PAYC

SEC source: 0000899243-21-002355 · doc4.xml · nonDerivative · entry 6

Boelte Craig E. · CIK 0001594519 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 349,725

F2 · kind: The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on March 13, 2020.

F7 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $404.05 to $405.00, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F1 · balance_after: Includes 41,000 unvested shares of restricted stock.

SEC source: 0000899243-21-002355 · doc4.xml · nonDerivative · entry 5

Boelte Craig E. · CIK 0001594519 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 350,425

F2 · kind: The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on March 13, 2020.

F6 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $402.99 to $403.90, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F1 · balance_after: Includes 41,000 unvested shares of restricted stock.

SEC source: 0000899243-21-002355 · doc4.xml · nonDerivative · entry 4

Boelte Craig E. · CIK 0001594519 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 351,225

F2 · kind: The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on March 13, 2020.

F5 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $401.34 to $401.97, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F1 · balance_after: Includes 41,000 unvested shares of restricted stock.

SEC source: 0000899243-21-002355 · doc4.xml · nonDerivative · entry 3

Boelte Craig E. · CIK 0001594519 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 351,425

F2 · kind: The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on March 13, 2020.

F4 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $400.14 to $401.12, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F1 · balance_after: Includes 41,000 unvested shares of restricted stock.

SEC source: 0000899243-21-002355 · doc4.xml · nonDerivative · entry 2

Boelte Craig E. · CIK 0001594519 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 352,075

F2 · kind: The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on March 13, 2020.

F3 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $399.60 to $400.00, inclusive. The reporting person undertakes to provide to Paycom Software, Inc. (the "Issuer"), any security holder of the Issuer, or the staff of the Securities and Exchange Commission (the "SEC"), upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F1 · balance_after: Includes 41,000 unvested shares of restricted stock.

SEC source: 0000899243-21-002355 · doc4.xml · nonDerivative · entry 1

Boelte Craig E. · CIK 0001594519 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 352,578

F1 · balance_after: Includes 41,000 unvested shares of restricted stock.

SEC source: 0000899243-21-004674 · doc5.xml · nonDerivative · entry 3

Smith Bradley Scott · CIK 0001738164 · Chief Information Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By Bradley Scott Smith Revocable Trust, dated October 30, 2017

Disclosed balance after: 19,879

F3 · ownership.nature: The Bradley Scott Smith Revocable Trust is a revocable trust for the benefit of the reporting person, his spouse, and his children. The reporting person is the trustor and, with his spouse, a co-trustee of the Bradley Scott Smith Revocable Trust. Accordingly, the reporting person reports beneficial ownership of all of the shares of Paycom Software, Inc.'s common stock held by the Bradley Scott Smith Revocable Trust but disclaims beneficial ownership except to the extent of his and his spouse's pecuniary interest therein.

SEC source: 0000899243-21-004674 · doc5.xml · nonDerivative · entry 2

Smith Bradley Scott · CIK 0001738164 · Chief Information Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By Bradley Scott Smith Revocable Trust, dated October 30, 2017

Disclosed balance after: 20,279

F1 · kind: This transaction involved a gift of securities by the reporting person to The Bradley Scott Smith Revocable Trust, dated October 30, 2017 (the "Bradley Scott Smith Revocable Trust").

F3 · ownership.nature: The Bradley Scott Smith Revocable Trust is a revocable trust for the benefit of the reporting person, his spouse, and his children. The reporting person is the trustor and, with his spouse, a co-trustee of the Bradley Scott Smith Revocable Trust. Accordingly, the reporting person reports beneficial ownership of all of the shares of Paycom Software, Inc.'s common stock held by the Bradley Scott Smith Revocable Trust but disclaims beneficial ownership except to the extent of his and his spouse's pecuniary interest therein.

SEC source: 0000899243-21-004674 · doc5.xml · nonDerivative · entry 1

Smith Bradley Scott · CIK 0001738164 · Chief Information Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 17,928

F1 · kind: This transaction involved a gift of securities by the reporting person to The Bradley Scott Smith Revocable Trust, dated October 30, 2017 (the "Bradley Scott Smith Revocable Trust").

F2 · balance_after: Includes 17,326 unvested shares of restricted stock.

