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Insider · CIK 0001860725

Richard Kent Bennett

director

Files at TOST (Toast, Inc.). First filing Nov 13, 2024, latest Jun 10, 2025.

In brief

Richard Kent Bennett files SEC Form 4 as director at TOST (Toast, Inc.). Since Nov 13, 2024, Richard Kent Bennett has reported 0 open-market buys worth $0 and 3 open-market sells worth $5.0M, the latest filed on Jun 10, 2025.

A track record needs three past buys with six months of prices behind them; Richard Kent Bennett has 0, so none is measured yet.

The newest scored trade: sold $419k of TOST on Jun 10, 2025, filed Jun 10, 2025, scored 46 (moderate).

Track record
Not enough history
Fewer than three past buys with six months of prices.
Median 6-month excess
-
after past buys, n = 0
Hit rate
-
past buys that beat the index over 6 months
Open-market trades
0 / 3
$0 bought, $5.0M sold

Where the trades landed

Last year at the company this insider has traded most, with each buy and sell on the bar it happened.

TOST: Toast, Inc.

TOSTOct 9, 2026 · close 31.31

Daily candles, adjusted for splits and dividends. Green arrows are insider buys, red are sells, sized by value. Click a marked bar to open the signal.Charts by TradingView Lightweight Charts™

Signals

This insider’s open-market buys and sells, scored.

ScoreCompanyValueHoldingsPrice contextFiled
46Moderate
TOSTsell 4
Toast, Inc.
$419k
9,712 shares
-2%+73% from low-4% from high
54Moderate
TOSTsell 5
Toast, Inc.
$960k
22,885 shares
-5%-
60Notable
TOSTsell 9
Toast, Inc.
$3.7M
100,000 shares
-19%-

Planned sales

Form 144 notices this insider filed before selling restricted or control stock, newest first.

FiledCompanySharesValueSale datePast 3 months
Jun 10, 2025 TOST
Toast, Inc.
9,712
0.00% of outstanding
$419kJun 10, 2025none
Nov 20, 2024 TOST
Toast, Inc.
22,885
0.00% of outstanding
$960kNov 20, 2024$272M
Nov 12, 2024 TOST
Toast, Inc.
100,000
0.02% of outstanding
$3.9MNov 12, 2024$76M

Transactions

Every row this insider has filed, 38 in all, newest first.

