Welcome to our dedicated page for Upland Software SEC filings (Ticker: UPLD), a comprehensive resource for investors and traders seeking official regulatory documents including 10-K annual reports, 10-Q quarterly earnings, 8-K material events, and insider trading forms.
Upland Software's SEC filings document a cloud software issuer focused on AI-powered knowledge and content management applications. Recent Form 8-K reports furnish quarterly results and guidance, correct annual-report materials, disclose Nasdaq listing-compliance notices, changes in the independent registered public accounting firm, and chief executive transition and compensation arrangements.
Proxy materials cover annual meeting matters, board governance, executive compensation, equity awards, and pay-versus-performance disclosures. The filings also frame the company's capital structure through common stock and preferred stock purchase rights, while operating disclosures tie revenue and cash-flow measures to subscription and support software operations and completed divestitures.
Upland Software (UPLD) director T. Mattox reported acquiring 25,000 shares of Common Stock via restricted stock units on 10/27/2025 at a price of $0 per share, according to a Form 4.
The RSUs vest as follows: one-half on 12/16/2025, and the remainder in two equal quarterly installments on 3/16/2026 and 6/16/2026.
Following this transaction, Mattox beneficially owned 419,008 shares, held directly.
Upland Software (UPLD) reported an insider equity award on a Form 4. A company director acquired 25,000 shares of common stock in the form of restricted stock units (RSUs) on 10/27/2025 at a stated price of $0 per unit.
The RSUs vest as disclosed: one-half on 12/16/2025, with the remainder vesting in two equal quarterly installments on 3/16/2026 and 6/16/2026. Following this transaction, the reporting person beneficially owned 191,437 shares. The ownership form is listed as Direct.
Upland Software (UPLD) reported an insider equity award. A director acquired 25,000 shares on 10/27/2025 at a reported price of $0, reflecting a grant of restricted stock units. Following the transaction, the director directly beneficially owns 144,490 shares.
The RSUs vest as follows: one-half on 12/16/2025, and the remainder in two equal installments on 3/16/2026 and 6/16/2026.
Upland Software insider J. McDonald reported a tax-withholding disposition of restricted stock units on 09/16/2025. The filing shows 22,956 shares were withheld at an effective price of $2.48; the filer held 2,429,169 shares directly after the transaction and 363,738 shares indirectly through National Financial Services as custodian for J. McDonald. The report clarifies the withheld shares were to satisfy tax obligations and were not an open-market sale. The filing notes an additional 125,000 shares held in a trust for Mr. McDonald’s children are excluded from the reported beneficial ownership. The form is signed by an attorney-in-fact on 09/17/2025.
Upland Software insider J. McDonald reported a tax-withholding disposition of restricted stock units on 09/16/2025. The filing shows 22,956 shares were withheld at an effective price of $2.48; the filer held 2,429,169 shares directly after the transaction and 363,738 shares indirectly through National Financial Services as custodian for J. McDonald. The report clarifies the withheld shares were to satisfy tax obligations and were not an open-market sale. The filing notes an additional 125,000 shares held in a trust for Mr. McDonald’s children are excluded from the reported beneficial ownership. The form is signed by an attorney-in-fact on 09/17/2025.
Upland Software insider sale and tax withholding reported. Michael Douglass Hill, the company's CFO, Treasurer and Secretary, reported a disposition of 11,152 shares of Upland Software common stock on 09/16/2025 at a price of $2.48 per share. The filing states these shares were withheld by the issuer to satisfy tax withholding obligations related to the vesting of restricted stock units and explicitly notes this was not an open-market sale.
After the reported disposition, Mr. Hill directly beneficially owns 340,078 shares and indirectly owns 160,042 shares held in the MDH Trust for his family, for a total of 500,120 shares referenced in the filing.
Upland Software insider sale and tax withholding reported. Michael Douglass Hill, the company's CFO, Treasurer and Secretary, reported a disposition of 11,152 shares of Upland Software common stock on 09/16/2025 at a price of $2.48 per share. The filing states these shares were withheld by the issuer to satisfy tax withholding obligations related to the vesting of restricted stock units and explicitly notes this was not an open-market sale.
After the reported disposition, Mr. Hill directly beneficially owns 340,078 shares and indirectly owns 160,042 shares held in the MDH Trust for his family, for a total of 500,120 shares referenced in the filing.
Upland Software insider reported a withholding of 26,236 shares to cover taxes on vested restricted stock units. The transaction occurred on 09/16/2025 at a reported price of $2.48 per share and reduced the reporting person’s beneficial holdings to 731,852 shares. The reporting person is identified as Doman Dan, noted as an officer with the title Chief Operating & Product Ofcr and marked as a director. The filing clarifies this was shares withheld by the issuer to satisfy tax withholding obligations and explicitly states it is not an open market sale. The Form 4 was signed by an attorney-in-fact on 09/17/2025.
Upland Software insider reported a withholding of 26,236 shares to cover taxes on vested restricted stock units. The transaction occurred on 09/16/2025 at a reported price of $2.48 per share and reduced the reporting person’s beneficial holdings to 731,852 shares. The reporting person is identified as Doman Dan, noted as an officer with the title Chief Operating & Product Ofcr and marked as a director. The filing clarifies this was shares withheld by the issuer to satisfy tax withholding obligations and explicitly states it is not an open market sale. The Form 4 was signed by an attorney-in-fact on 09/17/2025.
Upland Software director and CEO J. McDonald reported an insider sale of 14,438 shares of common stock on 09/11/2025 at a weighted average price of $2.3593 per share. The filing shows 2,452,125 shares held directly after the sale and 363,738 shares held indirectly through National Financial Services as custodian for J. McDonald. The filer says the sales were made to recognize general portfolio tax savings and that the price reflects multiple trades between $2.31 and $2.43. The filing excludes 125,000 shares held in a trust for his children.
Upland Software, Inc. (UPLD) Form 144 summary: This notice reports a proposed Rule 144 sale of 15,000 common shares through Fidelity Brokerage Services LLC on 09/10/2025 on NASDAQ, with an aggregate market value listed as $34,650.00. The filer shows 28,766,498 shares outstanding for the class. The shares to be sold were acquired as a stock award from the issuer on 03/15/2021, with an acquired amount of 15,456 shares and payment dated 03/15/2021. The filing indicates no securities sold in the past three months and includes the standard representation that the seller is unaware of undisclosed material adverse information.
Upland Software, Inc. has authorized a stock repurchase program of up to $10,000,000, inclusive of any taxes payable on the repurchases. The plan allows the company to buy back its outstanding common stock from time to time in the open market or through other transactions such as negotiated purchases, accelerated share repurchases, or derivative-based structures, in each case subject to applicable securities laws. The authorization has no fixed end date and will remain in place until the Board terminates it or the full $10,000,000 authorization has been used.