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person · Reporting owner

MCDONALD JOHN T

Disclosed activity across 2 companies

Tapewire entity
50078
SEC CIK
0001094792

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Reported relationships

Latest disclosed role at each company.

CompanyLast reported asReport datePublished
Commerce.com, Inc.BIGC · Entity 6337DirectorMay 17, 2022May 19, 2022
Upland Software, Inc.UPLD · Entity 7891DirectorApril 30, 2026May 04, 2026

Disclosed balances

About these balances

Latest available filing per company, not a reconstructed current portfolio. Matching sequences show the last reported balance with all source rows expandable; grouping alone does not establish account ownership. Do not add unresolved positions together. Filings may omit unchanged positions, and amendments may correct only part of an older disclosure. Jointly reported shares are not necessarily this owner's personal holdings.

Commerce.com, Inc.

Report date May 17, 2022 · Filed May 19, 2022

Security / awardOwnership accountDisclosed shares / unitsDisclosure context
Series 1 Common StockSEC Table I · non-derivativeDirect13,422 Reported balance After 2022-05-17 transaction · row 1
1 source row

Row 1 · 2022-05-17 · Grant · Acquired 9,918 · Balance 13,422

Upland Software, Inc.

Report date April 30, 2026 · Filed May 04, 2026

Security / awardOwnership accountDisclosed shares / unitsDisclosure context
Common StockSEC Table I · non-derivativeDirect2,640,887 Reported balance After 2026-04-30 transaction · row 1
1 source row

Row 1 · 2026-04-30 · Grant · Acquired 250,000 · Balance 2,640,887

F1: The restricted stock units will vest on the earliest of (i) February 28, 2028, subject to Mr. McDonald's continued service on the Issuer's board of directors through such date, (ii) the termination of his service on the Board without Cause, as that term is defined in Mr. McDonald's employment agreement and (iii) a Change in Control, as defined in the Issuer's 2024 Omnibus Incentive Plan.

Performance Share UnitSEC Table II · derivative / convertible security · Conversion / exercise price $0.00Direct0 Reported balance After 2026-04-30 transaction · row 3 Instrument identity requires review; Table II rows are not merged.
1 source row

Row 3 · 2026-04-30 · Disposition to issuer · Disposed 250,000 · Balance 0

F3: The performance stock units canceled effective April 30, 2026 in accordance with that certain Transition Agreement dated February 25, 2026 by and between the Issuer and Mr. McDonald.

Common StockSEC Table I · non-derivativeIndirectBy National Financial Services as Cust FBO J. McDonald RRA363,738 Reported balance Holding disclosure · report date 2026-04-30 · row 2 Holding and transaction disclosures are not merged.
1 source row

Row 2 · Balance 363,738

F2: 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.

Filing footnotes · ownership attribution and instrument terms

F1: The restricted stock units will vest on the earliest of (i) February 28, 2028, subject to Mr. McDonald's continued service on the Issuer's board of directors through such date, (ii) the termination of his service on the Board without Cause, as that term is defined in Mr. McDonald's employment agreement and (iii) a Change in Control, as defined in the Issuer's 2024 Omnibus Incentive Plan.

F2: 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.

F3: The performance stock units canceled effective April 30, 2026 in accordance with that certain Transition Agreement dated February 25, 2026 by and between the Issuer and Mr. McDonald.

Transaction history

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Purchases/sales include open-market and private transactions. Plan disclosure applies to the filing; individual rows may differ. “Not disclosed” is not “unplanned.”

The cutoff filters transaction history only. Company summaries and owner relationships show the latest available disclosures. Parser corrections can improve historical records.

Transaction dateCompanyActivity / securityShares / unitsReported priceReported valueDetails
April 30, 2026 Filed May 4, 2026 20:50 UTC Upland Software, Inc. UPLD · Entity 7891 Disposition to issuerPerformance Share Unit · Derivative 250,000 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001094792-26-000004 · wk-form4_1777927816.xml · derivative · entry 3

MCDONALD JOHN T · CIK 0001094792 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 250,000 shares

Expires not disclosed

F3 · derivative.exercise_date: The performance stock units canceled effective April 30, 2026 in accordance with that certain Transition Agreement dated February 25, 2026 by and between the Issuer and Mr. McDonald.

F3 · derivative.expiration_date: The performance stock units canceled effective April 30, 2026 in accordance with that certain Transition Agreement dated February 25, 2026 by and between the Issuer and Mr. McDonald.

Read SEC document
April 30, 2026 Filed May 4, 2026 20:50 UTC Upland Software, Inc. UPLD · Entity 7891 GrantCommon Stock 250,000 $0.00 $0.00
Disclosure

SEC source: 0001094792-26-000004 · wk-form4_1777927816.xml · nonDerivative · entry 1

MCDONALD JOHN T · CIK 0001094792 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,640,887

F1 · shares: The restricted stock units will vest on the earliest of (i) February 28, 2028, subject to Mr. McDonald's continued service on the Issuer's board of directors through such date, (ii) the termination of his service on the Board without Cause, as that term is defined in Mr. McDonald's employment agreement and (iii) a Change in Control, as defined in the Issuer's 2024 Omnibus Incentive Plan.

