Share Buybacks: Are You Doing It Wrong?

Share Buybacks: Are You Doing It Wrong?

CFO Brew (Morning Brew)
CFO Brew (Morning Brew)May 28, 2026

Why It Matters

Mistimed buybacks erode shareholder returns and dilute capital efficiency, prompting investors to demand smarter treasury strategies. Improving timing can unlock billions of dollars in hidden value for public companies.

Key Takeaways

  • S&P 500 firms could have bought 4.9% more shares, $995M extra
  • Timing buybacks low vs trendline boosts share retirement by 65%
  • Expedia topped buyback effectiveness by repurchasing during price dips
  • CFOs often ignore price, focusing on excess cash instead
  • Real‑time intrinsic‑value tracking essential for optimal buyback timing

Pulse Analysis

Buybacks have become a staple of corporate capital allocation, offering a straightforward way to return cash to shareholders and boost earnings per share. Yet the Fortuna Advisors report reveals a systemic flaw: most issuers ignore market pricing, repurchasing shares when they are relatively expensive. By comparing actual buyback activity to a hypothetical scenario where firms bought at the average quarterly price, the study estimates an additional $482 billion could have been created across the S&P 500 by 2025. This gap underscores that the primary driver of buyback value is not the amount spent but the price paid.

The timing advantage is stark. Companies that aligned repurchases with periods when their stock traded below its long‑term trendline retired up to 65% more shares, effectively stretching each dollar of capital. Expedia Group exemplifies this disciplined approach, concentrating buybacks during 2023‑2025 when its share price dipped amid market volatility. Such strategic execution turns a routine cash‑distribution tool into a potent lever for value creation. Conversely, many firms act on a cash‑availability trigger, overlooking the opportunity cost of buying high, a behavior reinforced by risk‑averse sentiment during market downturns.

For CFOs, the path forward is clear: integrate real‑time intrinsic‑value models into treasury decision‑making and treat buybacks as strategic investments rather than mechanical cash dumps. Leveraging analytics to gauge valuation gaps can improve buyback effectiveness, enhance EPS, and satisfy shareholders demanding capital efficiency. As markets evolve, disciplined timing will likely differentiate firms that generate genuine shareholder wealth from those that merely recycle capital at inflated prices.

Share buybacks: Are you doing it wrong?

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