UPLD

SEC source: 0001458635-21-000002 · wf-form4_161480564745544.xml · nonDerivative · entry 1

MAY DAVID · CIK 0001458635 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 54,840

F1 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.

F2 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $50.00 to $50.375, inclusive. The reporting person undertakes to provide to Upland Software, Inc., any security holder of Upland Software, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote to this Form 4.

SEC source: 0001094792-21-000012 · wf-form4_161420746013945.xml · derivative · entry 4

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 61,437

Underlying: Common Stock · 61,437 shares

Expires not disclosed

F4 · derivative.exercise_date: 0% to 300% of these TSR performance PSUs may vest on June 30, 2022 based on the Company's total stockholder return ("TSR") for the 18 month period ending June 30, 2022. The percentage of TSR Performance PSUs that may vest will be (a) 0% if TSR is below 5.0%; (b) 50% if TSR is 5.0%; (c) 100% if TSR is 10%; and (d) 300% if TSR is 20% or greater. If TSR is between 5.0% and 10% or between 10% and 20%, the percentage of TSR Performance RSUs that may vest is determined using linear interpolation.

F4 · derivative.expiration_date: 0% to 300% of these TSR performance PSUs may vest on June 30, 2022 based on the Company's total stockholder return ("TSR") for the 18 month period ending June 30, 2022. The percentage of TSR Performance PSUs that may vest will be (a) 0% if TSR is below 5.0%; (b) 50% if TSR is 5.0%; (c) 100% if TSR is 10%; and (d) 300% if TSR is 20% or greater. If TSR is between 5.0% and 10% or between 10% and 20%, the percentage of TSR Performance RSUs that may vest is determined using linear interpolation.

SEC source: 0001094792-21-000012 · wf-form4_161420746013945.xml · nonDerivative · entry 1

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,376,352

F1 · shares: Represents restricted stock units vesting in twelve equal quarterly installments starting on March 16, 2021 and ending on December 16, 2023; provided that the participant continues to be a service provider through each such vesting date.

F2 · balance_after: Does not include 125,000 shares of common stock held in a trust for the benefit of Mr. McDonald's children of which The Bryn Mawr Trust Company of Delaware is the trustee.

SEC source: 0001289889-21-000008 · wf-form4_161420769239914.xml · nonDerivative · entry 1

Hill Michael Douglass · CIK 0001289889 · CFO &Treasurer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 273,480

F1 · shares: Represents restricted stock units vesting in twelve equal quarterly installments starting on March 16, 2021 and ending on December 16, 2023; provided that the participant continues to be a service provider through each such vesting date.

SEC source: 0001622461-21-000002 · wf-form4_161420755127438.xml · nonDerivative · entry 1

Favaron Rodney C · CIK 0001622461 · co-President and CCO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 280,786

F1 · shares: Represents restricted stock units vesting in twelve equal quarterly installments starting on March 16, 2021 and ending on December 16, 2023; provided that the participant continues to be a service provider through each such vesting date.

SEC source: 0001094792-21-000010 · wf-form4_161316681650859.xml · nonDerivative · entry 2

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,314,915

F1 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.

F4 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $50.575 to $50.9725, inclusive. The reporting person undertakes to provide to Upland Software, Inc., any security holder of Upland Software, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote to this Form 4.

F3 · balance_after: Does not include 125,000 shares of common stock held in a trust for the benefit of Mr. McDonald's children of which The Bryn Mawr Trust Company of Delaware is the trustee.

SEC source: 0001624067-21-000004 · wf-form4_161316661058828.xml · nonDerivative · entry 1

Mattox Timothy · CIK 0001624067 · co-President & COO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 434,045

F1 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.

SEC source: 0001094792-21-000010 · wf-form4_161316681650859.xml · nonDerivative · entry 1

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,329,599

F1 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.

F2 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $50.00 to $50.475, inclusive. The reporting person undertakes to provide to Upland Software, Inc., any security holder of Upland Software, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote to this Form 4.

F3 · balance_after: Does not include 125,000 shares of common stock held in a trust for the benefit of Mr. McDonald's children of which The Bryn Mawr Trust Company of Delaware is the trustee.

SEC source: 0001094792-21-000008 · wf-form4_161291003724626.xml · nonDerivative · entry 5

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,333,493

F1 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.

F6 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $50.00 to $50.95, inclusive. The reporting person undertakes to provide to Upland Software, Inc., any security holder of Upland Software, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote to this Form 4.

F3 · balance_after: Does not include 125,000 shares of common stock held in a trust for the benefit of Mr. McDonald's children of which The Bryn Mawr Trust Company of Delaware is the trustee.