Read SEC document
March 16, 2026 Filed Mar 17, 2026 20:33 UTC Upland Software, Inc. UPLD · Entity 7891 Tax withholdingCommon Stock 18,605 $0.54 $10,046.70
Disclosure

SEC source: 0001094792-26-000002 · wk-form4_1773779622.xml · nonDerivative · entry 1

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,390,887

F1 · kind: Shares withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of restricted stock units. This is not an open market sale of securities.

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.

Read SEC document
December 16, 2025 Filed Dec 17, 2025 21:28 UTC Upland Software, Inc. UPLD · Entity 7891 Tax withholdingCommon Stock 19,677 $1.49 $29,220.35
Disclosure

SEC source: 0001094792-25-000006 · wk-form4_1766006894.xml · nonDerivative · entry 1

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,409,492

F1 · kind: Shares withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of restricted stock units. This is not an open market sale of securities.

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.

Read SEC document
September 16, 2025 Filed Sep 17, 2025 21:29 UTC Upland Software, Inc. UPLD · Entity 7891 Tax withholdingCommon Stock 22,956 $2.48 $56,930.88
Disclosure

SEC source: 0001094792-25-000004 · wk-form4_1758144549.xml · nonDerivative · entry 1

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,429,169

F1 · kind: Shares withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of restricted stock units. This is not an open market sale of securities.

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.

Read SEC document
September 11, 2025 Filed Sep 11, 2025 21:50 UTC Upland Software, Inc. UPLD · Entity 7891 SaleCommon Stock 14,438 $2.36 $34,063.57
Disclosure

SEC source: 0001505155-25-000098 · wk-form4_1757627398.xml · nonDerivative · entry 1

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,452,125

F1 · kind: Sales made to recognize general portfolio tax savings.

F2 · price: This transaction was executed in multiple trades at prices ranging from $2.31 to $2.43. The price reported above reflects the weighted average sale price. The Reporting Person undertakes to provide upon request by the staff of the Securities and Exchange Commission, the Issuer, or a security holder of the Issuer, full information regarding the number of shares sold at each separate sale price.

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.

Read SEC document
June 16, 2025 Filed Jun 17, 2025 20:17 UTC Upland Software, Inc. UPLD · Entity 7891 Tax withholdingCommon Stock 22,957 $1.84 $42,240.88
Disclosure

SEC source: 0001505155-25-000068 · wk-form4_1750191451.xml · nonDerivative · entry 1

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,466,563

F1 · kind: Shares withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of restricted stock units. This is not an open market sale of securities.

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.

Read SEC document
March 16, 2025 Filed Mar 17, 2025 21:24 UTC Upland Software, Inc. UPLD · Entity 7891 Tax withholdingCommon Stock 24,273 $3.10 $75,246.30
Disclosure

SEC source: 0001505155-25-000035 · wk-form4_1742246691.xml · nonDerivative · entry 1

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,489,520

F1 · kind: Shares withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of restricted stock units. This is not an open market sale of securities.

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.

Read SEC document
January 28, 2025 Filed Jan 30, 2025 22:17 UTC Upland Software, Inc. UPLD · Entity 7891 GrantPerformance Share Unit · Derivative 250,000 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001505155-25-000006 · wk-form4_1738275425.xml · derivative · entry 3

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 250,000

Underlying: Common Stock · 250,000 shares

Expires 2028-02-28

F3 · derivative.exercise_date: 0% to 300% of these Performance Stock Units ("PSUs") may vest based on the achievement of the Company's total stockholder return ("TSR") goals for any 30 consecutive trading days immediately preceding any such date during the period beginning on February 28, 2025, and ending on February 28, 2028, the Performance Period. The percentage of PSUs that may vest will be a) 0% if TSR is below 5%, b) 50% if TSR is 5%, c) 62.5% if TSR is 6.25%, d) 75% if TSR is 7.50%, e) 87.5% if TSR is 8.75%, f) 100% if TSR is 10%, g) 125% if TSR is 11.25%, h) 150% if TSR is 12.50%, i) 175% if TSR is 13.75%, j) 200% if TSR is 15%, k) 225% if TSR is 16.75%, l) 250% if TSR is 18.50%, m) 275% if TSR is 19.25%, and n) 300% if TSR is 20% or greater. The percentage of PSUs that may vest is determined using linear interpolation.

Read SEC document
January 28, 2025 Filed Jan 30, 2025 22:17 UTC Upland Software, Inc. UPLD · Entity 7891 GrantCommon Stock 250,000 $0.00 $0.00
Disclosure

SEC source: 0001505155-25-000006 · wk-form4_1738275425.xml · nonDerivative · entry 1

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,513,793

F1 · shares: The restricted stock units vest in twelve equal quarterly installments starting on the three (3) month anniversary of the Vesting Commencement Date of December 16, 2024, provided that the participant continues to be a service provider through each such vesting date, except as otherwise specified in the Executive Employment Agreement between the Company and participant.

Read SEC document
December 16, 2024 Filed Dec 17, 2024 22:17 UTC Upland Software, Inc. UPLD · Entity 7891 Tax withholdingCommon Stock 17,833 $4.51 $80,426.83
Disclosure

SEC source: 0001505155-24-000122 · wk-form4_1734473868.xml · nonDerivative · entry 1

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,263,793

F1 · kind: Shares withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of restricted stock units. This is not an open market sale of securities.

