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Reading: A Fresh Look at Constellation Software’s (TSX:CSU) Valuation After Concerns About Leadership Change and AI Disruption
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World of Software > News > A Fresh Look at Constellation Software’s (TSX:CSU) Valuation After Concerns About Leadership Change and AI Disruption
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A Fresh Look at Constellation Software’s (TSX:CSU) Valuation After Concerns About Leadership Change and AI Disruption

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Last updated: 2025/10/28 at 8:21 AM
News Room Published 28 October 2025
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Constellation Software (TSX:CSU) is taking center stage after a wave of investor debate over the impact of AI-native competitors, exacerbated by the recent departure of CEO Mark Leonard. Despite this situation, the stock is still widely followed.

Check out our latest analysis for Constellation Software.

All this comes as Constellation’s stock price is down about 29% from its peak, a move that reflects both concerns about AI disruption and leadership changes. That said, the long-term total shareholder return of almost 200% over five years puts the recent near-term weakness into perspective, while near-term momentum still appears to be fading.

If you’re looking to broaden your search beyond the recent volatility in software, now is a good time to explore. View the full list for free.

This recent pullback raises a key question: Is Constellation Software undervalued after the sharp decline, or has the market already adjusted expectations to account for both disruption risks and future growth prospects?

Constellation Software shares trade at a price-to-earnings (P/E) ratio of 89.3x, noticeably higher than both peers and industry benchmarks. The last closing price was CA$3,782.39. This premium valuation persists even in light of recent share price declines.

The price-to-earnings ratio measures how much investors are willing to pay for each dollar of the company’s earnings, reflecting market expectations for future growth. For established software companies, a high price-to-earnings ratio may mean that investors expect significant earnings growth or broad competition.

But compared to the Canadian software sector’s average price-to-earnings ratio of 55.9x and the peer average of 82.9x, Constellation Software looks expensive. Even at the estimated fair price-to-earnings ratio of 44.9x, the current price is significantly higher than where the market could ultimately settle.

Discover the fair SWS ratio for Constellation Software

Result: price-earnings ratio of 89.3x (OVERVALUE)

However, ongoing AI competition and ongoing leadership changes could still pose a challenge to Constellation’s growth prospects and could continue to put pressure on the stock price.

Discover the key risks of this Constellation Software story.

While Constellation Software may seem expensive on a price-to-earnings basis, our DCF model offers a very different perspective. Under this methodology, the current share price is trading approximately 25.2% below our fair value estimate, indicating potential undervaluation based on cash flow prospects. Could the longer-term prospects be more important than the short-term multiples?

Investigate how the SWS DCF model arrives at its fair value.

CSU discounted cash flow as of October 2025

Simply Wall St runs a discounted cash flow (DCF) on every stock in the world every day (check out Constellation Software for example). We show the entire calculation in full. You can track the performance in your watchlist or portfolio and be alerted when it changes, or you can use our stock screener to discover undervalued stocks based on their cash flows. If you save a screener, we’ll even alert you when new companies match, so you never miss a potential opportunity.

If you prefer to dig deeper or look at the numbers differently, you can build your own perspective using the data in minutes. Do it your way.

A good starting point for your research into Constellation Software is our analysis, which highlights three key rewards and one major warning sign that could impact your investment decision.

Sharpen your strategy and discover opportunities that others may miss using Simply Wall Street’s powerful screeners. These customized ideas can give your portfolio the smart edge you’ve been looking for.

This article from Simply Wall St is general in nature. We provide commentary based on historical data and analyst forecasts using only an unbiased methodology and our articles are not intended as financial advice. It is not a recommendation to buy or sell any stock and does not take into account your objectives or financial situation. We aim to provide you with targeted, long-term analysis based on fundamental data. Please note that our analysis may not take into account the latest price-sensitive company announcements or quality material. Simply Wall St has no positions in the stocks mentioned.

Companies discussed in this article include CSU.TO.

Do you have feedback on this article? Worried about the content? Please contact us directly. You can also send an email to [email protected]

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