SEC source: 0000899243-20-034110 · doc4.xml · nonDerivative · entry 1

Evans Jon · CIK 0001737656 · Chief Operating Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 24,138

F1 · shares: Represents shares of common stock of Paycom Software, Inc. (the "Issuer") withheld by the Issuer to satisfy tax withholding obligations in connection with the vesting of 6,000 shares of restricted stock granted to the reporting person on January 30, 2020. No shares were issued or sold in this transaction.

F2 · balance_after: Includes 18,126 unvested shares of restricted stock.

SEC source: 0000899243-20-034108 · doc4.xml · nonDerivative · entry 6

Richison Chad R. · CIK 0001594487 · Director · President and CEO · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 4,896,395

F6 · shares: Represents shares of common stock of Paycom Software, Inc. (the "Issuer") withheld by the Issuer to satisfy tax withholding obligations in connection with the vesting of 80,500 shares of restricted stock granted to the reporting person on January 30, 2020. No shares were issued or sold in this transaction.

F7 · balance_after: Includes 1,753,500 unvested shares of restricted stock.

SEC source: 0000899243-20-034108 · doc4.xml · nonDerivative · entry 5

Richison Chad R. · CIK 0001594487 · Director · President and CEO · 10% owner

10b5-1 filing: Not disclosed

Ownership: Indirect · By Ian D. Richison 2012 Irrevocable Trust U/T/A DTD 12/21/2012

Disclosed balance after: 90

F4 · kind: This transaction involved a gift of securities by the reporting person to the Ian D. Richison 2012 Irrevocable Trust U/T/A DTD 12/21/2012 (the "Ian D. Richison 2012 Irrevocable Trust").

F5 · ownership.nature: Represents shares of common stock owned by the Ian D. Richison 2012 Irrevocable Trust. The reporting person is the settlor and sole trustee for the Ian D. Richison 2012 Irrevocable Trust, which is for the benefit of the reporting person's child. The reporting person may be deemed to beneficially own the shares of common stock owned by the Ian D. Richison 2012 Irrevocable Trust.

SEC source: 0000899243-20-034108 · doc4.xml · nonDerivative · entry 4

Richison Chad R. · CIK 0001594487 · Director · President and CEO · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 4,932,097

F4 · kind: This transaction involved a gift of securities by the reporting person to the Ian D. Richison 2012 Irrevocable Trust U/T/A DTD 12/21/2012 (the "Ian D. Richison 2012 Irrevocable Trust").

F1 · balance_after: Includes 1,834,000 unvested shares of restricted stock.

SEC source: 0000899243-20-034108 · doc4.xml · nonDerivative · entry 3

Richison Chad R. · CIK 0001594487 · Director · President and CEO · 10% owner

10b5-1 filing: Not disclosed

Ownership: Indirect · By Ava L. Richison 2012 Irrevocable Trust U/T/A DTD 12/21/2012

Disclosed balance after: 90

F2 · kind: This transaction involved a gift of securities by the reporting person to the Ava L. Richison 2012 Irrevocable Trust U/T/A DTD 12/21/2012 (the "Ava L. Richison 2012 Irrevocable Trust").

F3 · ownership.nature: Represents shares of common stock owned by the Ava L. Richison 2012 Irrevocable Trust. The reporting person is the settlor and sole trustee for the Ava L. Richison 2012 Irrevocable Trust, which is for the benefit of the reporting person's child. The reporting person may be deemed to beneficially own the shares of common stock owned by the Ava L. Richison 2012 Irrevocable Trust.

SEC source: 0000899243-20-034108 · doc4.xml · nonDerivative · entry 2

Richison Chad R. · CIK 0001594487 · Director · President and CEO · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 4,932,131

F2 · kind: This transaction involved a gift of securities by the reporting person to the Ava L. Richison 2012 Irrevocable Trust U/T/A DTD 12/21/2012 (the "Ava L. Richison 2012 Irrevocable Trust").

F1 · balance_after: Includes 1,834,000 unvested shares of restricted stock.

SEC source: 0000899243-20-034108 · doc4.xml · nonDerivative · entry 1

Richison Chad R. · CIK 0001594487 · Director · President and CEO · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 4,932,165

F1 · balance_after: Includes 1,834,000 unvested shares of restricted stock.

