Richard Kent Bennett
CIK 1860725 · View on SEC EDGAR ↗
First SEC filing: Sept. 21, 2021 · Latest: June 16, 2026
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Insider transactions
Price change vs current quote, split-adjusted for corporate actions since the filing — not benchmarked, not annualized, not size-weighted
| Date | Ticker | Code | Shares | Price | Value | Owned after | Δ own | A/D | vs now |
|---|---|---|---|---|---|---|---|---|---|
| June 10, 2025 | TOST | S | 9,712 | $43.14 | $418,976 | 534,167 Direct | -1.79% | Disposed | -17.4% (price as of 2026-08-21) |
| June 6, 2025 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| May 20, 2025 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| Nov. 21, 2024 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| Nov. 20, 2024 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| Nov. 20, 2024 | TOST | S | 22,885 | $41.96 | $960,255 | 395,706 Direct | -5.47% | Disposed | -15.1% (price as of 2026-08-21) |
| Nov. 19, 2024 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| Nov. 19, 2024 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| Nov. 19, 2024 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| Nov. 18, 2024 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| Nov. 15, 2024 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| Nov. 13, 2024 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| Nov. 12, 2024 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| Nov. 12, 2024 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| Nov. 12, 2024 | TOST | S | 100,000 | $36.67 | $3,667,000 | 418,591 Direct | -19.28% | Disposed | -2.8% (price as of 2026-08-21) |
| Nov. 11, 2024 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| Sept. 13, 2024 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| Sept. 12, 2024 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| Sept. 4, 2024 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| Feb. 29, 2024 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| Feb. 28, 2024 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| Feb. 27, 2024 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| Feb. 21, 2024 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| Dec. 15, 2023 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| Sept. 15, 2023 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| June 15, 2023 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| May 24, 2023 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| May 23, 2023 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| May 19, 2023 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| May 18, 2023 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| Feb. 24, 2023 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| Dec. 15, 2022 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| Dec. 14, 2022 | TOST | S | 0 | — | — | 0 Indirect | — | Acquired | (price as of 2026-08-21) |
| Dec. 13, 2022 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| Dec. 13, 2022 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| Dec. 1, 2022 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| Nov. 23, 2022 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| Nov. 22, 2022 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| Nov. 21, 2022 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| Nov. 18, 2022 | TOST | S | 132,709 | $18.27 | $2,424,593 | 790 Direct | -99.41% | Disposed | 95.0% (price as of 2026-08-21) |
| Nov. 18, 2022 | TOST | S | 0 | — | — | 0 Indirect | — | Disposed | (price as of 2026-08-21) |
| Aug. 18, 2022 | TOST | S | 150,533 | $18.95 | $2,852,600 | 133,499 Direct | -53.00% | Disposed | 88.0% (price as of 2026-08-21) |
| Aug. 17, 2022 | TOST | S | 150,532 | $19.49 | $2,933,869 | 276,973 Direct | -35.21% | Disposed | 82.8% (price as of 2026-08-21) |
Showing latest 100 of 116 transactions
P = Open-market purchase · S = Sale · A = Grant/award · M = Option exercise · G = Gift · F = Tax withholding
Insider transactions are not a recommendation; sales are often driven by liquidity or tax reasons.
Derivative holdings (Form 4 Table II)
Options, RSUs and convertible securities reported on Form 4 Table II.
