Affirm CFO Robert O'Hare Sells $1.56M in Class A Stock Under Rule 10b5-1 Plan

Insider Filing Analysis: Affirm Holdings, Inc. ($AFRM)

Executive Summary

On September 3, 2026, Affirm Holdings, Inc. reported insider activity by Chief Financial Officer Robert O'Hare. Following the quarterly vesting and settlement of 11,987 Restricted Stock Units (RSUs) on September 1, 2026, the executive conducted tax withholding dispositions and planned sales totaling 21,631 shares across September 1 and September 2, 2026, generating aggregate gross proceeds of approximately $1.56 million.

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Transaction Breakdown

1. Derivative Conversions (RSU Vesting):

   • Total RSUs Converted: 11,987 shares of Class A Common Stock across five tranches (Grants from 2022–2025).
   • Conversion Price: $0.00.
   • Remaining Unvested Derivative Position: 70,194 RSUs.

2. Tax Withholding (Code F):

   • 6,101 shares disposed at $69.94 per share on September 1, 2026, to cover tax obligations arising from the RSU settlements.

3. Open Market Sales (Code S - Rule 10b5-1):

   • September 1, 2026:
     • 15,545 shares sold at a weighted average price of $71.59 ($71.25 to $72.09 range).
     • 200 shares sold at a weighted average price of $72.51 ($72.51 to $72.54 range).
   • September 2, 2026:
     • 5,886 shares sold at a weighted average price of $74.02 ($73.84 to $74.20 range).
   • Total Sold via Plan: 21,631 shares for ~$1,563,050.27.

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Holdings & Context

• Direct Ownership Post-Sale: 2,734 shares of Class A Common Stock.
• Trading Plan: All open-market sales were executed pursuant to a pre-arranged Rule 10b5-1 trading plan established on May 21, 2026.
• Significance: Classified as Medium significance due to the multi-million dollar volume, although sales were fully automated and timed around regular quarterly vesting schedules under a pre-scheduled 10b5-1 plan.