SEC source: 0000899243-20-034107 · doc4.xml · nonDerivative · entry 2

York Jeffrey D. · CIK 0001594541 · Chief Sales Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 220,077

F2 · shares: Represents shares of common stock of Paycom Software, Inc. (the "Issuer") withheld by the Issuer to satisfy tax withholding obligations in connection with the vesting of 23,000 shares of restricted stock granted to the reporting person on January 30, 2020. No shares were issued or sold in this transaction.

F3 · balance_after: Includes 41,000 unvested shares of restricted stock.

SEC source: 0000899243-20-034105 · doc4.xml · nonDerivative · entry 1

Smith Bradley Scott · CIK 0001738164 · Chief Information Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 22,380

F1 · shares: Represents shares of common stock of Paycom Software, Inc. (the "Issuer") withheld by the Issuer to satisfy tax withholding obligations in connection with the vesting of 6,000 shares of restricted stock granted to the reporting person on January 30, 2020. No shares were issued or sold in this transaction.

F2 · balance_after: Includes 17,326 unvested shares of restricted stock.

SEC source: 0000899243-20-034103 · doc4.xml · nonDerivative · entry 1

Boelte Craig E. · CIK 0001594519 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 353,848

F1 · shares: Represents shares of common stock of Paycom Software, Inc. (the "Issuer") withheld by the Issuer to satisfy tax withholding obligations in connection with the vesting of 23,000 shares of restricted stock granted to the reporting person on January 30, 2020. No shares were issued or sold in this transaction.

F2 · balance_after: Includes 41,000 unvested shares of restricted stock.

SEC source: 0000899243-20-034107 · doc4.xml · nonDerivative · entry 1

York Jeffrey D. · CIK 0001594541 · Chief Sales Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By JCY Holdings, LP

Disclosed balance after: 356,031

F1 · ownership.nature: The general partner of JCY Holdings, LP ("JCY Holdings") is JCY General LLC ("JCY General") and the limited partners of JCY Holdings are the reporting person and his spouse. Each of the reporting person and his spouse owns 50% of the membership interests of JCY General.

SEC source: 0000899243-20-033007 · doc4.xml · nonDerivative · entry 1

PETERS FREDERICK C II · CIK 0001227984 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 15,417

F1 · balance_after: Includes 995 unvested shares of restricted stock.

SEC source: 0000899243-20-032864 · doc4.xml · nonDerivative · entry 14

Smith Bradley Scott · CIK 0001738164 · Chief Information Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By Bradley Scott Smith Revocable Trust, dated October 30, 2017

Disclosed balance after: 15,827

F1 · kind: The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on May 1, 2020.

F16 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $435.52 to $435.95, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F3 · ownership.nature: The Bradley Scott Smith Revocable Trust, dated October 30, 2017 (the "Bradley Scott Smith Revocable Trust") is a revocable trust for the benefit of the reporting person, his spouse, and his children. The reporting person is the trustor and, with his spouse, a co-trustee of the Bradley Scott Smith Revocable Trust. Accordingly, the reporting person reports beneficial ownership of all of the shares of common stock held by the Bradley Scott Smith Revocable Trust but disclaims beneficial ownership except to the extent of his and his spouse's pecuniary interest therein.

SEC source: 0000899243-20-032864 · doc4.xml · nonDerivative · entry 13

Smith Bradley Scott · CIK 0001738164 · Chief Information Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By Bradley Scott Smith Revocable Trust, dated October 30, 2017

Disclosed balance after: 15,851

F1 · kind: The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on May 1, 2020.

F15 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $434.39 to $435.32, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F3 · ownership.nature: The Bradley Scott Smith Revocable Trust, dated October 30, 2017 (the "Bradley Scott Smith Revocable Trust") is a revocable trust for the benefit of the reporting person, his spouse, and his children. The reporting person is the trustor and, with his spouse, a co-trustee of the Bradley Scott Smith Revocable Trust. Accordingly, the reporting person reports beneficial ownership of all of the shares of common stock held by the Bradley Scott Smith Revocable Trust but disclaims beneficial ownership except to the extent of his and his spouse's pecuniary interest therein.