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.

Read SEC document
December 10, 2024 Filed Dec 10, 2024 22:49 UTC Upland Software, Inc. UPLD · Entity 7891 Exercise / conversionPerformance Share Unit · Derivative 187,500 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001505155-24-000114 · wk-form4_1733870986.xml · derivative · entry 10

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 187,500 shares

Expires 2027-02-28

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.

F6 · derivative.exercise_date: The total maximum potential of 750,000 PSUs is the balance of the 250,000 PSUs, as disclosed on Form 4 filed on January 29, 2024, as amended on January 31, 2024, and 500,000 PSUs as disclosed on Form 4 filed on June 5, 2024. 0% to 300% of these PSUs may vest based on the achievement of the Company's TSR goals for any 30 consecutive trading days immediately preceding any such date during the period beginning on February 28, 2024, and ending on February 28, 2027- the Performance Period. The percentage of PSUs that may vest will be a) 0% if TSR is below 5%, b) 50% if TSR is 5%, c) 62.5% if TSR is 6.25%, d) 75% if TSR is 7.50%, e) 87.5% if TSR is 8.75%, f) 100% if TSR is 10%, g) 125% if TSR is 11.25%, h) 150% if TSR is 12.50%, i) 175% if TSR is 13.75%, j) 200% if TSR is 15%, k) 225% if TSR is 16.75%, l) 250% if TSR is 18.50%, m) 275% if TSR is 19.25%, and n) 300% if TSR is 20% or greater. The percentage of PSUs that may vest is determined using linear interpolation.

Read SEC document
December 10, 2024 Filed Dec 10, 2024 22:49 UTC Upland Software, Inc. UPLD · Entity 7891 Tax withholdingCommon Stock 73,781 $5.31 $391,777.11
Disclosure

SEC source: 0001505155-24-000114 · wk-form4_1733870986.xml · nonDerivative · entry 7

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,281,626

F3 · shares: Shares withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of performance share units. This is not an open market sale of securities.

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.

Read SEC document
December 10, 2024 Filed Dec 10, 2024 22:49 UTC Upland Software, Inc. UPLD · Entity 7891 Exercise / conversionCommon Stock 187,500 $0.00 $0.00
Disclosure

SEC source: 0001505155-24-000114 · wk-form4_1733870986.xml · nonDerivative · entry 6

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,355,407

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.

F5 · shares: Based on the Company's total stockholder return ("TSR") an incremental approximate 75% (for a total of approximately 300%) of the 250,000 PSUs awarded on January 29, 2024, as amended on January 31, 2024, and the corresponding 500,000 PSUs from June 5, 2024, vested on December 6, 2024, in accordance with the terms of Mr. McDonald's performance grant as described below in FN 6.

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.

Read SEC document
December 09, 2024 Filed Dec 10, 2024 22:49 UTC Upland Software, Inc. UPLD · Entity 7891 Exercise / conversionPerformance Share Unit · Derivative 125,000 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001505155-24-000114 · wk-form4_1733870986.xml · derivative · entry 9

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 187,500

Underlying: Common Stock · 125,000 shares

Expires 2027-02-28

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.

F6 · derivative.exercise_date: The total maximum potential of 750,000 PSUs is the balance of the 250,000 PSUs, as disclosed on Form 4 filed on January 29, 2024, as amended on January 31, 2024, and 500,000 PSUs as disclosed on Form 4 filed on June 5, 2024. 0% to 300% of these PSUs may vest based on the achievement of the Company's TSR goals for any 30 consecutive trading days immediately preceding any such date during the period beginning on February 28, 2024, and ending on February 28, 2027- the Performance Period. The percentage of PSUs that may vest will be a) 0% if TSR is below 5%, b) 50% if TSR is 5%, c) 62.5% if TSR is 6.25%, d) 75% if TSR is 7.50%, e) 87.5% if TSR is 8.75%, f) 100% if TSR is 10%, g) 125% if TSR is 11.25%, h) 150% if TSR is 12.50%, i) 175% if TSR is 13.75%, j) 200% if TSR is 15%, k) 225% if TSR is 16.75%, l) 250% if TSR is 18.50%, m) 275% if TSR is 19.25%, and n) 300% if TSR is 20% or greater. The percentage of PSUs that may vest is determined using linear interpolation.

Read SEC document
December 09, 2024 Filed Dec 10, 2024 22:49 UTC Upland Software, Inc. UPLD · Entity 7891 Tax withholdingCommon Stock 49,188 $4.89 $240,529.32
Disclosure

SEC source: 0001505155-24-000114 · wk-form4_1733870986.xml · nonDerivative · entry 5

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,167,907

F3 · shares: Shares withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of performance share units. This is not an open market sale of securities.

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.

Read SEC document
December 09, 2024 Filed Dec 10, 2024 22:49 UTC Upland Software, Inc. UPLD · Entity 7891 Exercise / conversionCommon Stock 125,000 $0.00 $0.00
Disclosure

SEC source: 0001505155-24-000114 · wk-form4_1733870986.xml · nonDerivative · entry 4

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,217,095

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.

