Insider Transactions last 24 months for Upland Software, Inc. - NSDQ: UPLD
Transactions
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Buy
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Option Exercise
Filer's Name
Relationship/ Title
Trans.
Date
Trans. Type
Ownership Type
Security Type
Shares
Price
Trans.
Value
Total Shares Owned
Mcdonald John T CEO 09/16/2025 DF Direct COM 22,956 $2.48 $56,930.88 2,429,169 Hill Michael Douglass CFO, Treasurer & Secretary 09/16/2025 DF Direct COM 11,152 $2.48 $27,656.96 340,078 Doman Dan Chief Operating & Product Ofcr 09/16/2025 DF Direct COM 26,236 $2.48 $65,065.28 731,852 Mcdonald John T CEO 09/11/2025 DS Direct COM 14,438 $2.36 $34,063.57 2,452,125 Cummings Karen President and COO 06/30/2025 DF Direct COM 40,993 $1.95 $79,936.35 306,432 Cummings Karen President and COO 06/16/2025 DF Direct COM 11,479 $1.84 $21,121.36 347,425 Doman Dan Chief Product Officer 06/16/2025 DF Direct COM 14,758 $1.84 $27,154.72 758,088 Hill Michael Douglass CFO & Treasurer 06/16/2025 DF Direct COM 11,152 $1.84 $20,519.68 351,230 Mcdonald John T CEO 06/16/2025 DF Direct COM 22,957 $1.84 $42,240.88 2,466,563 Smith Matthew Harnden General Counsel and Secretary 06/16/2025 DF Direct COM 3,596 $1.84 $6,616.64 131,908 Doman Dan Chief Product Officer 06/13/2025 AA Direct COM 350,000 $0.00 $0.00 772,846 Mattox Timothy Director 03/17/2025 DS Direct COM 20,000 $3.19 $63,862.00 394,008 Cummings Karen President and COO 03/16/2025 DF Direct COM 8,648 $3.10 $26,808.80 358,904 Doman Dan Chief Product Officer 03/16/2025 DF Direct COM 16,414 $3.10 $50,883.40 422,846 Hill Michael Douglass CFO & Treasurer 03/16/2025 DF Direct COM 12,653 $3.10 $39,224.30 362,382 Mcdonald John T CEO 03/16/2025 DF Direct COM 24,273 $3.10 $75,246.30 2,489,520 Smith Matthew Harnden General Counsel and Secretary 03/16/2025 DF Direct COM 4,135 $3.10 $12,818.50 135,504 Doman Dan Chief Product Officer 01/28/2025 AA Direct COM 150,000 $0.00 $0.00 439,260 Hill Michael Douglass CFO & Treasurer 01/28/2025 AA Direct COM 70,000 $0.00 $0.00 375,035 Mcdonald John T CEO 01/28/2025 AA Direct COM 250,000 $0.00 $0.00 2,513,793 Smith Matthew Harnden General Counsel and Secretary 01/28/2025 AA Direct COM 50,000 $0.00 $0.00 139,639 Mattox Timothy Director 12/17/2024 DS Direct COM 2,768 $4.56 $12,612.39 414,008 Cummings Karen President and COO 12/16/2024 DF Direct COM 7,812 $4.51 $35,232.12 367,552 Doman Dan Chief Product Officer 12/16/2024 DF Direct COM 11,643 $4.51 $52,509.93 289,260 Hill Michael Douglass CFO & Treasurer 12/16/2024 DF Direct COM 11,070 $4.51 $49,925.70 305,035
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Filer's Name
Relationship/ Title
Trans.
Date
Trans. Type
Ownership Type
Security Type
Shares
Price
Trans.
Value
Total Shares Owned
Doman Dan Chief Product Officer 06/13/2025 AA Direct COM 350,000 $0.00 $0.00 772,846 Doman Dan Chief Product Officer 01/28/2025 AA Direct COM 150,000 $0.00 $0.00 439,260 Hill Michael Douglass CFO & Treasurer 01/28/2025 AA Direct COM 70,000 $0.00 $0.00 375,035 Mcdonald John T CEO 01/28/2025 AA Direct COM 250,000 $0.00 $0.00 2,513,793 Smith Matthew Harnden General Counsel and Secretary 01/28/2025 AA Direct COM 50,000 $0.00 $0.00 139,639 May David Director 11/04/2024 AA Direct COM 25,000 $0.00 $0.00 166,437 Mattox Timothy Director 11/04/2024 AA Direct COM 25,000 $0.00 $0.00 436,776 Courter Stephen E Director 11/04/2024 AA Direct COM 25,000 $0.00 $0.00 99,232 Chung David H S Director 11/04/2024 AA Direct COM 25,000 $0.00 $0.00 99,484 Walsh Teresa Miles Director 11/04/2024 AA Direct COM 25,000 $0.00 $0.00 119,490 Mcdonald John T CEO 08/09/2024 AP Indirect COM 66,365 $1.96 $130,307.68 363,738 Mcdonald John T CEO 08/08/2024 AP Indirect COM 33,635 $1.98 $66,627.57 297,373 Breslin Matthew Chief Revenue Officer 02/06/2024 AA Direct COM 150,000 $0.00 $0.00 150,000 Mcdonald John T CEO 01/29/2024 AA Direct COM 250,000 $0.00 $0.00 1,881,748 Hill Michael Douglass CFO & Treasurer 01/29/2024 AA Direct COM 100,000 $0.00 $0.00 350,804 Cummings Karen Executive VP & Senior GM 01/29/2024 AA Direct COM 150,000 $0.00 $0.00 400,509 Smith Matthew Harnden General Counsel and Secretary 01/29/2024 AA Direct COM 50,000 $0.00 $0.00 100,000 Doman Dan Chief Product Officer 01/29/2024 AA Direct COM 150,000 $0.00 $0.00 341,271 Yates Oliver Robert Macfarlane Chief Sales Officer 01/29/2024 AA Direct COM 135,000 $0.00 $0.00 258,239 Mattox Timothy Director 01/06/2024 AA Direct COM 27,687 $0.00 $0.00 411,776 Smith Matthew Harnden General Counsel and Secretary 10/31/2023 AA Direct COM 50,000 $0.00 $0.00 50,000
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Filer's Name
Relationship/ Title
Trans.