SEC source: 0000899243-20-032864 · doc4.xml · nonDerivative · entry 12

Smith Bradley Scott · CIK 0001738164 · Chief Information Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By Bradley Scott Smith Revocable Trust, dated October 30, 2017

Disclosed balance after: 15,914

F1 · kind: The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on May 1, 2020.

F14 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $433.36 to $434.31, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F3 · ownership.nature: The Bradley Scott Smith Revocable Trust, dated October 30, 2017 (the "Bradley Scott Smith Revocable Trust") is a revocable trust for the benefit of the reporting person, his spouse, and his children. The reporting person is the trustor and, with his spouse, a co-trustee of the Bradley Scott Smith Revocable Trust. Accordingly, the reporting person reports beneficial ownership of all of the shares of common stock held by the Bradley Scott Smith Revocable Trust but disclaims beneficial ownership except to the extent of his and his spouse's pecuniary interest therein.

SEC source: 0000899243-20-032864 · doc4.xml · nonDerivative · entry 11

Smith Bradley Scott · CIK 0001738164 · Chief Information Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By Bradley Scott Smith Revocable Trust, dated October 30, 2017

Disclosed balance after: 16,050

F1 · kind: The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on May 1, 2020.

F13 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $432.30 to $433.29, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F3 · ownership.nature: The Bradley Scott Smith Revocable Trust, dated October 30, 2017 (the "Bradley Scott Smith Revocable Trust") is a revocable trust for the benefit of the reporting person, his spouse, and his children. The reporting person is the trustor and, with his spouse, a co-trustee of the Bradley Scott Smith Revocable Trust. Accordingly, the reporting person reports beneficial ownership of all of the shares of common stock held by the Bradley Scott Smith Revocable Trust but disclaims beneficial ownership except to the extent of his and his spouse's pecuniary interest therein.

SEC source: 0000899243-20-032864 · doc4.xml · nonDerivative · entry 10

Smith Bradley Scott · CIK 0001738164 · Chief Information Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By Bradley Scott Smith Revocable Trust, dated October 30, 2017

Disclosed balance after: 16,176

F1 · kind: The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on May 1, 2020.

F12 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $431.05 to $431.80, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F3 · ownership.nature: The Bradley Scott Smith Revocable Trust, dated October 30, 2017 (the "Bradley Scott Smith Revocable Trust") is a revocable trust for the benefit of the reporting person, his spouse, and his children. The reporting person is the trustor and, with his spouse, a co-trustee of the Bradley Scott Smith Revocable Trust. Accordingly, the reporting person reports beneficial ownership of all of the shares of common stock held by the Bradley Scott Smith Revocable Trust but disclaims beneficial ownership except to the extent of his and his spouse's pecuniary interest therein.

SEC source: 0000899243-20-032864 · doc4.xml · nonDerivative · entry 9

Smith Bradley Scott · CIK 0001738164 · Chief Information Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By Bradley Scott Smith Revocable Trust, dated October 30, 2017

Disclosed balance after: 16,279

F1 · kind: The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on May 1, 2020.

F11 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $430.05 to $431.04, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F3 · ownership.nature: The Bradley Scott Smith Revocable Trust, dated October 30, 2017 (the "Bradley Scott Smith Revocable Trust") is a revocable trust for the benefit of the reporting person, his spouse, and his children. The reporting person is the trustor and, with his spouse, a co-trustee of the Bradley Scott Smith Revocable Trust. Accordingly, the reporting person reports beneficial ownership of all of the shares of common stock held by the Bradley Scott Smith Revocable Trust but disclaims beneficial ownership except to the extent of his and his spouse's pecuniary interest therein.

SEC source: 0000899243-20-032864 · doc4.xml · nonDerivative · entry 8

Smith Bradley Scott · CIK 0001738164 · Chief Information Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By Bradley Scott Smith Revocable Trust, dated October 30, 2017

Disclosed balance after: 16,463

F1 · kind: The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on May 1, 2020.

F10 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $429.05 to $430.02, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F3 · ownership.nature: The Bradley Scott Smith Revocable Trust, dated October 30, 2017 (the "Bradley Scott Smith Revocable Trust") is a revocable trust for the benefit of the reporting person, his spouse, and his children. The reporting person is the trustor and, with his spouse, a co-trustee of the Bradley Scott Smith Revocable Trust. Accordingly, the reporting person reports beneficial ownership of all of the shares of common stock held by the Bradley Scott Smith Revocable Trust but disclaims beneficial ownership except to the extent of his and his spouse's pecuniary interest therein.

