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Hill Michael Douglass

SEC insider (Form 3/4/5 filer). CIK 0001289889. CFO, Treasurer & Secretary at Upland Software, Inc. (UPLD). 10 reported Form 4/5 transactions since Sep 2024; latest on Jun 16, 2026. Located in AUSTIN, TX.

Companies Hill Michael Douglass has filed insider reports for

  • Upland Software, Inc. (UPLD): Officer, CFO, Treasurer & Secretary
Hill Michael Douglass profile photo

Hill Michael Douglass

CIK: 0001289889

Transaction Breakdown

Open Market Buys (P)0 (0.0%)

High conviction signal

Open Market Sales (S)0 (0.0%)

Position reduction

Option Exercises (M)0 (0.0%)

Derivative conversions

Awards (A)2 (20.0%)

Compensation grants

Other (G, F, J, C, D, …)8 (80.0%)

Gifts, tax withholding, conversions, dispositions to the issuer and other codes

Companies & Roles (1)

Upland Software, Inc. logo
UPLD

Upland Software, Inc.

Officer

Discretionary Trading P&L

Holdings

Transaction History (10 total)

  • Upland Software, Inc. logo
    UPLD

    Upland Software, Inc.

    Jun 16, 2026
    Tax Payment
    Direct
    8.9K shares at avg. $0.61$5K
  • Upland Software, Inc. logo
    UPLD

    Upland Software, Inc.

    Mar 16, 2026
    Tax Payment
    Direct
    8.9K shares at avg. $0.54$5K
  • Upland Software, Inc. logo
    UPLD

    Upland Software, Inc.

    Feb 23, 2026
    Award
    Direct
    70K shares-
  • Upland Software, Inc. logo
    UPLD

    Upland Software, Inc.

    Dec 16, 2025
    Tax Payment
    Direct
    8.9K shares at avg. $1.49$13K
  • Upland Software, Inc. logo
    UPLD

    Upland Software, Inc.

    Sep 16, 2025
    Tax Payment
    Direct
    11.2K shares at avg. $2.48$28K
  • Upland Software, Inc. logo
    UPLD

    Upland Software, Inc.

    Jun 16, 2025
    Tax Payment
    Direct
    11.2K shares at avg. $1.84$21K
  • Upland Software, Inc. logo
    UPLD

    Upland Software, Inc.

    Mar 16, 2025
    Tax Payment
    Direct
    12.7K shares at avg. $3.10$39K
  • Upland Software, Inc. logo
    UPLD

    Upland Software, Inc.

    Jan 28, 2025
    Award
    Direct
    70K shares-
  • Upland Software, Inc. logo
    UPLD

    Upland Software, Inc.

    Dec 16, 2024
    Tax Payment
    Direct
    11.1K shares at avg. $4.51$50K
  • Upland Software, Inc. logo
    UPLD

    Upland Software, Inc.

    Sep 16, 2024
    Tax Payment
    Direct
    11.1K shares at avg. $2.24$25K

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