SEC source: 0001094792-21-000008 · wf-form4_161291003724626.xml · nonDerivative · entry 4

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,377,886

F1 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.

F4 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $51.00 to $51.02, inclusive. The reporting person undertakes to provide to Upland Software, Inc., any security holder of Upland Software, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote to this Form 4.

F3 · balance_after: Does not include 125,000 shares of common stock held in a trust for the benefit of Mr. McDonald's children of which The Bryn Mawr Trust Company of Delaware is the trustee.

SEC source: 0001094792-21-000008 · wf-form4_161291003724626.xml · nonDerivative · entry 3

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,379,171

F1 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.

F5 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $50.00 to $50.98, inclusive. The reporting person undertakes to provide to Upland Software, Inc., any security holder of Upland Software, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote to this Form 4.

F3 · balance_after: Does not include 125,000 shares of common stock held in a trust for the benefit of Mr. McDonald's children of which The Bryn Mawr Trust Company of Delaware is the trustee.

SEC source: 0001624067-21-000002 · wf-form4_161291216251412.xml · nonDerivative · entry 2

Mattox Timothy · CIK 0001624067 · co-President & COO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 438,528

F1 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.

F2 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $51.00 to $51.02, inclusive. The reporting person undertakes to provide to Upland Software, Inc., any security holder of Upland Software, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote to this Form 4.

SEC source: 0001094792-21-000008 · wf-form4_161291003724626.xml · nonDerivative · entry 2

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,390,804

F1 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.

F4 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $51.00 to $51.02, inclusive. The reporting person undertakes to provide to Upland Software, Inc., any security holder of Upland Software, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote to this Form 4.

F3 · balance_after: Does not include 125,000 shares of common stock held in a trust for the benefit of Mr. McDonald's children of which The Bryn Mawr Trust Company of Delaware is the trustee.

SEC source: 0001094792-21-000008 · wf-form4_161291003724626.xml · nonDerivative · entry 1

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,395,410

F1 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.

F2 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $50.00 to $50.995, inclusive. The reporting person undertakes to provide to Upland Software, Inc., any security holder of Upland Software, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote to this Form 4.

F3 · balance_after: Does not include 125,000 shares of common stock held in a trust for the benefit of Mr. McDonald's children of which The Bryn Mawr Trust Company of Delaware is the trustee.

SEC source: 0001624067-21-000002 · wf-form4_161291216251412.xml · nonDerivative · entry 1

Mattox Timothy · CIK 0001624067 · co-President & COO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 459,161

F1 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.

SEC source: 0001094792-21-000006 · wf-form4_161248053669085.xml · nonDerivative · entry 2

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,457,802

F1 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.

F4 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $50.00 to $50.14, inclusive. The reporting person undertakes to provide to Upland Software, Inc., any security holder of Upland Software, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote to this Form 4.

F3 · balance_after: Does not include 125,000 shares of common stock held in a trust for the benefit of Mr. McDonald's children of which The Bryn Mawr Trust Company of Delaware is the trustee.

SEC source: 0001289889-21-000006 · wf-form4_161247609237056.xml · nonDerivative · entry 2

Hill Michael Douglass · CIK 0001289889 · CFO &Treasurer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 205,980

F1 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $50.00 to $50.105, inclusive. The reporting person undertakes to provide to Upland Software, Inc., any security holder of Upland Software, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote to this Form 4.

SEC source: 0001094792-21-000006 · wf-form4_161248053669085.xml · nonDerivative · entry 1

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,464,882

F1 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.

F2 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $50.045 to $50.39, inclusive. The reporting person undertakes to provide to Upland Software, Inc., any security holder of Upland Software, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote to this Form 4.

F3 · balance_after: Does not include 125,000 shares of common stock held in a trust for the benefit of Mr. McDonald's children of which The Bryn Mawr Trust Company of Delaware is the trustee.

SEC source: 0001289889-21-000006 · wf-form4_161247609237056.xml · nonDerivative · entry 1

Hill Michael Douglass · CIK 0001289889 · CFO &Treasurer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 217,257

F1 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.

F2 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $50.00 to $50.50, inclusive. The reporting person undertakes to provide to Upland Software, Inc., any security holder of Upland Software, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote to this Form 4.

SEC source: 0001094792-21-000004 · wf-form4_161195575031783.xml · nonDerivative · entry 1

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,478,470

F1 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.

F2 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $50.00 to $50.03, inclusive. The reporting person undertakes to provide to Upland Software, Inc., any security holder of Upland Software, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote to this Form 4.

F3 · balance_after: Does not include 125,000 shares of common stock held in a trust for the benefit of Mr. McDonald's children of which The Bryn Mawr Trust Company of Delaware is the trustee.