SEC source: 0000899243-20-032864 · doc4.xml · nonDerivative · entry 7

Smith Bradley Scott · CIK 0001738164 · Chief Information Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By Bradley Scott Smith Revocable Trust, dated October 30, 2017

Disclosed balance after: 16,646

F1 · kind: The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on May 1, 2020.

F9 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $428.02 to $428.82, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F3 · ownership.nature: The Bradley Scott Smith Revocable Trust, dated October 30, 2017 (the "Bradley Scott Smith Revocable Trust") is a revocable trust for the benefit of the reporting person, his spouse, and his children. The reporting person is the trustor and, with his spouse, a co-trustee of the Bradley Scott Smith Revocable Trust. Accordingly, the reporting person reports beneficial ownership of all of the shares of common stock held by the Bradley Scott Smith Revocable Trust but disclaims beneficial ownership except to the extent of his and his spouse's pecuniary interest therein.

SEC source: 0000899243-20-032864 · doc4.xml · nonDerivative · entry 6

Smith Bradley Scott · CIK 0001738164 · Chief Information Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By Bradley Scott Smith Revocable Trust, dated October 30, 2017

Disclosed balance after: 16,703

F1 · kind: The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on May 1, 2020.

F8 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $426.82 to $427.70, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F3 · ownership.nature: The Bradley Scott Smith Revocable Trust, dated October 30, 2017 (the "Bradley Scott Smith Revocable Trust") is a revocable trust for the benefit of the reporting person, his spouse, and his children. The reporting person is the trustor and, with his spouse, a co-trustee of the Bradley Scott Smith Revocable Trust. Accordingly, the reporting person reports beneficial ownership of all of the shares of common stock held by the Bradley Scott Smith Revocable Trust but disclaims beneficial ownership except to the extent of his and his spouse's pecuniary interest therein.

SEC source: 0000899243-20-032864 · doc4.xml · nonDerivative · entry 5

Smith Bradley Scott · CIK 0001738164 · Chief Information Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By Bradley Scott Smith Revocable Trust, dated October 30, 2017

Disclosed balance after: 16,735

F1 · kind: The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on May 1, 2020.

F7 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $424.74 to $425.61, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F3 · ownership.nature: The Bradley Scott Smith Revocable Trust, dated October 30, 2017 (the "Bradley Scott Smith Revocable Trust") is a revocable trust for the benefit of the reporting person, his spouse, and his children. The reporting person is the trustor and, with his spouse, a co-trustee of the Bradley Scott Smith Revocable Trust. Accordingly, the reporting person reports beneficial ownership of all of the shares of common stock held by the Bradley Scott Smith Revocable Trust but disclaims beneficial ownership except to the extent of his and his spouse's pecuniary interest therein.

SEC source: 0000899243-20-032864 · doc4.xml · nonDerivative · entry 4

Smith Bradley Scott · CIK 0001738164 · Chief Information Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By Bradley Scott Smith Revocable Trust, dated October 30, 2017

Disclosed balance after: 16,766

F1 · kind: The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on May 1, 2020.

F6 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $423.64 to $423.65, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F3 · ownership.nature: The Bradley Scott Smith Revocable Trust, dated October 30, 2017 (the "Bradley Scott Smith Revocable Trust") is a revocable trust for the benefit of the reporting person, his spouse, and his children. The reporting person is the trustor and, with his spouse, a co-trustee of the Bradley Scott Smith Revocable Trust. Accordingly, the reporting person reports beneficial ownership of all of the shares of common stock held by the Bradley Scott Smith Revocable Trust but disclaims beneficial ownership except to the extent of his and his spouse's pecuniary interest therein.

SEC source: 0000899243-20-032864 · doc4.xml · nonDerivative · entry 3

Smith Bradley Scott · CIK 0001738164 · Chief Information Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By Bradley Scott Smith Revocable Trust, dated October 30, 2017

Disclosed balance after: 16,771

F1 · kind: The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on May 1, 2020.

