Five9's top three insider shareholders as of September 05, 2026 are Amit Mathradas (Chief Executive Officer, 716.74K shares), Amit Mathradas (Chief Executive Officer, 716.74K shares), Amit Mathradas (Chief Executive Officer, 716.74K shares).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Amit Mathradas | Chief Executive Officer | 716,743 | 0 | 716,743 | 18.6% | 26 Feb, 2026 |
| 2 | Michael Burkland | Chief Executive Officer | 403,945 | 0 | 403,945 | 10.5% | 26 Feb, 2026 |
| 3 | Bryan M Lee | Chief Financial Officer | 309,951 | 0 | 309,951 | 8.0% | 08 Jun, 2026 |
| 4 | Matthew E. Tuckness | Chief Revenue Officer | 281,492 | 0 | 281,492 | 7.3% | 08 Jun, 2026 |
| 5 | Tiffany N. Meriweather | Chief Admin. Legal Officer | 271,772 | 0 | 271,772 | 7.0% | 08 Jun, 2026 |
| 6 | Andy Dignan | President | 257,920 | 0 | 257,920 | 6.7% | 01 Sep, 2026 |
| 7 | Inc. Five9, | President | 233,409 | 0 | 233,409 | 6.1% | 26 Mar, 2025 |
| 8 | Niranjan Vijayaragavan | Chief Technology Officer | 207,734 | 0 | 207,734 | 5.4% | 15 Jul, 2026 |
| 9 | David G Dewalt | Director | 193,201 | 0 | 193,201 | 5.0% | 18 May, 2023 |
| 10 | Rowan M Trollope | Chief Executive Officer | 119,724 | 42,043 | 161,767 | 4.2% | 08 Sep, 2022 |
| 11 | Panos Kozanian | Evp, Product Engineering | 161,671 | 0 | 161,671 | 4.2% | 08 Jun, 2026 |
| 12 | Daniel P. Burkland | Pres. Chief Revenue Officer | 128,926 | 0 | 128,926 | 3.3% | 06 Sep, 2024 |
| 13 | Robert Hornish | Chief Sales Officer | 121,444 | 0 | 121,444 | 3.1% | 15 Jul, 2026 |
| 14 | Robert Zollars | Director | 76,371 | 0 | 76,371 | 2.0% | 22 May, 2025 |
| 15 | Leena Mansharamani | Svp, Chief Accounting Officer | 57,698 | 0 | 57,698 | 1.5% | 08 Jun, 2026 |
| 16 | Michael J Burdiek | Director | 40,832 | 0 | 40,832 | 1.1% | 22 May, 2026 |
| 17 | Scott Welch | Evp, Telco Services Gm Emea | 30,887 | 0 | 30,887 | 0.8% | 08 Jun, 2022 |
| 18 | David S. Welsh | Director | 29,795 | 0 | 29,795 | 0.8% | 22 May, 2025 |
| 19 | Sue Barsamian | Director | 28,907 | 0 | 28,907 | 0.7% | 22 May, 2026 |
| 20 | Jonathan D Mariner | Director | 27,147 | 0 | 27,147 | 0.7% | 22 May, 2026 |
| 21 | Julie Iskow | Director | 26,117 | 0 | 26,117 | 0.7% | 22 May, 2026 |
| 22 | Sudhakar Ramakrishna | Director | 21,230 | 0 | 21,230 | 0.6% | 30 Sep, 2025 |
| 23 | Maria C Walker | Director | 20,411 | 0 | 20,411 | 0.5% | 22 May, 2026 |
| 24 | Sagar Gupta | Director | 20,349 | 0 | 20,349 | 0.5% | 22 May, 2026 |
| 25 | Kimberly Alexy | Director | 11,117 | 0 | 11,117 | 0.3% | 03 Feb, 2023 |
| 26 | Jack L Acosta | Director | 9,556 | 0 | 9,556 | 0.2% | 16 May, 2024 |
| 27 | Ana G. Pinczuk | Director | 5,632 | 0 | 5,632 | 0.1% | 20 May, 2022 |
Each row is that insider’s most recently reported position, from Form 4 filings over the last 60 months — which is why this total does not tie to the quarterly series above, where a quarter counts only the insiders who filed in it. Shares held through a fund or institutional portfolio are counted on the institutional ownership page instead.
| Date | Insider | Position | Transaction | Shares | Price | Value | Shares Held After | Ownership |
|---|---|---|---|---|---|---|---|---|
| 28 Aug, 2026 | Andy Dignan | President | Disposed S | 17,767 | $35.03 | $622.38K | 257,920 | Direct |
| 13 Jul, 2026 | Niranjan Vijayaragavan | Chief Technology Officer | Acquired A | 207,734 | $0.00 | $0 | 207,734 | Direct |
| 13 Jul, 2026 | Robert Hornish | Chief Sales Officer | Acquired A | 121,444 | $0.00 | $0 | 121,444 | Direct |
| 13 Jul, 2026 | Niranjan Vijayaragavan | Chief Technology Officer | Acquired A | 207,734 | $0.00 | $0 | 207,734 | Direct |
| 13 Jul, 2026 | Robert Hornish | Chief Sales Officer | Acquired A | 121,444 | $0.00 | $0 | 121,444 | Direct |
| 04 Jun, 2026 | Bryan M Lee | Chief Financial Officer | Disposed S | 4,794 | $24.16 | $115.82K | 323,288 | Direct |
| 04 Jun, 2026 | Andy Dignan | President | Disposed S | 2,400 | $24.15 | $57.96K | 284,563 | Direct |
| 04 Jun, 2026 | Leena Mansharamani | Svp, Chief Accounting Officer | Disposed S | 2,556 | $24.81 | $63.41K | 57,698 | Direct |
| 04 Jun, 2026 | Matthew E. Tuckness | Chief Revenue Officer | Disposed S | 8,645 | $24.81 | $214.48K | 281,492 | Direct |
| 04 Jun, 2026 | Tiffany N. Meriweather | Chief Admin. Legal Officer | Disposed S | 9,526 | $24.81 | $236.34K | 271,772 | Direct |
| 04 Jun, 2026 | Matthew E. Tuckness | Chief Revenue Officer | Disposed S | 8,645 | $24.81 | $214.48K | 281,492 | Direct |
| 04 Jun, 2026 | Panos Kozanian | Evp, Product Engineering | Disposed S | 5,869 | $24.81 | $145.61K | 161,671 | Direct |
| 04 Jun, 2026 | Bryan M Lee | Chief Financial Officer | Disposed S | 6,107 | $25.13 | $153.47K | 317,181 | Direct |
| 04 Jun, 2026 | Andy Dignan | President | Disposed S | 2,700 | $25.07 | $67.69K | 281,863 | Direct |
| 04 Jun, 2026 | Andy Dignan | President | Disposed S | 545 | $25.68 | $14.00K | 281,318 | Direct |
| 04 Jun, 2026 | Bryan M Lee | Chief Financial Officer | Disposed S | 1,406 | $25.69 | $36.12K | 315,775 | Direct |
| 04 Jun, 2026 | Andy Dignan | President | Disposed S | 2,558 | $24.81 | $63.46K | 278,760 | Direct |
| 04 Jun, 2026 | Bryan M Lee | Chief Financial Officer | Disposed S | 4,313 | $24.81 | $107.01K | 311,462 | Direct |
| 05 Jun, 2026 | Andy Dignan | President | Disposed S | 3,073 | $24.25 | $74.52K | 275,687 | Direct |
| 05 Jun, 2026 | Bryan M Lee | Chief Financial Officer | Disposed S | 1,511 | $24.25 | $36.64K | 309,951 | Direct |