Toast CRO Jonathan Vassil Exercises and Sells Shares via 10b5-1 Plan
Toast, Inc.
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Filing Summary
# Insider Transaction Alert: Toast, Inc. ($TOST)
**Insider:** Vassil Jonathan (Chief Revenue Officer)
**Type:** Sale (following Option Exercise)
**Date:** 2026-10-05
**Shares Sold:** 7,623 @ $30.194 (~$230,169)
**Shares Retained:** 77,424 direct (plus 84,269 indirect in GRAT)
**Note:** Conducted pursuant to a pre-arranged Rule 10b5-1 trading plan.
Comprehensive Analysis
Insider Filing Analysis: Toast, Inc. ($TOST)
Transaction Overview
On October 5, 2026, Jonathan Vassil, Chief Revenue Officer of Toast, Inc., executed a routine exercise-and-sell transaction:
- Option Exercise (Code M): Exercised stock options to acquire 7,623 shares of Class A Common Stock at an exercise price of $2.21 per share.
- Open Market Sale (Code S): Sold all 7,623 shares at a weighted-average price of $30.194 (ranging from $30.00 to $30.68), generating gross proceeds of approximately $230,169.
Ownership Context
- Direct Ownership: 77,424 shares of Class A Common Stock remain directly held.
- Indirect Ownership: 84,269 shares are held indirectly through The Jonathan S. Vassil Grantor Retained Annuity Trust #1.
- Derivative Holdings: Following the exercise, Vassil continues to hold 271,591 vested stock options expiring in April 2030.
Plan Details & Governance
The transactions were conducted under a pre-established Rule 10b5-1 trading plan adopted on March 13, 2026. Because this transaction represents a planned exercise of low-cost options and subsequent sale rather than an unexpected discretionary move, the market impact and signaling significance are considered low.
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Important Disclaimer
This content is drawn from public SEC filings and may contain errors. It is for informational purposes only and is not investment, legal, or tax advice.
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