F5 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $422.44 to $423.32, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F3 · ownership.nature: The Bradley Scott Smith Revocable Trust, dated October 30, 2017 (the "Bradley Scott Smith Revocable Trust") is a revocable trust for the benefit of the reporting person, his spouse, and his children. The reporting person is the trustor and, with his spouse, a co-trustee of the Bradley Scott Smith Revocable Trust. Accordingly, the reporting person reports beneficial ownership of all of the shares of common stock held by the Bradley Scott Smith Revocable Trust but disclaims beneficial ownership except to the extent of his and his spouse's pecuniary interest therein.

SEC source: 0000899243-20-032864 · doc4.xml · nonDerivative · entry 2

Smith Bradley Scott · CIK 0001738164 · Chief Information Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By Bradley Scott Smith Revocable Trust, dated October 30, 2017

Disclosed balance after: 16,795

F1 · kind: The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on May 1, 2020.

F4 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $421.44 to $421.85, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F3 · ownership.nature: The Bradley Scott Smith Revocable Trust, dated October 30, 2017 (the "Bradley Scott Smith Revocable Trust") is a revocable trust for the benefit of the reporting person, his spouse, and his children. The reporting person is the trustor and, with his spouse, a co-trustee of the Bradley Scott Smith Revocable Trust. Accordingly, the reporting person reports beneficial ownership of all of the shares of common stock held by the Bradley Scott Smith Revocable Trust but disclaims beneficial ownership except to the extent of his and his spouse's pecuniary interest therein.

SEC source: 0000899243-20-032864 · doc4.xml · nonDerivative · entry 1

Smith Bradley Scott · CIK 0001738164 · Chief Information Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By Bradley Scott Smith Revocable Trust, dated October 30, 2017

Disclosed balance after: 16,813

F1 · kind: The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on May 1, 2020.

F2 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $419.75 to $420.13, inclusive. The reporting person undertakes to provide to Paycom Software, Inc. (the "Issuer"), any security holder of the Issuer, or the staff of the Securities and Exchange Commission (the "SEC"), upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F3 · ownership.nature: The Bradley Scott Smith Revocable Trust, dated October 30, 2017 (the "Bradley Scott Smith Revocable Trust") is a revocable trust for the benefit of the reporting person, his spouse, and his children. The reporting person is the trustor and, with his spouse, a co-trustee of the Bradley Scott Smith Revocable Trust. Accordingly, the reporting person reports beneficial ownership of all of the shares of common stock held by the Bradley Scott Smith Revocable Trust but disclaims beneficial ownership except to the extent of his and his spouse's pecuniary interest therein.

SEC source: 0000899243-20-031909 · doc4.xml · nonDerivative · entry 1

Richison Chad R. · CIK 0001594487 · Director · See Remarks · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 4,932,505

F1 · shares: Represents shares of restricted stock granted to the reporting person under the Paycom Software, Inc. 2014 Long-Term Incentive Plan.

F2 · balance_after: Includes 1,834,000 unvested shares of restricted stock.

SEC source: 0000899243-20-030882 · doc4.xml · nonDerivative · entry 1

WATTS J C JR · CIK 0001213577 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 4,734

F1 · balance_after: Includes 995 unvested shares of restricted stock.

SEC source: 0000899243-20-030472 · doc4.xml · nonDerivative · entry 10

Smith Bradley Scott · CIK 0001738164 · Chief Information Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By Bradley Scott Smith Revocable Trust, dated October 30, 2017

Disclosed balance after: 16,827

F2 · kind: The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on May 1, 2020.

F1 · ownership.nature: The Bradley Scott Smith Revocable Trust, dated October 30, 2017 (the "Bradley Scott Smith Revocable Trust") is a revocable trust for the benefit of the reporting person, his spouse, and his children. The reporting person is the trustor and, with his spouse, a co-trustee of the Bradley Scott Smith Revocable Trust. Accordingly, the reporting person reports beneficial ownership of all of the shares of common stock held by the Bradley Scott Smith Revocable Trust but disclaims beneficial ownership except to the extent of his and his spouse's pecuniary interest therein.

SEC source: 0000899243-20-030472 · doc4.xml · nonDerivative · entry 9

Smith Bradley Scott · CIK 0001738164 · Chief Information Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By Bradley Scott Smith Revocable Trust, dated October 30, 2017

Disclosed balance after: 16,830

F2 · kind: The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on May 1, 2020.