SEC source: 0001289889-21-000004 · wf-form4_161195554381330.xml · nonDerivative · entry 1

Hill Michael Douglass · CIK 0001289889 · CFO &Treasurer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 239,642

F1 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.

SEC source: 0001094792-21-000002 · wf-form4_161161519176182.xml · nonDerivative · entry 4

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,480,170

F2 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.

F4 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $50.00 to $50.335, inclusive. The reporting person undertakes to provide to Upland Software, Inc., any security holder of Upland Software, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote to this Form 4.

SEC source: 0001289889-21-000002 · wf-form4_161161525054577.xml · nonDerivative · entry 3

Hill Michael Douglass · CIK 0001289889 · CFO &Treasurer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 241,868

F1 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.

F2 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $50.00 to $50.50, inclusive. The reporting person undertakes to provide to Upland Software, Inc., any security holder of Upland Software, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote to this Form 4.

SEC source: 0001094792-21-000002 · wf-form4_161161519176182.xml · nonDerivative · entry 3

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,506,389

F2 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.

F3 · balance_after: Does not include 125,000 shares of common stock held in a trust for the benefit of Mr. McDonald's children of which Bryn Mawr Trust Company is the trustee.

SEC source: 0001289889-21-000002 · wf-form4_161161525054577.xml · nonDerivative · entry 2

Hill Michael Douglass · CIK 0001289889 · CFO &Treasurer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 248,928

F1 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.

SEC source: 0001094792-21-000002 · wf-form4_161161519176182.xml · nonDerivative · entry 2

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,513,915

F2 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.

SEC source: 0001289889-21-000002 · wf-form4_161161525054577.xml · nonDerivative · entry 1

Hill Michael Douglass · CIK 0001289889 · CFO &Treasurer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 249,378

F1 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.

SEC source: 0001094792-21-000002 · wf-form4_161161519176182.xml · nonDerivative · entry 1

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,514,915

F1 · kind: This gift was a transfer of shares to a trust for the benefit of Mr. McDonald's children. Bryn Mawr Trust Company is the trustee of the trust.

SEC source: 0001094792-20-000014 · wf-form4_160876493328751.xml · nonDerivative · entry 3

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,639,915

F1 · kind: Shares were sold pursuant to a 10b5-1 plan to cover the tax withholding obligations in connection with the vesting of restricted stock and restricted stock units.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $47.20 to $47.92, inclusive. The reporting person undertakes to provide to Upland Software, Inc., any security holder of Upland Software, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote to this Form 4.

SEC source: 0001094792-20-000014 · wf-form4_160876493328751.xml · nonDerivative · entry 2

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,642,640

F1 · kind: Shares were sold pursuant to a 10b5-1 plan to cover the tax withholding obligations in connection with the vesting of restricted stock and restricted stock units.

F2 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $46.20 to $47.18, inclusive. The reporting person undertakes to provide Upland Software, Inc., any security holder of Upland Software, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote to this Form 4.

SEC source: 0001289889-20-000014 · wf-form4_160876390697390.xml · nonDerivative · entry 2

Hill Michael Douglass · CIK 0001289889 · CFO &Treasurer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 250,319

F1 · kind: Shares were sold pursuant to a 10b5-1 plan to cover the tax withholding obligations in connection with the vesting of restricted stock and restricted stock units.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $47.24 to $47.99, inclusive. The reporting person undertakes to provide to Upland Software, Inc., any security holder of Upland Software, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote to this Form 4.

SEC source: 0001289889-20-000014 · wf-form4_160876390697390.xml · nonDerivative · entry 1

Hill Michael Douglass · CIK 0001289889 · CFO &Treasurer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 251,924

F1 · kind: Shares were sold pursuant to a 10b5-1 plan to cover the tax withholding obligations in connection with the vesting of restricted stock and restricted stock units.

F2 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $46.20 to $47.17, inclusive. The reporting person undertakes to provide to Upland Software, Inc., any security holder of Upland Software, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote to this Form 4.

SEC source: 0001624067-20-000014 · wf-form4_160876485213178.xml · nonDerivative · entry 2

Mattox Timothy · CIK 0001624067 · co-President & COO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 474,045

F1 · kind: Shares were sold pursuant to a 10b5-1 plan to cover the tax withholding obligations in connection with the vesting of restricted stock and restricted stock units.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $47.20 to $48.00, inclusive. The reporting person undertakes to provide to Upland Software, Inc., any security holder of Upland Software, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote to this Form 4.

SEC source: 0001624067-20-000014 · wf-form4_160876485213178.xml · nonDerivative · entry 1

Mattox Timothy · CIK 0001624067 · co-President & COO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 476,945

F1 · kind: Shares were sold pursuant to a 10b5-1 plan to cover the tax withholding obligations in connection with the vesting of restricted stock and restricted stock units.