F4 · shares: Based on the Company's total stockholder return ("TSR") an incremental approximate 50% (for a total of approximately 225%) of the 250,000 PSUs awarded on January 29, 2024, as amended on January 31, 2024, and the corresponding 500,000 PSUs from June 5, 2024, vested on December 9, 2024, in accordance with the terms of Mr. McDonald's performance grant as described below in FN 6.

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.

Read SEC document
December 06, 2024 Filed Dec 10, 2024 22:49 UTC Upland Software, Inc. UPLD · Entity 7891 Exercise / conversionPerformance Share Unit · Derivative 187,500 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001505155-24-000114 · wk-form4_1733870986.xml · derivative · entry 8

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 312,500

Underlying: Common Stock · 187,500 shares

Expires 2027-02-28

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.

F6 · derivative.exercise_date: The total maximum potential of 750,000 PSUs is the balance of the 250,000 PSUs, as disclosed on Form 4 filed on January 29, 2024, as amended on January 31, 2024, and 500,000 PSUs as disclosed on Form 4 filed on June 5, 2024. 0% to 300% of these PSUs may vest based on the achievement of the Company's TSR goals for any 30 consecutive trading days immediately preceding any such date during the period beginning on February 28, 2024, and ending on February 28, 2027- the Performance Period. The percentage of PSUs that may vest will be a) 0% if TSR is below 5%, b) 50% if TSR is 5%, c) 62.5% if TSR is 6.25%, d) 75% if TSR is 7.50%, e) 87.5% if TSR is 8.75%, f) 100% if TSR is 10%, g) 125% if TSR is 11.25%, h) 150% if TSR is 12.50%, i) 175% if TSR is 13.75%, j) 200% if TSR is 15%, k) 225% if TSR is 16.75%, l) 250% if TSR is 18.50%, m) 275% if TSR is 19.25%, and n) 300% if TSR is 20% or greater. The percentage of PSUs that may vest is determined using linear interpolation.

Read SEC document
December 06, 2024 Filed Dec 10, 2024 22:49 UTC Upland Software, Inc. UPLD · Entity 7891 Tax withholdingCommon Stock 73,781 $4.45 $328,325.45
Disclosure

SEC source: 0001505155-24-000114 · wk-form4_1733870986.xml · nonDerivative · entry 3

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,092,095

F3 · shares: Shares withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of performance share units. This is not an open market sale of securities.

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.

Read SEC document
December 06, 2024 Filed Dec 10, 2024 22:49 UTC Upland Software, Inc. UPLD · Entity 7891 Exercise / conversionCommon Stock 187,500 $0.00 $0.00
Disclosure

SEC source: 0001505155-24-000114 · wk-form4_1733870986.xml · nonDerivative · entry 2

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,165,876

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 · shares: Based on the Company's total stockholder return ("TSR") an incremental approximate 75% (for a total of approximately 175%) of the 250,000 PSUs awarded on January 29, 2024, as amended on January 31, 2024, and the corresponding 500,000 PSUs from June 5, 2024, vested on December 6, 2024, in accordance with the terms of Mr. McDonald's performance grant as described below in FN 6.

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.

Read SEC document
December 05, 2024 Filed Dec 5, 2024 23:36 UTC Upland Software, Inc. UPLD · Entity 7891 Exercise / conversionPerformance Share Unit · Derivative 62,500 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001505155-24-000112 · wk-form4_1733441797.xml · derivative · entry 10

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 500,000

Underlying: Common Stock · 62,500 shares

Expires 2027-02-28

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.

F6 · derivative.exercise_date: The total maximum potential of 750,000 PSUs is the balance of the 250,000 PSUs, as disclosed on Form 4 filed on January 29, 2024, as amended on January 31, 2024, and 500,000 PSUs as disclosed on Form 4 filed on June 5, 2024. 0% to 300% of these PSUs may vest based on the achievement of the Company's TSR goals for any 30 consecutive trading days immediately preceding any such date during the period beginning on February 28, 2024, and ending on February 28, 2027- the Performance Period. The percentage of PSUs that may vest will be a) 0% if TSR is below 5%, b) 50% if TSR is 5%, c) 62.5% if TSR is 6.25%, d) 75% if TSR is 7.50%, e) 87.5% if TSR is 8.75%, f) 100% if TSR is 10%, g) 125% if TSR is 11.25%, h) 150% if TSR is 12.50%, i) 175% if TSR is 13.75%, j) 200% if TSR is 15%, k) 225% if TSR is 16.75%, l) 250% if TSR is 18.50%, m) 275% if TSR is 19.25%, and n) 300% if TSR is 20% or greater. The percentage of PSUs that may vest is determined using linear interpolation.

Read SEC document
December 05, 2024 Filed Dec 5, 2024 23:36 UTC Upland Software, Inc. UPLD · Entity 7891 Tax withholdingCommon Stock 24,594 $4.32 $106,246.08
Disclosure

SEC source: 0001505155-24-000112 · wk-form4_1733441797.xml · nonDerivative · entry 7

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,978,376

F3 · kind: Shares withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of performance share units. This is not an open market sale of securities.

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.

