X0306 4 2020-10-13 0 0001590955 Paycom Software, Inc. PAYC 0001594487 Richison Chad R. 7501 W. MEMORIAL ROAD OKLAHOMA CITY OK 73142 1 1 1 0 President and CEO Common Stock 2020-10-13 4 S 0 1100 366.01 D 3366405 D Common Stock 2020-10-13 4 S 0 301 366.79 D 3366104 D Common Stock 2020-10-13 4 S 0 1004 368.25 D 3365100 D Common Stock 2020-10-13 4 S 0 795 369.27 D 3364305 D Common Stock 2020-10-13 4 S 0 4070 370.44 D 3360235 D Common Stock 2020-10-13 4 S 0 5411 371.43 D 3354824 D Common Stock 2020-10-13 4 S 0 14139 372.51 D 3340685 D Common Stock 2020-10-13 4 S 0 5665 373.38 D 3335020 D Common Stock 2020-10-13 4 S 0 7115 374.59 D 3327905 D Common Stock 2020-10-13 4 S 0 5400 375.27 D 3322505 D Common Stock 3670999 I By Ernest Group, Inc. Common Stock 56 I By Abrie R. Richison 2012 Irrevocable Trust U/T/A DTD 12/21/2012 Common Stock 56 I By Ava L. Richison 2012 Irrevocable Trust U/T/A DTD 12/21/2012 Common Stock 56 I By Ian D. Richison 2012 Irrevocable Trust U/T/A DTD 12/21/2012 The sales reported on this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the reporting person on August 7, 2020. The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $365.24 to $366.23, 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. Includes 224,000 unvested shares of restricted stock. The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $366.70 to $367.68, 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. The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $367.72 to $368.68, 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. The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $368.82 to $369.64, 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. The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $369.93 to $370.92, 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. The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $370.96 to $371.93, 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. The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $371.98 to $372.97, 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. The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $372.98 to $373.94, 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. The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $373.98 to $374.97, 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. The price reported is a weighted average price. These shares were sold in multiple transactions at prices ranging from $374.99 to $375.90, 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. Represents shares of common stock owned by Ernest Group, Inc. ("Ernest Group"). The reporting person is the sole director of Ernest Group and Ernest Group is wholly owned by the reporting person and certain trusts for the reporting person's children, for which the reporting person serves as trustee. The reporting person may be deemed to beneficially own the shares of common stock owned by Ernest Group. Represents shares of common stock owned by the Abrie R. Richison 2012 Irrevocable Trust U/T/A DTD 12/21/2012 (the "Abrie R. Richison 2012 Irrevocable Trust"). The reporting person is the settlor and sole trustee for the Abrie R. 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 Abrie R. Richison 2012 Irrevocable Trust. Represents shares of common stock owned by the Ava L. Richison 2012 Irrevocable Trust U/T/A DTD 12/21/2012 (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. Represents shares of common stock owned by the Ian D. Richison 2012 Irrevocable Trust U/T/A DTD 12/21/2012 (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. /s/ Chad R. Richison 2020-10-14