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Michael D. Hill

Chief Financial Officer and Treasurer at Upland SoftwareUpland Software
Executive

About Michael D. Hill

Michael D. Hill is 56 and has served as Upland Software’s Chief Financial Officer and Treasurer since the company’s founding in July 2010; he previously served as Corporate Secretary (2015–2019) and Assistant Secretary (2010–2015). He began his career at Ernst & Young LLP (Assurance and Advisory Business Services, Austin) and later held finance leadership roles at Perficient, Inc. (CFO 2004–2006; VP Strategic Finance 2006–2007). He holds a B.B.A. in Accounting from the University of Texas at Austin . Company performance metrics tied to executive pay include 2024 Adjusted EBITDA of $55.6 million and Adjusted EBITDA margin of 20.3%, which modestly exceeded the plan thresholds; Upland’s cumulative TSR from 2020 to 2024 was −88%, far below its NASDAQ Computer Technology Index peer group (+201%) .

Past Roles

OrganizationRoleYearsStrategic impact
Perficient, Inc.Chief Financial Officer2004–2006Finance leadership at a public IT consulting firm
Perficient, Inc.VP, Strategic Finance2006–2007Strategic finance responsibilities
Ernst & Young LLP (Austin)Assurance & Advisory Business Services1991–1999Assurance/advisory practice experience

External Roles

No external public company board roles or committee positions for Hill are disclosed in the proxy’s executive officer biographies .

Fixed Compensation

MetricFY 2022FY 2023FY 2024
Base Salary ($)$275,000 $300,000 $300,000
  • Target annual bonus: 125% of base salary, under the Corporate Bonus Plan .
  • Perquisites: Value < $1,000 for each NEO in 2024 (except CEO); 401(k) plan with no employer match; no deferred compensation plan .

Performance Compensation

2024 Corporate Bonus Plan – Metrics and Outcome

MetricThresholdActualResult
Adjusted EBITDA ($mm)$55.0 $55.6 Threshold met (bonus pool funded)
Adjusted EBITDA Margin (%)20.0% 20.3% Secondary threshold met
Company-wide Bonus Pool Generated ($mm)~$1.1
  • Hill’s 2024 Corporate Bonus target and actual payout: | Item | Target ($) | Actual ($) | |---|---|---| | Michael D. Hill – Corporate Bonus | $375,000 | $61,382 |

  • Bonus plan design: Objective, formulaic funding from “over-performance” vs Adjusted EBITDA threshold; payout follows audited financials issuance .

2024 Equity Awards – Grants and Vesting

Award TypeGrant DateShares (#)Grant Date Fair Value ($)Vesting Schedule
RSU1/29/2024100,000 $429,000 12 equal quarterly installments from 3/16/2024 to 12/16/2026, service-based
  • No PSUs were granted to Hill in 2024 (PSUs were granted to the CEO; Hill’s equity is time-vested RSUs) .
  • No outstanding stock options for NEOs in FY 2024; Hill had none .

Equity Ownership & Alignment

ItemDetail
Total beneficial ownership (common shares)363,259; includes 160,042 held by MDH Trust; excludes 159,165 unvested RSUs
Ownership % of common1.3%
Unvested RSUs at 12/31/2024117,498 total: 17,499 (2022 grant), 33,332 (2023 grant), 66,667 (2024 grant)
RSU vesting schedules (remaining)12/16/2022–9/16/2025 (70k original); 3/16/2023–12/16/2025 (100k original); 3/16/2024–12/16/2026 (100k original)
2024 RSU vesting activity112,501 shares vested; value realized $331,596
Stock ownership guidelinesCEO 6× salary; other NEOs 4× salary; seven-year compliance window; all NEOs “targeted to be in compliance” by end of window as of 4/14/2025
Hedging/pledgingProhibited: short sales, margin accounts, pledging, and hedging (e.g., collars, forwards)
Insider trading policyPre-clearance required for officers/directors; predetermined closed windows; 10b5-1 plan oversight
Clawback policyAdopted Oct 2023; recoup excess incentive comp for material restatements under Rule 10D‑1, lookback of 3 fiscal years