Read SEC document
December 05, 2024 Filed Dec 5, 2024 23:36 UTC Upland Software, Inc. UPLD · Entity 7891 Exercise / conversionCommon Stock 62,500 $0.00 $0.00
Disclosure

SEC source: 0001505155-24-000112 · wk-form4_1733441797.xml · nonDerivative · entry 6

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,002,970

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.

F5 · shares: Based on the Company's total stockholder return ("TSR") an incremental approximate 25% (for a total of approximately 100%) of the 250,000 PSUs awarded on January 29, 2024, as amended on January 31, 2024, and June 5, 2024, vested on December 5, 2024, in accordance with the terms of Mr. McDonald's performance grant.

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.

Read SEC document
December 04, 2024 Filed Dec 5, 2024 23:36 UTC Upland Software, Inc. UPLD · Entity 7891 Exercise / conversionPerformance Share Unit · Derivative 31,250 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001505155-24-000112 · wk-form4_1733441797.xml · derivative · entry 9

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 562,500

Underlying: Common Stock · 31,250 shares

Expires 2027-02-28

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.

F6 · derivative.exercise_date: The total maximum potential of 750,000 PSUs is the balance of the 250,000 PSUs, as disclosed on Form 4 filed on January 29, 2024, as amended on January 31, 2024, and 500,000 PSUs as disclosed on Form 4 filed on June 5, 2024. 0% to 300% of these PSUs may vest based on the achievement of the Company's TSR goals for any 30 consecutive trading days immediately preceding any such date during the period beginning on February 28, 2024, and ending on February 28, 2027- the Performance Period. The percentage of PSUs that may vest will be a) 0% if TSR is below 5%, b) 50% if TSR is 5%, c) 62.5% if TSR is 6.25%, d) 75% if TSR is 7.50%, e) 87.5% if TSR is 8.75%, f) 100% if TSR is 10%, g) 125% if TSR is 11.25%, h) 150% if TSR is 12.50%, i) 175% if TSR is 13.75%, j) 200% if TSR is 15%, k) 225% if TSR is 16.75%, l) 250% if TSR is 18.50%, m) 275% if TSR is 19.25%, and n) 300% if TSR is 20% or greater. The percentage of PSUs that may vest is determined using linear interpolation.

Read SEC document
December 04, 2024 Filed Dec 5, 2024 23:36 UTC Upland Software, Inc. UPLD · Entity 7891 Tax withholdingCommon Stock 12,297 $4.00 $49,188.00
Disclosure

SEC source: 0001505155-24-000112 · wk-form4_1733441797.xml · nonDerivative · entry 5

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,940,470

F3 · kind: Shares withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of performance share units. This is not an open market sale of securities.

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.

Read SEC document
December 04, 2024 Filed Dec 5, 2024 23:36 UTC Upland Software, Inc. UPLD · Entity 7891 Exercise / conversionCommon Stock 31,250 $0.00 $0.00
Disclosure

SEC source: 0001505155-24-000112 · wk-form4_1733441797.xml · nonDerivative · entry 4

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,952,767

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.

F4 · shares: Based on the Company's total stockholder return ("TSR") an incremental approximate 12.5% (for a total of approximately 75%) of the 250,000 PSUs awarded on January 29, 2024, as amended on January 31, 2024, and June 5, 2024, vested on December 4, 2024, in accordance with the terms of Mr. McDonald's performance grant.

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.

Read SEC document
December 03, 2024 Filed Dec 5, 2024 23:36 UTC Upland Software, Inc. UPLD · Entity 7891 Exercise / conversionPerformance Share Unit · Derivative 156,250 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001505155-24-000112 · wk-form4_1733441797.xml · derivative · entry 8

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 593,750

Underlying: Common Stock · 156,250 shares

Expires 2027-02-28

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.

F6 · derivative.exercise_date: The total maximum potential of 750,000 PSUs is the balance of the 250,000 PSUs, as disclosed on Form 4 filed on January 29, 2024, as amended on January 31, 2024, and 500,000 PSUs as disclosed on Form 4 filed on June 5, 2024. 0% to 300% of these PSUs may vest based on the achievement of the Company's TSR goals for any 30 consecutive trading days immediately preceding any such date during the period beginning on February 28, 2024, and ending on February 28, 2027- the Performance Period. The percentage of PSUs that may vest will be a) 0% if TSR is below 5%, b) 50% if TSR is 5%, c) 62.5% if TSR is 6.25%, d) 75% if TSR is 7.50%, e) 87.5% if TSR is 8.75%, f) 100% if TSR is 10%, g) 125% if TSR is 11.25%, h) 150% if TSR is 12.50%, i) 175% if TSR is 13.75%, j) 200% if TSR is 15%, k) 225% if TSR is 16.75%, l) 250% if TSR is 18.50%, m) 275% if TSR is 19.25%, and n) 300% if TSR is 20% or greater. The percentage of PSUs that may vest is determined using linear interpolation.

Read SEC document
December 03, 2024 Filed Dec 5, 2024 23:36 UTC Upland Software, Inc. UPLD · Entity 7891 Tax withholdingCommon Stock 61,484 $4.37 $268,685.08
Disclosure

SEC source: 0001505155-24-000112 · wk-form4_1733441797.xml · nonDerivative · entry 3

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,921,517

F3 · kind: Shares withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of performance share units. This is not an open market sale of securities.

