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DOCN DigitalOcean Holdings, Inc.

Last updated: May 11, 2026

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Execution Consistency

Did the company actually spend money buying back stock in 3+ of the last 4 quarters?

Bought back stock in 4/4 quarters. Q1 2026: $59M, Q3 2025: $12M, Q2 2025: $9M, Q1 2025: $9M

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Execution Acceleration

Is the most recent quarter's buyback spend more than 15% above the trailing average?

Latest quarter $59M vs trailing avg $10M (+493%)

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Buyback vs FCF

What percentage of free cash flow is going to buybacks? Bull: 30%+. Bear: negative FCF or no buybacks.

Negative FCF ($-140M), buybacks not supported by cash flow

Buyback Intensity

How fast are they shrinking the float? Bull: 2%+ annually. Bear: under 0.5%.

Missing shares repurchased or outstanding data

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Insider Buying

Are officers and directors buying stock with their own money on the open market?

No insider open-market purchases in the last 12 months

Insider-Buyback Convergence

Are both company buybacks and insider buying independently active? Bull when the company is buying back stock in 2+ quarters and insiders have made 2+ open-market purchases.

Need both buyback and insider purchase data

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Insider Net Direction

Over the last 90 days, are insiders net buyers or net sellers on the open market?

Insiders bought $0M, sold $2M in the last 90 days (net selling)

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Red Flag

Active buyback + insiders net selling 3x+ more than buying. Company cash may be supporting price while insiders exit.

Company buying back stock while insiders sold 104310679.4x more than bought. 3 C-suite officers among sellers

  • Steinfort Matt (Chief Financial Officer) sold 20,000 shares on 2026-03-03
  • Barrett Cherie (SVP, Chief Accounting Officer) sold 22,000 shares on 2026-03-02
  • Saha Bratin (Chief Product & Tech Officer) sold 13,010 shares on 2025-09-03
  • Saha Bratin (Chief Product & Tech Officer) sold 3,461 shares on 2025-06-18
  • Saha Bratin (Chief Product & Tech Officer) sold 41,541 shares on 2025-06-03
  • Saha Bratin (Chief Product & Tech Officer) sold 3,461 shares on 2025-05-20