F2 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $46.20 to $47.17, inclusive. The reporting person undertakes to provide to Upland Software, Inc., any security holder of Upland Software, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote to this Form 4.

SEC source: 0001622461-20-000010 · wf-form4_160876478047485.xml · nonDerivative · entry 3

Favaron Rodney C · CIK 0001622461 · co-President and CCO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 130,786

F2 · kind: Shares were sold pursuant to a 10b5-1 plan to cover the tax withholding obligations in connection with the vesting of restricted stock units.

F4 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $47.20 to $47.99, inclusive. The reporting person undertakes to provide to Upland Software, Inc., any security holder of Upland Software, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote to this Form 4.

SEC source: 0001622461-20-000010 · wf-form4_160876478047485.xml · nonDerivative · entry 2

Favaron Rodney C · CIK 0001622461 · co-President and CCO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 135,506

F2 · kind: Shares were sold pursuant to a 10b5-1 plan to cover the tax withholding obligations in connection with the vesting of restricted stock units.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $46.20 to $47.19, inclusive. The reporting person undertakes to provide to Upland Software, Inc., any security holder of Upland Software, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote to this Form 4.

SEC source: 0001622461-20-000010 · wf-form4_160876478047485.xml · nonDerivative · entry 1

Favaron Rodney C · CIK 0001622461 · co-President and CCO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 150,000

F1 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.

SEC source: 0001622461-20-000008 · wf-form4_160858457260802.xml · derivative · entry 8

Favaron Rodney C · CIK 0001622461 · co-President and CCO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 4,603 shares

Expires 2026-08-08

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_date: Currently exercisable.

SEC source: 0001622461-20-000008 · wf-form4_160858457260802.xml · derivative · entry 7

Favaron Rodney C · CIK 0001622461 · co-President and CCO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 15,929 shares

Expires 2025-11-09

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_date: Currently exercisable.

SEC source: 0001622461-20-000008 · wf-form4_160858457260802.xml · derivative · entry 6

Favaron Rodney C · CIK 0001622461 · co-President and CCO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 4,603

Underlying: Common Stock · 10,884 shares

Expires 2026-08-08

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_date: Currently exercisable.

SEC source: 0001622461-20-000008 · wf-form4_160858457260802.xml · nonDerivative · entry 5

Favaron Rodney C · CIK 0001622461 · co-President and CCO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 156,666

F1 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.

SEC source: 0001622461-20-000008 · wf-form4_160858457260802.xml · nonDerivative · entry 4

Favaron Rodney C · CIK 0001622461 · co-President and CCO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 167,528

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.

SEC source: 0001622461-20-000008 · wf-form4_160858457260802.xml · nonDerivative · entry 3

Favaron Rodney C · CIK 0001622461 · co-President and CCO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 162,925

F1 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.

SEC source: 0001622461-20-000008 · wf-form4_160858457260802.xml · nonDerivative · entry 2

Favaron Rodney C · CIK 0001622461 · co-President and CCO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 189,738

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.

SEC source: 0001622461-20-000008 · wf-form4_160858457260802.xml · nonDerivative · entry 1

Favaron Rodney C · CIK 0001622461 · co-President and CCO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 173,809

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.

SEC source: 0001094792-20-000014 · wf-form4_160876493328751.xml · nonDerivative · entry 1

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,653,537

SEC source: 0001131058-20-000004 · wf-form4_160530170417020.xml · nonDerivative · entry 1

COURTER STEPHEN E · CIK 0001131058 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 14,983

F1 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.

SEC source: 0001289889-20-000012 · wf-form4_160495712263397.xml · nonDerivative · entry 1

Hill Michael Douglass · CIK 0001289889 · CFO &Treasurer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 257,429

F1 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.

F2 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $50.00 to $50.37, inclusive. The reporting person undertakes to provide to Upland Software, Inc., any security holder of Upland Software, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote to this Form 4.

SEC source: 0001624067-20-000012 · wf-form4_160322481013457.xml · nonDerivative · entry 2

Mattox Timothy · CIK 0001624067 · co-President & COO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 487,027

F1 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.

F2 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $45.00 to $45.01, inclusive. The reporting person undertakes to provide to Upland Software, Inc., any security holder of Upland Software, Inc., or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote to this Form 4.

SEC source: 0001624067-20-000012 · wf-form4_160322481013457.xml · nonDerivative · entry 1

Mattox Timothy · CIK 0001624067 · co-President & COO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 516,740

F1 · kind: Shares were sold pursuant to shareholder's 10b5-1 trading plan.