DateCompanyTransactionSharesPriceValueHoldings afterFiled
Jun 12, 2026TOST
Toast, Inc.
MOption exercise
Restricted Stock Unitsindirect: See Footnote
-5,256$0.00$00Jun 16, 2026
Jun 12, 2026TOST
Toast, Inc.
MOption exercise
Class A Common Stockindirect: See Footnote
+5,256$0.00$05,256Jun 16, 2026
Jun 12, 2026TOST
Toast, Inc.
AGrant or award
Restricted Stock Unitsderivativeindirect: See Footnotes
+8,888$0.00$08,888Jun 16, 2026
Jun 13, 2025TOST
Toast, Inc.
AGrant or award
Restricted Stock Unitsindirect: See Footnotes
+5,256$0.00$05,256Jun 17, 2025
Jun 6, 2025TOST
Toast, Inc.
SOpen-market sale
Class A Common Stockindirect: See footnotes
-0$0.00$00Jun 10, 2025
Jun 10, 2025TOST
Toast, Inc.
SOpen-market sale
Class A Common Stock
-9,712$43.14$419k534,167Jun 10, 2025
May 20, 2025TOST
Toast, Inc.
CConversion
Class A Common Stockindirect: See footnotes
+0$0.00$00May 22, 2025
May 20, 2025TOST
Toast, Inc.
SOpen-market sale
Class A Common Stockindirect: See footnotes
-0$0.00$00May 22, 2025
Nov 20, 2024TOST
Toast, Inc.
SOpen-market sale
Class A Common Stock
-22,885$41.96$960k395,706Nov 22, 2024
Nov 20, 2024TOST
Toast, Inc.
CConversion
Class A Common Stockindirect: See footnotes
+0$0.00$00Nov 22, 2024
Nov 20, 2024TOST
Toast, Inc.
SOpen-market sale
Class A Common Stockindirect: See footnotes
-0$0.00$00Nov 22, 2024
Nov 21, 2024TOST
Toast, Inc.
SOpen-market sale
Class A Common Stockindirect: See footnotes
-0$0.00$00Nov 22, 2024
Nov 20, 2024TOST
Toast, Inc.
CConversion
Class B Common Stockderivativeindirect: See footnotes
-0$0.00$00Nov 22, 2024
Nov 15, 2024TOST
Toast, Inc.
CConversion
Class A Common Stockindirect: See footnotes
+0$0.00$00Nov 19, 2024
Nov 15, 2024TOST
Toast, Inc.
SOpen-market sale
Class A Common Stockindirect: See footnotes
-0$0.00$00Nov 19, 2024
Nov 18, 2024TOST
Toast, Inc.
SOpen-market sale
Class A Common Stockindirect: See footnotes
-0$0.00$00Nov 19, 2024
Nov 19, 2024TOST
Toast, Inc.
SOpen-market sale
Class A Common Stockindirect: See footnotes
-0$0.00$00Nov 19, 2024
Nov 19, 2024TOST
Toast, Inc.
SOpen-market sale
Class A Common Stockindirect: See footnotes
-0$0.00$00Nov 19, 2024
Nov 19, 2024TOST
Toast, Inc.
SOpen-market sale
Class A Common Stockindirect: See footnotes
-0$0.00$00Nov 19, 2024
Nov 15, 2024TOST
Toast, Inc.
CConversion
Class B Common Stockderivativeindirect: See footnotes
-0$0.00$00Nov 19, 2024
Nov 12, 2024TOST
Toast, Inc.
SOpen-market sale
Class A Common Stock
-100,000$36.67$3.7M418,591Nov 13, 2024
Nov 11, 2024TOST
Toast, Inc.
CConversion
Class A Common Stockindirect: See footnotes
+0$0.00$00Nov 13, 2024
Nov 11, 2024TOST
Toast, Inc.
SOpen-market sale
Class A Common Stockindirect: See footnotes
-0$0.00$00Nov 13, 2024
Nov 12, 2024TOST
Toast, Inc.
SOpen-market sale
Class A Common Stockindirect: See footnotes
-0$0.00$00Nov 13, 2024
Nov 12, 2024TOST
Toast, Inc.
SOpen-market sale
Class A Common Stockindirect: See footnotes
-0$0.00$00Nov 13, 2024
Nov 13, 2024TOST
Toast, Inc.
SOpen-market sale
Class A Common Stockindirect: See footnotes
-0$0.00$00Nov 13, 2024
Nov 11, 2024TOST
Toast, Inc.
CConversion
Class B Common Stockderivativeindirect: See footnotes
-0$0.00$00Nov 13, 2024
Feb 27, 2024TOST
Toast, Inc.
CConversion
Class A Common Stockindirect: See footnotes
+0$0.00$00Feb 29, 2024
Feb 27, 2024TOST
Toast, Inc.
SOpen-market sale
Class A Common Stockindirect: See footnotes
-0$0.00$00Feb 29, 2024
Feb 28, 2024TOST
Toast, Inc.
SOpen-market sale
Class A Common Stockindirect: See footnotes
-0$0.00$00Feb 29, 2024
Feb 29, 2024TOST
Toast, Inc.
SOpen-market sale
Class A Common Stockindirect: See footnotes
-0$0.00$00Feb 29, 2024
Feb 27, 2024TOST
Toast, Inc.
CConversion
Class B Common Stockderivativeindirect: See footnotes
-0$0.00$00Feb 29, 2024
Feb 21, 2024TOST
Toast, Inc.
CConversion
Class A Common Stockindirect: See footnotes
+0$0.00$00Feb 23, 2024
Feb 21, 2024TOST
Toast, Inc.
SOpen-market sale
Class A Common Stockindirect: See footnotes
-0$0.00$00Feb 23, 2024
Feb 21, 2024TOST
Toast, Inc.
CConversion
Class B Common Stockderivativeindirect: See footnotes
-0$0.00$00Feb 23, 2024
Dec 15, 2023TOST
Toast, Inc.
CConversion
Class A Common Stockindirect: See footnotes
+0$0.00$00Dec 19, 2023
Dec 15, 2023TOST
Toast, Inc.
SOpen-market sale
Class A Common Stockindirect: See footnotes
-0$0.00$00Dec 19, 2023
Dec 15, 2023TOST
Toast, Inc.
CConversion
Class B Common Stockderivativeindirect: See footnotes
-0$0.00$00Dec 19, 2023

Questions about Richard Kent Bennett

Answered from the filings on this page, as of the latest one.

Is Richard Kent Bennett buying or selling?

Not in the last 12 months. Richard Kent Bennett's latest open-market trade on SEC Form 4 was sold $419k of TOST on Jun 10, 2025.

How did Richard Kent Bennett's past buys perform?

Not measured yet. InsiderTell needs three past buys with six months of prices to publish a track record, and Richard Kent Bennett has 0.

Where does Richard Kent Bennett file Form 4?

Richard Kent Bennett has filed Form 4 at TOST (Toast, Inc.). A Form 4 is required of officers, directors and holders of more than 10% of a share class within two business days of a trade.

Not investment advice. Scores and forward returns are decision support built from public SEC filings and past prices; they describe what happened after comparable filings, not what will happen after this one. Do your own research and size your risk.

Richard Kent Bennett: insider trades and track record | InsiderTell