I’d invest £250 a month in a Stocks and Shares ISA to target a £34k second income

Regularly investing in a diversified Stocks and Shares ISA could be the route to a comfortable retirement. Our writer considers his simple strategy.

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.

Middle-aged black male working at home desk

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.

Investing in a Stocks and Shares ISA doesn’t need to be complicated. Keeping it simple can also help me achieve my financial goals.

But what does help is a clear target for what I want to achieve. For instance, I’d like an additional income to help provide a comfortable retirement.

To satisfy this aim, let’s consider what I’d need to do.

A long-term Stocks and Shares ISA

First, I should be mindful of how long I’d need to invest for. By investing a relatively modest sum of £250 a month, reaching a five-figure annual income won’t happen overnight.

But if I diligently continue this process consistently for the next 30 years, I’d expect to build a pot worth almost £500,000. Thereafter, by investing in a diversified group of dividend shares, I calculate that I should be able to earn £34,543 in passive income.

A simple strategy

Over the long-term, the average stock market return has been around 10% a year. But bear in mind that investing is rarely a steady path.

Over the past three decades, the FTSE 100 gained by over 20% in four of those years. But in the financial crisis of 2008, it dropped by a whopping 30% in one year.

History shows that one way to benefit from these swings is by pound cost averaging. This is where a fixed amount is invested at regular intervals. That way, if the stock market falls, investors would pick up shares at lower prices.

It avoids trying to time the ups and downs of the market, thus making it a relatively simple strategy for my Stocks and Shares ISA.

Keeping the discipline to continue the systematic investments over many years should prove lucrative and relatively stress-free.

As the well-known investing phrase goes, “time in the market beats timing the market”.

What to invest in?

For a long-term Stocks and Shares ISA, I could invest my £250 a month in a FTSE 100 or S&P 500 index fund. These instruments aim to track the performance of the major stock indices.

Alternatively, I could build a diversified selection of high-quality businesses. To keep it simple, I’d focus on large and established companies that I think will continue to thrive over many years.

It can be tempting to buy the latest hot stock of the day. But I’d resist. Investors should stick to tried and tested methods for a low-stress, simple strategy.

But what makes a high-quality share? Popular investors Warren Buffett and Terry Smith both look for companies that have sustainable competitive advantages. This could be in the form of a strong brand, or long-standing customers.

In addition, I’d also look for a high profit margin and solid balance sheet.

Top of the stocks

Right now, I’d say companies like Diageo, Unilever, Alphabet and Microsoft meet these criteria. And if I had fresh funds to start this plan today, I’d certainly buy these for my ISA.

Looking ahead, once I’m ready to start withdrawing income, I’d switch my strategy to buy a selection of the best dividend shares.

Right now, I’d consider Phoenix Group, British American Tobacco and Legal & General. On average, they offer a 7% dividend yield. But as that could change in the future, I’d need to re-evaluate at the time.

Suzanne Frey, an executive at Alphabet, is a member of The Motley Fool’s board of directors. Harshil Patel has positions in British American Tobacco P.l.c. and Microsoft. The Motley Fool UK has recommended Alphabet, British American Tobacco P.l.c., Diageo Plc, Microsoft, and Unilever Plc. 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

Investing Articles

Will the S&P 500 crash in 2026?

The S&P 500 delivered impressive gains in 2025, but valuations are now running high. Are US stocks stretched to breaking…

Read more »

Teenage boy is walking back from the shop with his grandparent. He is carrying the shopping bag and they are linking arms.
Investing Articles

How much do you need in a SIPP to generate a brilliant second income of £2,000 a month?

Harvey Jones crunches the numbers to show how investors can generate a high and rising passive income from a portfolio…

Read more »

Investing Articles

Will Lloyds shares rise 76% again in 2026?

What needs to go right for Lloyds shares to post another 76% rise? Our Foolish author dives into what might…

Read more »

Investing Articles

How much passive income will I get from investing £10,000 in an ISA for 10 years?

Harvey Jones shows how he plans to boost the amount of passive income he gets when he retires, from FTSE…

Read more »

Investing Articles

Down 34% in 2025 — but could this be one of the UK’s top growth stocks for 2026?

With clarity over research funding on the horizon, could Judges Scientific be one of the UK’s best growth stocks to…

Read more »

piggy bank, searching with binoculars
Investing Articles

Can the rampant Barclays share price beat Lloyds in 2026?

Harvey Jones says the Barclays share price was neck and neck with Lloyds over the last year, and checks out…

Read more »

Investing Articles

Here’s how Rolls-Royce shares could hit £25 in 2026

If Rolls-Royce shares continue their recent performance, then £25 might be on the cards for 2026. Let's take a look…

Read more »

Departure & Arrival sign, representing selling and buying in a portfolio
Investing Articles

Prediction: in 2026 the red-hot Rolls-Royce share price could turn £10,000 into…

Harvey Jones can't believe how rapidlly the Rolls-Royce share price has climbed. Now he looks at the FTSE 100 growth…

Read more »