Borrowing to repurchase stock signals confidence, but narrows flexibility
Salesforce is not merely buying back stock. It is making a very public statement about how it views its own valuation, its future in the age of artificial intelligence and the best way to finance that conviction. This week, the company said it had begun the first phase of a $25 billion accelerated repurchase plan, part of a much larger $50 billion authorization approved earlier in the year. What makes the move more consequential is that it is being funded with debt.
That choice immediately changes the debate. A buyback financed from surplus cash can be framed as a straightforward return of capital. A buyback financed through borrowing is something else. It is an explicit decision to add leverage in order to reduce the share count, improve per-share metrics and take advantage of what management believes is a mispriced stock.
Salesforce’s leadership has not been subtle about that belief. Marc Benioff has pointed directly to confidence in the company’s future, and insider purchases by board members reinforce the message that people close to the business view the recent weakness as an opportunity rather than a warning. The market, however, is asking a harder question: does confidence justify taking on more financial risk at a moment when investors are already uneasy about long-term disruption from AI?
Why debt can look smarter than equity
The answer begins with a concept that matters far more inside boardrooms than in most headlines: the cost of capital. Companies are constantly deciding how to fund themselves, and the objective is not just to raise money, but to do so as efficiently as possible. That means comparing the cost of debt with the cost of equity and then building a capital structure that keeps the combined burden as low as possible.
For Salesforce, debt currently appears cheaper. Bond investors demand a fixed yield, and because interest payments are tax-deductible, the after-tax cost of that borrowing is lower than the headline coupon suggests. Equity is more expensive in a different way. When a company’s stock becomes more volatile or its outlook is questioned, investors demand a higher return to keep owning it. That higher required return becomes the company’s effective cost of equity.
If management believes the market is undervaluing the business, then issuing debt to retire stock can look financially logical. It swaps a more expensive form of capital for a cheaper one and lowers the company’s weighted average cost of capital. In valuation terms, that matters because a lower discount rate increases the present value of future cash flows.
The attraction is obvious, but so is the trade-off
This is also why buybacks funded with borrowing can be so appealing. They reduce the number of shares outstanding, which boosts earnings per share and increases each remaining shareholder’s claim on the business. If the stock really is undervalued and the business performs well, the payoff can be substantial.
But there is nothing free about the strategy. Debt introduces fixed obligations that do not disappear when sentiment turns or growth slows. Equity investors can become unhappy. Creditors can force consequences. That difference is what makes the move more than a technical optimization. Salesforce is exchanging part of its future balance sheet freedom for a bet that its current weakness will prove temporary rather than structural.
That is already visible in the market response beyond the stock itself. The company has taken a credit-rating downgrade because of the additional leverage. This does not break the strategy, but it does raise the cost of future borrowing and reminds investors that capital structure efficiency has limits. What helps today can become a burden tomorrow if conditions change.
The real issue is whether AI fear is overdone
Everything comes back to the same dividing line: is the market correctly worried about Salesforce’s long-term position, or is it overreacting to a technological shift that the company can navigate? Management is clearly operating from the second view. In effect, the buyback says the business is stronger than the stock implies and that the balance sheet should be used to exploit that disconnect.
If that judgment is right, the strategy could age well. Salesforce would have retired stock at attractive prices, enhanced per-share value and used relatively low-cost capital to do it. Over time, the leverage could be worked down, the rating pressure could ease and the move could be remembered as an aggressive but smart use of financial strength.
If that judgment is wrong, the math changes fast. A company facing slower growth, more competition and higher leverage becomes much less attractive, not more. The debt that looked efficient starts to reduce optionality, and the repurchase stops looking like confidence and starts looking like an expensive attempt to fight the market’s message.
That is what makes this more interesting than a standard buyback announcement. Salesforce is not just reducing its share count. It is staking balance sheet capacity on the belief that the market has misunderstood its future. That may prove disciplined and opportunistic. It may also prove badly timed. What cannot be said is that it is neutral. This is a real bet, and the AI debate will determine whether it becomes a clever capital move or a heavier weight on the company’s future.

