Paycom Software's top three insider shareholders as of September 29, 2026 are Chad R. Richison (Ceo, President And Chairman, 3.22Mn shares), Chad R. Richison (Ceo And Chairman, 2.77Mn shares), Craig E. Boelte (Chief Financial Officer, 175.35K shares).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Chad R. Richison | Ceo And Chairman | 2,774,921 | 0 | 2,774,921 | 80.3% | 16 Jun, 2026 |
| 2 | Craig E. Boelte | Chief Financial Officer | 175,353 | 0 | 175,353 | 5.1% | 11 Aug, 2026 |
| 3 | Holly Faurot | Chief Sales Officer | 81,799 | 0 | 81,799 | 2.4% | 05 Mar, 2024 |
| 4 | Terrell Shane Hadlock | President/Chief Client Officer | 69,911 | 0 | 69,911 | 2.0% | 31 Aug, 2026 |
| 5 | Randall Peck | Chief Operating Officer | 55,355 | 0 | 55,355 | 1.6% | 18 May, 2026 |
| 6 | Christopher Gene Thomas | Co Chief Executive Officer | 51,377 | 0 | 51,377 | 1.5% | 13 May, 2024 |
| 7 | Jason D. Clark | Chief Administrative Officer | 43,060 | 0 | 43,060 | 1.2% | 25 Feb, 2025 |
| 8 | Robert D. Foster | Chief Financial Officer | 37,809 | 0 | 37,809 | 1.1% | 20 Feb, 2026 |
| 9 | Amy Vickroy | Chief Sales Officer | 31,913 | 0 | 31,913 | 0.9% | 13 May, 2025 |
| 10 | Bradley Scott Smith | Chief Information Officer | 0 | 24,533 | 24,533 | 0.7% | 16 Sep, 2025 |
| 11 | Frederick C Ii Peters | Director | 17,772 | 0 | 17,772 | 0.5% | 05 May, 2026 |
| 12 | Jeffrey D. York | Chief Sales Officer | 13,967 | 0 | 13,967 | 0.4% | 20 Feb, 2026 |
| 13 | Rachael Gannon | Chief Automation Officer | 11,638 | 0 | 11,638 | 0.3% | 05 Nov, 2025 |
| 14 | Robert J Levenson | Director | 11,061 | 0 | 11,061 | 0.3% | 30 Apr, 2024 |
| 15 | J C Jr Watts | Director | 10,719 | 0 | 10,719 | 0.3% | 05 May, 2026 |
| 16 | Jon Evans | Chief Operating Officer | 8,574 | 0 | 8,574 | 0.2% | 18 Apr, 2022 |
| 17 | Joseph Leo Binz | Director | 7,836 | 0 | 7,836 | 0.2% | 05 May, 2026 |
| 18 | William Xavier Iii Kerber | Chief Information Officer | 6,341 | 0 | 6,341 | 0.2% | 10 Jul, 2026 |
| 19 | Sharen J Turney | Director | 5,992 | 0 | 5,992 | 0.2% | 05 May, 2026 |
| 20 | Henry C Duques | Director | 5,974 | 0 | 5,974 | 0.2% | 05 May, 2026 |
| 21 | Felicia Williams | Director | 3,706 | 0 | 3,706 | 0.1% | 06 May, 2025 |
| 22 | Justin Devon Long | Evp Of Operations | 2,956 | 0 | 2,956 | 0.1% | 12 May, 2022 |
| 23 | Archana Vemulapalli | Director | 1,809 | 0 | 1,809 | 0.1% | 06 May, 2025 |
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 |
|---|---|---|---|---|---|---|---|---|
| 27 Aug, 2026 | Terrell Shane Hadlock | President/Chief Client Officer | Disposed S | 1,639 | $237.00 | $388.44K | 71,090 | Direct |
| 27 Aug, 2026 | Terrell Shane Hadlock | President/Chief Client Officer | Disposed S | 938 | $238.66 | $223.86K | 70,152 | Direct |
| 28 Aug, 2026 | Terrell Shane Hadlock | President/Chief Client Officer | Disposed S | 241 | $240.07 | $57.86K | 69,911 | Direct |
| 10 Aug, 2026 | Craig E. Boelte | Director | Disposed G | 1,000 | $0.00 | $0 | 175,353 | Direct |
| 08 Jul, 2026 | Craig E. Boelte | Director | Acquired A | 1,353 | $0.00 | $0 | 176,353 | Direct |
| 08 Jul, 2026 | William Xavier Iii Kerber | Director | Acquired A | 1,353 | $0.00 | $0 | 6,341 | Direct |
| 15 Jun, 2026 | Chad R. Richison | Ceo And Chairman | Disposed G | 12,500 | $0.00 | $0 | 0 | Indirect |
| 15 Jun, 2026 | Chad R. Richison | Ceo And Chairman | Acquired G | 12,500 | $0.00 | $0 | 2,774,921 | Direct |
| 18 May, 2026 | Randall Peck | Chief Operating Officer | Disposed S | 2,500 | $140.50 | $351.25K | 55,355 | Direct |
| 10 May, 2026 | Terrell Shane Hadlock | President/Chief Client Officer | Disposed F | 2,728 | $138.44 | $377.66K | 72,729 | Direct |
| 10 May, 2026 | Randall Peck | Chief Operating Officer | Disposed F | 336 | $138.44 | $46.52K | 57,855 | Direct |
| 04 May, 2026 | Frederick C Ii Peters | Director | Acquired A | 1,890 | $0.00 | $0 | 17,772 | Direct |
| 04 May, 2026 | Joseph Leo Binz | Director | Acquired A | 1,890 | $0.00 | $0 | 7,836 | Direct |
| 04 May, 2026 | Sharen J Turney | Director | Acquired A | 1,890 | $0.00 | $0 | 5,992 | Direct |
| 04 May, 2026 | J C Jr Watts | Director | Acquired A | 1,890 | $0.00 | $0 | 10,719 | Direct |
| 04 May, 2026 | Henry C Duques | Director | Acquired A | 1,890 | $0.00 | $0 | 5,974 | Direct |
| 18 Feb, 2026 | Robert D. Foster | Chief Financial Officer | Acquired A | 17,957 | $0.00 | $0 | 37,809 | Direct |
| 18 Feb, 2026 | Chad R. Richison | Ceo And Chairman | Acquired A | 71,827 | $0.00 | $0 | 2,762,421 | Direct |
| 18 Feb, 2026 | Jeffrey D. York | Chief Sales Officer | Acquired A | 13,967 | $0.00 | $0 | 13,967 | Direct |
| 18 Feb, 2026 | Randall Peck | Chief Operating Officer | Acquired A | 9,976 | $0.00 | $0 | 58,191 | Direct |