F10 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $372.00 to $372.31, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F1 · ownership.nature: The Bradley Scott Smith Revocable Trust, dated October 30, 2017 (the "Bradley Scott Smith Revocable Trust") is a revocable trust for the benefit of the reporting person, his spouse, and his children. The reporting person is the trustor and, with his spouse, a co-trustee of the Bradley Scott Smith Revocable Trust. Accordingly, the reporting person reports beneficial ownership of all of the shares of common stock held by the Bradley Scott Smith Revocable Trust but disclaims beneficial ownership except to the extent of his and his spouse's pecuniary interest therein.

SEC source: 0000899243-20-030472 · doc4.xml · nonDerivative · entry 8

Smith Bradley Scott · CIK 0001738164 · Chief Information Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By Bradley Scott Smith Revocable Trust, dated October 30, 2017

Disclosed balance after: 16,842

F2 · kind: The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on May 1, 2020.

F9 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $371.00 to $371.80, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F1 · ownership.nature: The Bradley Scott Smith Revocable Trust, dated October 30, 2017 (the "Bradley Scott Smith Revocable Trust") is a revocable trust for the benefit of the reporting person, his spouse, and his children. The reporting person is the trustor and, with his spouse, a co-trustee of the Bradley Scott Smith Revocable Trust. Accordingly, the reporting person reports beneficial ownership of all of the shares of common stock held by the Bradley Scott Smith Revocable Trust but disclaims beneficial ownership except to the extent of his and his spouse's pecuniary interest therein.

SEC source: 0000899243-20-030472 · doc4.xml · nonDerivative · entry 7

Smith Bradley Scott · CIK 0001738164 · Chief Information Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By Bradley Scott Smith Revocable Trust, dated October 30, 2017

Disclosed balance after: 16,919

F2 · kind: The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on May 1, 2020.

F8 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $370.00 to $370.99, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F1 · ownership.nature: The Bradley Scott Smith Revocable Trust, dated October 30, 2017 (the "Bradley Scott Smith Revocable Trust") is a revocable trust for the benefit of the reporting person, his spouse, and his children. The reporting person is the trustor and, with his spouse, a co-trustee of the Bradley Scott Smith Revocable Trust. Accordingly, the reporting person reports beneficial ownership of all of the shares of common stock held by the Bradley Scott Smith Revocable Trust but disclaims beneficial ownership except to the extent of his and his spouse's pecuniary interest therein.

SEC source: 0000899243-20-030472 · doc4.xml · nonDerivative · entry 6

Smith Bradley Scott · CIK 0001738164 · Chief Information Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By Bradley Scott Smith Revocable Trust, dated October 30, 2017

Disclosed balance after: 17,117

F2 · kind: The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on May 1, 2020.

F7 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $369.00 to $369.99, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F1 · ownership.nature: The Bradley Scott Smith Revocable Trust, dated October 30, 2017 (the "Bradley Scott Smith Revocable Trust") is a revocable trust for the benefit of the reporting person, his spouse, and his children. The reporting person is the trustor and, with his spouse, a co-trustee of the Bradley Scott Smith Revocable Trust. Accordingly, the reporting person reports beneficial ownership of all of the shares of common stock held by the Bradley Scott Smith Revocable Trust but disclaims beneficial ownership except to the extent of his and his spouse's pecuniary interest therein.

SEC source: 0000899243-20-030472 · doc4.xml · nonDerivative · entry 5

Smith Bradley Scott · CIK 0001738164 · Chief Information Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By Bradley Scott Smith Revocable Trust, dated October 30, 2017

Disclosed balance after: 17,379

F2 · kind: The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on May 1, 2020.

F6 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $368.00 to $368.98, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F1 · ownership.nature: The Bradley Scott Smith Revocable Trust, dated October 30, 2017 (the "Bradley Scott Smith Revocable Trust") is a revocable trust for the benefit of the reporting person, his spouse, and his children. The reporting person is the trustor and, with his spouse, a co-trustee of the Bradley Scott Smith Revocable Trust. Accordingly, the reporting person reports beneficial ownership of all of the shares of common stock held by the Bradley Scott Smith Revocable Trust but disclaims beneficial ownership except to the extent of his and his spouse's pecuniary interest therein.