Date
Trans. Type
Ownership Type
Security Type
Shares
Price
Trans.
Value
Total Shares Owned
Mcdonald John T CEO 09/16/2025 DF Direct COM 22,956 $2.48 $56,930.88 2,429,169 Hill Michael Douglass CFO, Treasurer & Secretary 09/16/2025 DF Direct COM 11,152 $2.48 $27,656.96 340,078 Doman Dan Chief Operating & Product Ofcr 09/16/2025 DF Direct COM 26,236 $2.48 $65,065.28 731,852 Mcdonald John T CEO 09/11/2025 DS Direct COM 14,438 $2.36 $34,063.57 2,452,125 Cummings Karen President and COO 06/30/2025 DF Direct COM 40,993 $1.95 $79,936.35 306,432 Cummings Karen President and COO 06/16/2025 DF Direct COM 11,479 $1.84 $21,121.36 347,425 Doman Dan Chief Product Officer 06/16/2025 DF Direct COM 14,758 $1.84 $27,154.72 758,088 Hill Michael Douglass CFO & Treasurer 06/16/2025 DF Direct COM 11,152 $1.84 $20,519.68 351,230 Mcdonald John T CEO 06/16/2025 DF Direct COM 22,957 $1.84 $42,240.88 2,466,563 Smith Matthew Harnden General Counsel and Secretary 06/16/2025 DF Direct COM 3,596 $1.84 $6,616.64 131,908 Mattox Timothy Director 03/17/2025 DS Direct COM 20,000 $3.19 $63,862.00 394,008 Cummings Karen President and COO 03/16/2025 DF Direct COM 8,648 $3.10 $26,808.80 358,904 Doman Dan Chief Product Officer 03/16/2025 DF Direct COM 16,414 $3.10 $50,883.40 422,846 Hill Michael Douglass CFO & Treasurer 03/16/2025 DF Direct COM 12,653 $3.10 $39,224.30 362,382 Mcdonald John T CEO 03/16/2025 DF Direct COM 24,273 $3.10 $75,246.30 2,489,520 Smith Matthew Harnden General Counsel and Secretary 03/16/2025 DF Direct COM 4,135 $3.10 $12,818.50 135,504 Mattox Timothy Director 12/17/2024 DS Direct COM 2,768 $4.56 $12,612.39 414,008 Cummings Karen President and COO 12/16/2024 DF Direct COM 7,812 $4.51 $35,232.12 367,552 Doman Dan Chief Product Officer 12/16/2024 DF Direct COM 11,643 $4.51 $52,509.93 289,260 Hill Michael Douglass CFO & Treasurer 12/16/2024 DF Direct COM 11,070 $4.51 $49,925.70 305,035 Mcdonald John T CEO 12/16/2024 DF Direct COM 17,833 $4.51 $80,426.83 2,263,793 Smith Matthew Harnden General Counsel and Secretary 12/16/2024 DF Direct COM 6,197 $4.51 $27,948.47 89,639 Mcdonald John T CEO 12/05/2024 DF Direct COM 24,594 $4.32 $106,246.08 1,978,376 Mcdonald John T CEO 12/04/2024 DF Direct COM 12,297 $4.00 $49,188.00 1,940,470 Mcdonald John T CEO 12/03/2024 DF Direct COM 61,484 $4.37 $268,685.08 1,921,517
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Filer's Name
Relationship/ Title
Trans.
Date
Trans. Type
Ownership Type
Security Type
Shares
Price
Trans.
Value
Total Shares Owned
Mcdonald John T CEO 12/05/2024 AM Direct COM 62,500 $0.00 $0.00 2,002,970 Mcdonald John T CEO 12/04/2024 AM Direct COM 31,250 $0.00 $0.00 1,952,767 Mcdonald John T CEO 12/03/2024 AM Direct COM 156,250 $0.00 $0.00 1,983,001
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Transaction Type Key
First letter: A = Acquired, D = Disposed
Second letter:
A = Grant, award or other acquisition pursuant to Rule 16b-3(d)
C = Conversion of derivative security |
D = Disposition to the issuer of issuer equity securities pursuant to Rule 16b-3(e) |
E = Expiration of short derivative position |
F = Payment of exercise price or tax liability by delivering or withholding securities incident to the receipt, exercise or vesting of a security issued in accordance with Rule 16b-3. |
G = Gift |
H = Expiration (or cancellation) of long derivative position with value received |
I = Discretionary transaction in accordance with Rule 16b-3(f) |
J = Other |
L = Small acquisition under Rule 16a-6 |
M = Exercise or conversion of derivative security exempted pursuant to Rule 16b-3 |
O = Exercise of out-of-the-money derivative security |
P = Open market or private purchase |
S = Open market or private sale |
U = Disposition pursuant to a tender of shares in a change of control transaction |
W = Acquisition or disposition by will or the laws of descent and distribution |
X = Exercise of in-the-money or at-the-money derivative security |
Z = Deposit into or withdrawal from voting trust
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