% on my original investment amount. I can use this as income, by trimming down some profits into cash.

This helps me get income for life, as both sources of profit will take years to accumulate and play out.

Risks to be aware of

I’ve tried to make my strategy as practical as possible, cutting out the theory. In doing this, I need to accept potential risks. A big one is that no one can predict the future. I might buy a stock now that underperforms in the future. This could see the dividend cut and the share price fall. This could result in a loss both on my capital and also a lack of income from no dividends.

I’ll aim to reduce this risk by investing in a portfolio of shares. That way, if one does go bad, it won’t have a material impact on my overall income stream.

Jon Smith has no position in any of the shares mentioned. The Motley Fool UK has no position in any of the shares mentioned. 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 Dividend Shares

Yellow number one sitting on blue background
Investing Articles

Here’s my number 1 passive income stock for 2026

Stephen Wright thinks a 5.5% dividend yield from a company with a strong competitive advantage is something passive income investors…

Read more »

Smiling white woman holding iPhone with Airpods in ear
Dividend Shares

4 dirt-cheap dividend stocks to consider for 2026!

Discover four great dividend stocks that could deliver long-term passive income -- and why our writer Royston Wild thinks they’re…

Read more »

Three generation family are playing football together in a field. There are two boys, their father and their grandfather.
Investing Articles

How much do you need in UK shares to target a £2,000 monthly passive income in retirement?

Harvey Jones shows how building a balanced portfolio of UK shares with a focus on high levels of dividend income…

Read more »

British bank notes and coins
Investing Articles

Here’s a £30-a-week plan to generate passive income!

Putting a passive income plan into action need not take a large amount of resources. Christopher Ruane explains how it…

Read more »

Close-up of British bank notes
Investing Articles

Want a second income? Here’s how a spare £3k today could earn £3k annually in years to come!

How big can a second income built around a portfolio of dividend shares potentially be? Christopher Ruane explains some of…

Read more »

Close-up of British bank notes
Investing Articles

£20,000 for a Stocks and Shares ISA? Here’s how to try and turn it into a monthly passive income of £493

Hundreds of pounds in passive income a month from a £20k Stocks and Shares ISA? Here's how that might work…

Read more »

Investing Articles

How much would I need invested in an ISA to earn £2,417 a month in passive income?

This writer runs the numbers to see what it takes in an ISA to reach £2,417 a month in passive…

Read more »

Emma Raducanu for Vodafone billboard animation at Piccadilly Circus, London
Investing Articles

Up 40% this year, can the Vodafone share price keep going?

Vodafone shareholders have been rewarded this year with a dividend increase on top of share price growth. Our writer weighs…

Read more »