A stock with a four-figure share price can feel expensive before you’ve even met the business. That reaction is understandable and largely beside the point. What counts is the profit and cash attached to each share, plus the price paid for that future earnings power. I’d gladly own a strong software business in a 10-year account, with a valuation that leaves some room for ordinary disappointments.

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CSU
Constellation Software (TSX: CSU) buys and operates software companies serving specialized industries. Customers use these systems for work that has to get done, making replacement more involved than downloading a new consumer app. That can support recurring revenue and long-term relationships.
The company uses cash from existing businesses to purchase more operations. Its long-term attraction is repeating that process at attractive prices. Acquisitions still need to produce worthwhile returns, especially as a larger company needs bigger investment opportunities to keep growing.
Second-quarter revenue rose 17%, but organic growth was only 1% after adjusting for currency. Organic growth measures progress without newly acquired businesses. For Constellation, that gap shows how much the current expansion depends on continuing to buy additional operations.
Into earnings
The company reported US$345 million in quarterly free cash flow available to shareholders, up from US$220 million. This measure accounts for claims on cash under management’s definition. It’s relevant because acquisitions need real financing, while common shareholders need more than an impressive consolidated sales total.
I’d judge future progress by cash per share and the returns earned on new purchases. A bigger acquisition programme can increase revenue without creating proportionately more value if purchase prices rise or integration disappoints. The investment machine needs good inputs to keep producing good results.
Artificial intelligence (AI) also creates both opportunity and risk. It can help existing software businesses improve products and operate more efficiently. It can also make competing products cheaper to build, giving customers more choices. Specialized workflows help defend relationships, with each business still needing to justify its place.
Considerations
The recent close was $3,465.98, so a $10,000 budget buys two whole shares for $6,931.96, leaving $3,068.04 before fees. That large unspent amount is a practical allocation issue for a smaller account, even though the price of one share doesn’t determine whether the business is expensive.
Annualizing the latest US$345 million quarterly shareholder free cash flow gives US$1.4 billion. Using approximately 21.2 million shares and an illustrative exchange rate of $1.40 per US$1 gives roughly $91 per share. Against the reference price, that’s about 38 times cash flow.
That’s a deliberately rough valuation check, with seasonality, currency, and future acquisitions capable of changing the result. In short, it keeps me from calling the stock “cheap” purely because a forward earnings estimate uses a much larger profit figure. For me, the best cash-flow metric would be 30 times cash flow, bringing the price to about $2,734 at writing. That would be a more comfortable starting point, rather than a forecast or a claim that this is the company’s precise fair value.
Bottom line
For a 10-year Tax-Free Savings Account (TFSA), I’d keep sufficient personal room and avoid committing the whole account to one acquisition strategy. A loss doesn’t create replacement room, and the tiny regular dividend makes this primarily a capital-growth holding.
All considered, I’d keep Constellation on my Canadian stock watchlist and wait for a more comfortable cash-flow valuation. Strong recurring businesses and disciplined acquisitions can reward patience. I’d want the next purchase price to let that operating success reach my account, rather than arrive already fully paid for.