Over the 90-day window ending January 10, 2026, Five9's three dominant insider ownership positions are held by Chief Executive Officer Michael Burkland (482.60K shares), President Inc. Five9, (233.41K shares), Chief Financial Officer Bryan M Lee (224.27K shares).
| Holder | Position | Shares | Report Date |
|---|---|---|---|
| Michael Burkland | Chief Executive Officer | 482,596 | 05 Dec, 2025 |
| Inc. Five9, | President | 233,409 | 26 Mar, 2025 |
| Bryan M Lee | Chief Financial Officer | 224,269 | 05 Dec, 2025 |
| Tiffany N. Meriweather | Chief Admin. & Legal Officer | 212,126 | 05 Dec, 2025 |
| Andy Dignan | President | 207,813 | 05 Dec, 2025 |
| David G Dewalt | 193,201 | 18 May, 2023 | |
| Barry Zwarenstein | Chief Financial Officer | 177,704 | 06 Mar, 2025 |
| Matthew E. Tuckness | Chief Revenue Officer | 176,379 | 05 Dec, 2025 |
| Rowan M Trollope | Chief Executive Officer | 161,767 | 08 Sep, 2022 |
| Daniel P. Burkland | Pres. & Chief Revenue Officer | 128,926 | 06 Sep, 2024 |
| Panos Kozanian | Evp And Product Engineering | 94,457 | 05 Dec, 2025 |
| Robert Zollars | 78,155 | 22 May, 2025 | |
| Leena Mansharamani | Svp And Chief Accounting Officer | 38,856 | 05 Dec, 2025 |
| Jack L Acosta | 38,153 | 16 May, 2024 | |
| Michael J Burdiek | 31,860 | 14 Aug, 2025 | |
| Scott Welch | Evp And Telco Services & Gm Emea | 30,887 | 08 Jun, 2022 |
| David S. Welsh | 29,795 | 22 May, 2025 | |
| Sudhakar Ramakrishna | 21,230 | 30 Sep, 2025 | |
| Sue Barsamian | 19,935 | 22 May, 2025 | |
| Jonathan D Mariner | 18,175 | 22 May, 2025 | |
| Julie Iskow | 17,145 | 22 May, 2025 | |
| Maria C Walker | 11,439 | 22 May, 2024 | |
| Sagar Gupta | 11,377 | 10 Dec, 2024 | |
| Kimberly Alexy | 11,117 | 03 Feb, 2023 | |
| Ana G. Pinczuk | 5,632 | 20 May, 2022 |
* Please note that the shares above only reflect shares from the fund portfolio and the institutional portfolio. Shares from the personal portfolio are excluded from this Institutional Ownership Page. See these insiders' latest transactions here on Insider Page.
| Transaction Date | Insider Name | Security Class | Transaction Type | Shares Traded | Price | Shares Remaining | Ownership | Code |
|---|---|---|---|---|---|---|---|---|
| 05 Dec, 2025 | Andy Dignan | Common Stock | D | 700 | $20.53 | 207,813 | D | S |
| 04 Dec, 2025 | Michael Burkland | Common Stock | D | 17,992 | $20.35 | 349,570 | D | S |
| 04 Dec, 2025 | Leena Mansharamani | Common Stock | D | 1,187 | $20.28 | 39,718 | D | S |
| 04 Dec, 2025 | Leena Mansharamani | Common Stock | D | 1,147 | $20.58 | 38,571 | D | S |
| 04 Dec, 2025 | Leena Mansharamani | Common Stock | D | 617 | $20.35 | 40,905 | D | S |
| 04 Dec, 2025 | Tiffany N. Meriweather | Common Stock | D | 6,852 | $20.35 | 212,126 | D | S |
| 04 Dec, 2025 | Panos Kozanian | Common Stock | D | 5,541 | $20.28 | 99,774 | D | S |
| 04 Dec, 2025 | Panos Kozanian | Common Stock | D | 5,317 | $20.57 | 94,457 | D | S |
| 04 Dec, 2025 | Andy Dignan | Common Stock | D | 4,136 | $20.22 | 208,513 | D | S |
| 04 Dec, 2025 | Andy Dignan | Common Stock | D | 3,376 | $20.35 | 212,649 | D | S |
| 04 Dec, 2025 | Bryan M Lee | Common Stock | D | 13,219 | $20.35 | 224,269 | D | S |
| 04 Dec, 2025 | Matthew E. Tuckness | Common Stock | D | 5,255 | $20.35 | 176,379 | D | S |
| 03 Nov, 2025 | Andy Dignan | Common Stock | D | 700 | $24.35 | 216,025 | D | S |
| 01 Oct, 2025 | Andy Dignan | Common Stock | D | 35 | $24.62 | 216,725 | D | S |
| 01 Oct, 2025 | Andy Dignan | Common Stock | D | 665 | $23.94 | 216,760 | D | S |
| 26 Sep, 2025 | Sudhakar Ramakrishna | Common Stock | A | 5,307 | $0.00 | 21,230 | D | A |
| 26 Sep, 2025 | Sudhakar Ramakrishna | - | - | 21,230 | D | |||
| 26 Sep, 2025 | Sudhakar Ramakrishna | Common Stock | A | 15,923 | $0.00 | 15,923 | D | A |
| 26 Sep, 2025 | Sudhakar Ramakrishna | - | - | 15,923 | D | |||
| 05 Sep, 2025 | Andy Dignan | Common Stock | D | 700 | $26.48 | 217,425 | D | S |