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.

Read SEC document
December 03, 2024 Filed Dec 5, 2024 23:36 UTC Upland Software, Inc. UPLD · Entity 7891 Exercise / conversionCommon Stock 156,250 $0.00 $0.00
Disclosure

SEC source: 0001505155-24-000112 · wk-form4_1733441797.xml · nonDerivative · entry 2

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,983,001

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 · shares: Based on the Company's total stockholder return ("TSR") approximately 62.5% of the 250,000 PSUs awarded on January 29, 2024, as amended on January 31, 2024, and June 5, 2024, vested on December 3, 2024, in accordance with the terms of Mr. McDonald's performance grant.

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.

Read SEC document
September 16, 2024 Filed Sep 17, 2024 20:59 UTC Upland Software, Inc. UPLD · Entity 7891 Tax withholdingCommon Stock 17,833 $2.24 $39,945.92
Disclosure

SEC source: 0001505155-24-000080 · wk-form4_1726606736.xml · nonDerivative · entry 1

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,826,751

F1 · kind: Shares withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of restricted stock units. This is not an open market sale of securities.

F2 · ownership.direct: 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.

Read SEC document
August 09, 2024 Filed Aug 12, 2024 20:24 UTC Upland Software, Inc. UPLD · Entity 7891 PurchaseCommon Stock 66,365 $1.96 $130,307.68
Disclosure

SEC source: 0001505155-24-000071 · wk-form4_1723494289.xml · nonDerivative · entry 3

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Indirect · By National Financial Services as Cust FBO J. McDonald RRA

Disclosed balance after: 363,738

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $1.92 to $1.995, 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.

Read SEC document
August 08, 2024 Filed Aug 12, 2024 20:24 UTC Upland Software, Inc. UPLD · Entity 7891 PurchaseCommon Stock 33,635 $1.98 $66,627.57
Disclosure

SEC source: 0001505155-24-000071 · wk-form4_1723494289.xml · nonDerivative · entry 2

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Indirect · By National Financial Services as Cust FBO J. McDonald RRA

Disclosed balance after: 297,373

F2 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions at prices ranging from $1.95 to $2.00, 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.

Read SEC document
June 16, 2024 Filed Jun 17, 2024 21:06 UTC Upland Software, Inc. UPLD · Entity 7891 Tax withholdingCommon Stock 17,834 $2.63 $46,903.42
Disclosure

SEC source: 0001094792-24-000012 · wk-form4_1718658366.xml · nonDerivative · entry 1

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,844,584

F1 · kind: Shares withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of restricted stock units. This is not an open market sale of securities.

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.

Read SEC document
June 05, 2024 Filed Jun 6, 2024 21:03 UTC Upland Software, Inc. UPLD · Entity 7891 GrantPerformance Share Unit · Derivative 500,000 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001094792-24-000010 · wk-form4_1717707804.xml · derivative · entry 1

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 750,000

Underlying: Common Stock · 500,000 shares

Expires 2027-02-28

F1 · date: This Performance Share Units (the "PSUs") grant, as disclosed in Upland Software, Inc.'s (the "Company's") 2024 proxy statement, was approved by the Compensation Committee of the Board of Directors of the Company on January 29, 2024, contingent upon shareholder approval of Upland Software, Inc.'s 2024 Omnibus Incentive Plan. On June 5, 2024, at the 2024 annual meeting of shareholders, the Company's shareholders approved the 2024 Omnibus Incentive Plan.

F1 · deemedExecutionDate: This Performance Share Units (the "PSUs") grant, as disclosed in Upland Software, Inc.'s (the "Company's") 2024 proxy statement, was approved by the Compensation Committee of the Board of Directors of the Company on January 29, 2024, contingent upon shareholder approval of Upland Software, Inc.'s 2024 Omnibus Incentive Plan. On June 5, 2024, at the 2024 annual meeting of shareholders, the Company's shareholders approved the 2024 Omnibus Incentive Plan.

F2 · derivative.exercise_date: 0% to 100% of these PSUs may vest based on the achievement of the Company's TSR goals for any 30 consecutive trading days immediately preceding any such date during the period beginning on February 28, 2024 and ending on February 28, 2027. The percentage of PSUs that may vest will be (a) 0% if TSR is at or below 10%, (b) 12.5% if TSR is 11.25%, (c) 25% if TSR is 12.5%, (d) 37.5% if TSR is 13.75%, (e) 50% if TSR is 15%, (f) 62.5% if TSR is 16.75%, (g) 75% if TSR is 18.5%, (h) 87.5% if TSR is 19.25%, and (i) 100% if TSR is 20% or greater. The percentage of PSUs that may vest is determined using linear interpolation.

F3 · balance_after: On June 5, 2024, at the 2024 annual meeting of shareholders, the Company's shareholders approved the 2024 Omnibus Incentive Plan, and, as a result, the PSUs earned pursuant to the vesting schedule set forth on the Form 4/A, as filed with the U.S. Securities and Exchange Commission on March 11, 2024, are limited to 250,000 PSUs.

