Salesforce Just Bet $25 Billion on Itself. Here’s the Catch Nobody Mentions
Salesforce's share count dropped 15% to 821 million in a year due to a $25 billion buyback, funded by debt. Total debt rose to $42.38 billion, cutting fiscal 2027 free cash flow growth outlook in half. CEO Marc Benioff suggested selling the Anthropic stake to repay debt, but current investments total $11.32 billion, less than total debt.
How this was made

The 30-second read
Why it matters
The debt increase triples the company's leverage, altering risk/reward dynamics for shareholders.
Market read
The financing structure of the buyback is a material corporate action affecting Salesforce's valuation and risk profile.
What to watch
Potential upside from a future Anthropic stake sale could offset debt if executed at high valuation.
Background
Salesforce's $25 billion accelerated share repurchase is the largest in its history and was financed entirely with new debt.
Ticker impact
Salesforce disclosed a $25 billion accelerated buyback funded by $31 billion new debt, raising total debt to $42.38 billion and cutting FY27 free‑cash‑flow outlook.
Potential short‑term downside as investors reassess leverage risk.
Debt jump of $30 billion is material for a large cap; the buyback does not offset leverage concerns.
Market effects
Highlights financing risk for cloud software firms undertaking large repurchases.
U.S. tech sector may see heightened scrutiny on balance‑sheet leverage.
Sets a precedent for large‑scale buybacks funded by debt in the global software industry.
Counterpoint
The buyback could boost EPS and attract yield‑seeking investors despite higher debt.
Key entities
- ExecutiveMarc Benioff
CEO who discussed using the Anthropic stake to repay debt.
- DirectorDavid Kirk
Insider buyer of 4,176 shares at $239.33.