Employment Terms

TermKey Provision
Employment agreementDated 3/28/2017; amended 3/13/2019 and 11/12/2020
Employment statusAt-will; base salary $300,000; benefits similar to other employees
Target bonus125% of base salary under Corporate Bonus Plan
Severance (without cause or for good reason)Earned but unpaid bonus; 12 months base salary; 12 months COBRA premium reimbursement (ceases upon new employment offering coverage)
Equity acceleration (no CIC)For NEOs other than CEO/President-COO: vesting catch-up up to ~2 months based on 36 monthly installments from Jan 1 of grant year; may be none to two months
Equity acceleration (CIC double trigger)100% acceleration for NEOs upon termination without cause or resignation for good reason “in connection with” a change in control
DefinitionsDetailed “Cause,” “Good Reason,” and “Change in Control” definitions per agreements

Estimated Payments if Terminated on 12/31/2024 (illustrative)

ItemAmount ($)
Severance (without cause/for good reason)$694,160
Equity acceleration (termination in connection with CIC)$509,941
Equity acceleration (termination not in connection with CIC)— (N/A)
Equity acceleration (death or disability)$509,941

Compensation Structure – Multi-Year View

MetricFY 2022FY 2023FY 2024
Salary ($)$275,000 $300,000 $300,000
Bonus ($)$75,000
Stock Awards ($)$1,918,425 $852,000 $429,000
Non-Equity Incentive ($)$98,438 $61,382
All Other Comp ($)
Total ($)$2,291,863 $1,227,000 $790,382

Performance Compensation – Detailed Table (2024)

MetricWeightingTargetActualPayoutVesting
Corporate Bonus – Adjusted EBITDA100% of bonus opportunity $55.0mm threshold $55.6mm $61,382 (Hill) Cash, after audited results
Corporate Bonus – Adjusted EBITDA MarginSecondary threshold 20.0% threshold 20.3% Included in pool Cash, after audited results
RSUs (2024 grant)100,000 units Service-based vestingGrant date FV $429,000 12 equal quarterly installments (3/16/2024–12/16/2026)

Notes: Hill’s incentive mix emphasizes Adjusted EBITDA-driven cash bonuses and time-vested RSUs; he did not receive PSUs tied to TSR in 2024 (unlike the CEO) .

Risk Indicators & Red Flags

  • Hedging and pledging prohibited under the Insider Trading Policy—helps mitigate misalignment and forced selling risk .
  • Clawback policy aligned with SEC Rule 10D-1 adopted Oct 2023—recaptures excess incentive pay on material restatements .
  • Related-party transactions: none over $120,000 in 2024 involving executives; routine compensation arrangements only .
  • No options repricing; options must be granted at FMV; no golden parachute tax gross-ups .

Compensation Peer Group (Benchmarking)

Upland’s 2024 peer group used by the independent consultant (Korn Ferry) includes BIGC, CRNC, CCSI, EGIO, KLTR, LPSN, MITK, MODN, ONTF, PRCH, RMNI, SNCR, YEXT; applied to base, bonus, and long-term equity mix benchmarking .

Investment Implications

  • Alignment: Hill’s equity is primarily time-vested RSUs with multi-year quarterly vesting, creating predictable vesting cadence through 2026; hedging/pledging prohibitions and ownership guidelines (4× salary within seven years) support alignment, though compliance timing depends on stock price and accumulated holdings .
  • Performance sensitivity: Hill’s cash bonus is strictly formulaic to Adjusted EBITDA and margin; 2024 payout was ~16% of target on threshold-level performance, indicating plan rigor and limited guaranteed cash .
  • Retention and CIC economics: Standard 12-month severance plus COBRA reimbursement; partial vesting catch-up on ordinary termination, with full double-trigger vesting upon CIC-related termination—balanced retention without excessive guarantees; estimated severance and CIC equity acceleration for Hill were $694k and $510k respectively as of 12/31/2024 .
  • Execution risk: Despite EBITDA threshold achievement, multi-year TSR underperforms peers substantially (−88% vs +201% peer group from 2020–2024), raising questions about capital allocation and growth vs profitability trade-offs under finance leadership; compensation design ties cash incentives to EBITDA, not revenue growth, which may limit top-line focus .