Read SEC document
March 16, 2024 Filed Mar 19, 2024 22:17 UTC Upland Software, Inc. UPLD · Entity 7891 Tax withholdingCommon Stock 19,330 $4.21 $81,379.30
Disclosure

SEC source: 0001094792-24-000008 · wk-form4_1710886663.xml · nonDerivative · entry 1

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,862,418

F1 · kind: Shares withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of restricted stock units. This is not an open market sale of securities.

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.

Read SEC document
January 29, 2024 Filed Feb 1, 2024 00:23 UTC Upland Software, Inc. UPLD · Entity 7891 GrantPerformance Share Unit · Derivative 250,000 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001094792-24-000003 · wk-form4_1706747025.xml · derivative · entry 3

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 250,000

Underlying: Common Stock · 250,000 shares

Expires 2025-08-28

F3 · derivative.exercise_date: 0% to 300% of these PSUs may vest based on the achievement of the Company's TSR goals for any 30 consecutive trading days immediately preceding any such date during the period beginning on February 28, 2024 and ending on August 28, 2025- the Performance Period. The percentage of PSUs that may vest will be a- 0% if TSR is below 5% b- 50% if TSR is 5% c- 100% if TSR is 10% and d- 300% if TSR is 20% or greater. The percentage of PSUs that may vest is determined using linear interpolation. The PSUs earned shall be limited to the number of shares available for issuance under the 2014 Equity Incentive Plan on the applicable vesting date. If the Company's stockholders approve an equity incentive plan at the 2024 annual meeting and pursuant to such plan, the Reporting Person is granted an award of PSUs prior to the end of the Performance Period, the PSUs earned pursuant to the vesting schedule shall be limited to 250,000 PSUs.

Read SEC document
January 29, 2024 Filed Feb 1, 2024 00:23 UTC Upland Software, Inc. UPLD · Entity 7891 GrantCommon Stock 250,000 $0.00 $0.00
Disclosure

SEC source: 0001094792-24-000003 · wk-form4_1706747025.xml · nonDerivative · entry 1

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,881,748

F1 · shares: The RSUs vest in twelve equal quarterly installments starting on the three month anniversary of the Vesting Commencement Date of December 16, 2023 provided that, except as otherwise provided in the Executive Employment Agreement between the Company and Participant, 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.

Read SEC document
January 29, 2024 Filed Mar 11, 2024 21:15 UTC Amendment Upland Software, Inc. UPLD · Entity 7891 GrantPerformance Share Unit · Derivative 250,000 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001094792-24-000006 · wk-form4a_1710191726.xml · derivative · entry 3

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 250,000

Underlying: Common Stock · 250,000 shares

Expires 2027-02-28

F3 · derivative.exercise_date: 0% to 300% of these PSUs may vest based on the achievement of the Company's TSR goals for any 30 consecutive trading days immediately preceding any such date during the period beginning on February 28, 2024 and ending on February 28, 2027- the Performance Period. The percentage of PSUs that may vest will be a- 0% if TSR is below 5% b- 50% if TSR is 5% c- 100% if TSR is 10% and d- 300% if TSR is 20% or greater. The percentage of PSUs that may vest is determined using linear interpolation. The PSUs earned shall be limited to the number of shares available for issuance under the 2014 Equity Incentive Plan on the applicable vesting date. If the Company's stockholders approve an equity incentive plan at the 2024 annual meeting and pursuant to such plan, the Reporting Person is granted an award of PSUs prior to the end of the Performance Period, the PSUs earned pursuant to the vesting schedule shall be limited to 250,000 PSUs.

F4 · derivative.exercise_date: On January 31, 2024, the Reporting Person filed a Form 4 which inadvertently reported that the Performance Period ended on August 28, 2025. Footnote 3 above and column 6 above have been amended to reflect that the Performance Period ends on February 28, 2027.

Read SEC document
January 29, 2024 Filed Mar 11, 2024 21:15 UTC Amendment Upland Software, Inc. UPLD · Entity 7891 GrantCommon Stock 250,000 $0.00 $0.00
Disclosure

SEC source: 0001094792-24-000006 · wk-form4a_1710191726.xml · nonDerivative · entry 1

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,881,748

F1 · shares: The RSUs vest in twelve equal quarterly installments starting on the three month anniversary of the Vesting Commencement Date of December 16, 2023 provided that, except as otherwise provided in the Executive Employment Agreement between the Company and Participant, 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.

Read SEC document
December 16, 2023 Filed Dec 19, 2023 22:36 UTC Upland Software, Inc. UPLD · Entity 7891 Tax withholdingCommon Stock 11,650 $4.61 $53,706.50
Disclosure

SEC source: 0001094792-23-000009 · wk-form4_1703025395.xml · nonDerivative · entry 1

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,631,748

F1 · kind: Shares withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of restricted stock units. This is not an open market sale of securities.

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.

Read SEC document
September 16, 2023 Filed Sep 20, 2023 00:01 UTC Upland Software, Inc. UPLD · Entity 7891 Tax withholdingCommon Stock 11,650 $3.86 $44,969.00
Disclosure

SEC source: 0001094792-23-000007 · wk-form4_1695168102.xml · nonDerivative · entry 1

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,643,398

F1 · kind: Shares withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of restricted stock. This is not an open market sale of securities.