SEC source: 0000899243-20-030472 · doc4.xml · nonDerivative · entry 4

Smith Bradley Scott · CIK 0001738164 · Chief Information Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By Bradley Scott Smith Revocable Trust, dated October 30, 2017

Disclosed balance after: 17,562

F2 · kind: The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on May 1, 2020.

F5 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $367.00 to $367.98, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F1 · ownership.nature: The Bradley Scott Smith Revocable Trust, dated October 30, 2017 (the "Bradley Scott Smith Revocable Trust") is a revocable trust for the benefit of the reporting person, his spouse, and his children. The reporting person is the trustor and, with his spouse, a co-trustee of the Bradley Scott Smith Revocable Trust. Accordingly, the reporting person reports beneficial ownership of all of the shares of common stock held by the Bradley Scott Smith Revocable Trust but disclaims beneficial ownership except to the extent of his and his spouse's pecuniary interest therein.

SEC source: 0000899243-20-030472 · doc4.xml · nonDerivative · entry 3

Smith Bradley Scott · CIK 0001738164 · Chief Information Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By Bradley Scott Smith Revocable Trust, dated October 30, 2017

Disclosed balance after: 17,743

F2 · kind: The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on May 1, 2020.

F4 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $366.00 to $366.93, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F1 · ownership.nature: The Bradley Scott Smith Revocable Trust, dated October 30, 2017 (the "Bradley Scott Smith Revocable Trust") is a revocable trust for the benefit of the reporting person, his spouse, and his children. The reporting person is the trustor and, with his spouse, a co-trustee of the Bradley Scott Smith Revocable Trust. Accordingly, the reporting person reports beneficial ownership of all of the shares of common stock held by the Bradley Scott Smith Revocable Trust but disclaims beneficial ownership except to the extent of his and his spouse's pecuniary interest therein.

SEC source: 0000899243-20-030472 · doc4.xml · nonDerivative · entry 2

Smith Bradley Scott · CIK 0001738164 · Chief Information Officer

10b5-1 filing: Not disclosed

Ownership: Indirect · By Bradley Scott Smith Revocable Trust, dated October 30, 2017

Disclosed balance after: 17,805

F2 · kind: The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on May 1, 2020.

F3 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $364.79 to $365.50, inclusive. The reporting person undertakes to provide to Paycom Software, Inc. (the "Issuer"), any security holder of the Issuer, or the staff of the Securities and Exchange Commission (the "SEC"), upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F1 · ownership.nature: The Bradley Scott Smith Revocable Trust, dated October 30, 2017 (the "Bradley Scott Smith Revocable Trust") is a revocable trust for the benefit of the reporting person, his spouse, and his children. The reporting person is the trustor and, with his spouse, a co-trustee of the Bradley Scott Smith Revocable Trust. Accordingly, the reporting person reports beneficial ownership of all of the shares of common stock held by the Bradley Scott Smith Revocable Trust but disclaims beneficial ownership except to the extent of his and his spouse's pecuniary interest therein.

SEC source: 0000899243-20-028611 · doc4.xml · nonDerivative · entry 12

Boelte Craig E. · CIK 0001594519 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 364,049

F2 · kind: The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on March 13, 2020.

F12 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $376.57 to $377.52, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F1 · balance_after: Includes 64,000 unvested shares of restricted stock.

SEC source: 0000899243-20-028611 · doc4.xml · nonDerivative · entry 11

Boelte Craig E. · CIK 0001594519 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 364,949

F2 · kind: The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on March 13, 2020.

F11 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $375.57 to $376.53, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F1 · balance_after: Includes 64,000 unvested shares of restricted stock.

SEC source: 0000899243-20-028611 · doc4.xml · nonDerivative · entry 10

Boelte Craig E. · CIK 0001594519 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 367,124

F2 · kind: The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on March 13, 2020.

F10 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $374.45 to $375.44, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F1 · balance_after: Includes 64,000 unvested shares of restricted stock.

SEC source: 0000899243-20-028611 · doc4.xml · nonDerivative · entry 9

Boelte Craig E. · CIK 0001594519 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 367,749

F2 · kind: The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on March 13, 2020.

F9 · price: The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $373.39 to $373.95, inclusive. The reporting person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote.

F1 · balance_after: Includes 64,000 unvested shares of restricted stock.