| Date | Ticker | Security | Underlying | Exercise price | Expiration | Shares | A/D |
|---|---|---|---|---|---|---|---|
| June 12, 2026 | TOST | Restricted Stock Units | Class A Common Stock (8,888) | — | — | 8,888 | Acquired |
| Nov. 20, 2024 | TOST | Class B Common Stock | Class A Common Stock | — | — | 0 | Disposed |
| Nov. 15, 2024 | TOST | Class B Common Stock | Class A Common Stock | — | — | 0 | Disposed |
| Nov. 11, 2024 | TOST | Class B Common Stock | Class A Common Stock | — | — | 0 | Disposed |
| Sept. 12, 2024 | TOST | Class B Common Stock | Class A Common Stock | — | — | 0 | Disposed |
| Sept. 4, 2024 | TOST | Class B Common Stock | Class A Common Stock | — | — | 0 | Disposed |
| June 6, 2024 | TOST | Restricted Stock Units | Class A Common Stock (9,712) | — | — | 9,712 | Acquired |
| June 6, 2024 | TOST | Restricted Stock Units | Class A Common Stock (11,593) | — | — | 11,593 | Disposed |
| Feb. 27, 2024 | TOST | Class B Common Stock | Class A Common Stock | — | — | 0 | Disposed |
| Feb. 21, 2024 | TOST | Class B Common Stock | Class A Common Stock | — | — | 0 | Disposed |
| Dec. 15, 2023 | TOST | Class B Common Stock | Class A Common Stock | — | — | 0 | Disposed |
| Sept. 15, 2023 | TOST | Class B Common Stock | Class A Common Stock | — | — | 0 | Disposed |
| June 15, 2023 | TOST | Class B Common Stock | Class A Common Stock | — | — | 0 | Disposed |
| June 8, 2023 | TOST | Restricted Stock Units | Class A Common Stock (11,593) | — | — | 11,593 | Acquired |
| June 2, 2023 | TOST | Restricted Stock Units | Class A Common Stock (11,292) | — | — | 11,292 | Disposed |
| May 23, 2023 | TOST | Class B Common Stock | Class A Common Stock | — | — | 0 | Disposed |
| May 18, 2023 | TOST | Class B Common Stock | Class A Common Stock | — | — | 0 | Disposed |
| Feb. 24, 2023 | TOST | Class B Common Stock | Class A Common Stock | — | — | 0 | Disposed |
| Dec. 15, 2022 | TOST | Class B Common Stock | Class A Common Stock | — | — | 0 | Disposed |
| Dec. 14, 2022 | TOST | Class B Common Stock | Class A Common Stock | — | — | 0 | Disposed |
| Dec. 13, 2022 | TOST | Class B Common Stock | Class A Common Stock | — | — | 0 | Disposed |
| Dec. 1, 2022 | TOST | Class B Common Stock | Class A Common Stock | — | — | 0 | Disposed |
| Nov. 21, 2022 | TOST | Class B Common Stock | Class A Common Stock | — | — | 0 | Disposed |
| Nov. 21, 2022 | TOST | Class B Common Stock | Class A Common Stock | — | — | 0 | Disposed |
| Nov. 18, 2022 | TOST | Class B Common Stock | Class A Common Stock | — | — | 0 | Disposed |
| Nov. 18, 2022 | TOST | Class B Common Stock | Class A Common Stock | — | — | 0 | Disposed |
| Aug. 17, 2022 | TOST | Class B Common Stock | Class A Common Stock | — | — | 0 | Disposed |
| June 2, 2022 | TOST | Restricted Stock Units | Class A Common Stock (11,292) | — | — | 11,292 | Acquired |
| May 17, 2022 | TOST | Class B Common Stock | Class A Common Stock | — | — | 0 | Disposed |
| Feb. 18, 2022 | TOST | Class B Common Stock | Class A Common Stock | — | — | 0 | Disposed |
| Sept. 24, 2021 | TOST | Series C Preferred Stock | Common Stock | — | — | 0 | Disposed |
| Sept. 24, 2021 | TOST | Series D Preferred Stock | Common Stock | — | — | 0 | Disposed |
| Sept. 24, 2021 | TOST | Series E Preferred Stock | Common Stock | — | — | 0 | Disposed |
| Sept. 24, 2021 | TOST | Class B Common Stock | Class A Common Stock | — | — | 0 | Acquired |
| Sept. 24, 2021 | TOST | Series F Preferred Stock | Common Stock | — | — | 0 | Disposed |
| Sept. 24, 2021 | TOST | Series B Preferred Stock | Common Stock | — | — | 0 | Disposed |
Exercise/conversion price is blank when not applicable (e.g. RSUs).
Initial ownership (Form 3) 6 holdings
Securities held when first becoming an insider, per SEC Form 3.
| Date | Ticker | Security | Shares | Ownership |
|---|---|---|---|---|
| Sept. 21, 2021 | TOST | Common Stock [F1] | 0 | Indirect |
| Sept. 21, 2021 | TOST | Series B Preferred Stock→ Common Stock [F1] | — | Indirect |
| Sept. 21, 2021 | TOST | Series C Preferred Stock→ Common Stock [F1] | — | Indirect |
| Sept. 21, 2021 | TOST | Series D Preferred Stock→ Common Stock [F1] | — | Indirect |
| Sept. 21, 2021 | TOST | Series E Preferred Stock→ Common Stock [F1] | — | Indirect |
| Sept. 21, 2021 | TOST | Series F Preferred Stock→ Common Stock [F1] | — | Indirect |