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.

Read SEC document
June 16, 2023 Filed Jun 20, 2023 20:10 UTC Upland Software, Inc. UPLD · Entity 7891 Tax withholdingCommon Stock 11,650 $3.53 $41,124.50
Disclosure

SEC source: 0000950170-23-028921 · ownership.xml · nonDerivative · entry 1

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,655,048

F1 · kind: Shares withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of restricted stock units. This is not an open market sale of securities.

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.

Read SEC document
March 16, 2023 Filed Mar 20, 2023 22:52 UTC Upland Software, Inc. UPLD · Entity 7891 Tax withholdingCommon Stock 12,704 $4.72 $59,962.88
Disclosure

SEC source: 0001094792-23-000005 · wf-form4_167935273220570.xml · nonDerivative · entry 1

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,666,698

F1 · kind: Shares withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of restricted stock. This is not an open market sale of securities.

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.

Read SEC document
March 13, 2023 Filed Mar 14, 2023 20:08 UTC Upland Software, Inc. UPLD · Entity 7891 PurchaseCommon Stock 10,000 $4.75 $47,500.00
Disclosure

SEC source: 0001094792-23-000004 · wf-form4_167882452446754.xml · nonDerivative · entry 3

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: Not disclosed

Ownership: Indirect · By National Financial Services as Cust FBO J. McDonald RRA

Disclosed balance after: 263,738

Read SEC document
March 10, 2023 Filed Mar 14, 2023 20:08 UTC Upland Software, Inc. UPLD · Entity 7891 PurchaseCommon Stock 10,000 $4.80 $48,000.00
Disclosure

SEC source: 0001094792-23-000004 · wf-form4_167882452446754.xml · nonDerivative · entry 2

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: Not disclosed

Ownership: Indirect · By National Financial Services as Cust FBO J. McDonald RRA

Disclosed balance after: 253,738

Read SEC document
February 21, 2023 Filed Feb 22, 2023 21:35 UTC Upland Software, Inc. UPLD · Entity 7891 GrantPerformance Share Unit · Derivative 100,000 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001094792-23-000002 · wf-form4_167710170573567.xml · derivative · entry 4

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 100,000

Underlying: Common Stock · 100,000 shares

Expires 2025-12-31

F4 · derivative.exercise_date: Units will vest on the first date on which the closing price of Upland's common stock for any 30 consecutive trading days immediately preceding such date before December 31, 2025 equals or exceeds certain stock price hurdles. On December 31, 2025, a number of Units (if any) will vest based on the closing price of Upland's common stock on December 31, 2025 using linear interpolation. Total shares earned will be between 0% and 200% of the target number of shares reported.

F4 · derivative.expiration_date: Units will vest on the first date on which the closing price of Upland's common stock for any 30 consecutive trading days immediately preceding such date before December 31, 2025 equals or exceeds certain stock price hurdles. On December 31, 2025, a number of Units (if any) will vest based on the closing price of Upland's common stock on December 31, 2025 using linear interpolation. Total shares earned will be between 0% and 200% of the target number of shares reported.

Read SEC document
February 21, 2023 Filed Feb 22, 2023 21:35 UTC Upland Software, Inc. UPLD · Entity 7891 GrantCommon Stock 100,000 $0.00 $0.00
Disclosure

SEC source: 0001094792-23-000002 · wf-form4_167710170573567.xml · nonDerivative · entry 1

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,679,402

F1 · shares: Represents restricted stock units vesting in twelve equal quarterly installments starting on March 16, 2023 and ending on December 16, 2025; 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.

Read SEC document
December 16, 2022 Filed Dec 20, 2022 21:18 UTC Upland Software, Inc. UPLD · Entity 7891 Tax withholdingCommon Stock 10,545 $7.99 $84,254.55
Disclosure

SEC source: 0001094792-22-000028 · wf-form4_167157109814350.xml · nonDerivative · entry 1

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,579,402

F1 · kind: Shares withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of restricted stock. This is not an open market sale of securities.

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.

Read SEC document
October 21, 2022 Filed Oct 25, 2022 20:24 UTC Upland Software, Inc. UPLD · Entity 7891 GrantCommon Stock 100,000 $0.00 $0.00
Disclosure

SEC source: 0001094792-22-000027 · wf-form4_166672946586493.xml · nonDerivative · entry 1

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,589,947

F1 · shares: Represents restricted stock units vesting in twelve equal quarterly installments starting on Dec 16, 2022 and ending on September 16, 2025; 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.

Read SEC document
September 16, 2022 Filed Sep 20, 2022 20:33 UTC Upland Software, Inc. UPLD · Entity 7891 Tax withholdingCommon Stock 7,265 $9.38 $68,145.70
Disclosure

SEC source: 0001094792-22-000021 · wf-form4_166370599687355.xml · nonDerivative · entry 1

MCDONALD JOHN T · CIK 0001094792 · Director · CEO

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,489,947

F1 · kind: Shares withheld by the issuer to satisfy tax withholding obligations in connection with the vesting of restricted stock units. This is not an open market sale of securities.

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.

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Value uses the disclosed total when available, otherwise shares × reported transaction price. It is not an estimate of exercise cash cost or investment performance.