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David O'Reilly

David O'Reilly

Chief Executive Officer at Howard Hughes Holdings
CEO
Executive
Board

About David O'Reilly

David O’Reilly, age 51, is Chief Executive Officer and a director of Howard Hughes Holdings Inc. (HHH); he became interim CEO in September 2020 and CEO/director in December 2020 after serving as CFO (October 2016–April 2021) and President (June–November 2020). He holds a B.S. in Civil Engineering from Tufts University and an MBA from Columbia University . Under his leadership, HHH reported 2024 net income of $196.992 million and Total Segment EBT of $603.484 million, while cumulative TSR from year-end 2019 to year-end 2024 equated to $63.66 vs. $124.92 for the S&P 500 Real Estate Index peer group; HHH paid no dividends in 2023–2024 . 2024 achievements cited by the Compensation Committee include record segment results, a strategic spin-off of Seaport Entertainment, and approximately $1 billion of financings and dispositions closed .

Past Roles

OrganizationRoleYearsStrategic Impact
Howard Hughes Holdings Inc.Chief Executive OfficerDec 2020–PresentLed record 2024 segment results, completed Seaport Entertainment spinoff, oversaw ~$1B financings/dispositions .
Howard Hughes Holdings Inc.Interim CEOSep–Dec 2020Transition leadership prior to CEO appointment .
Howard Hughes Holdings Inc.PresidentJun–Nov 2020Executive oversight of operations .
Howard Hughes Holdings Inc.Chief Financial OfficerOct 2016–Apr 2021Corporate finance leadership .
Parkway Properties, Inc. (NYSE)EVP & Chief Investment OfficerNov 2011–Oct 2014Capital allocation; earlier interim CFO May 2012, CFO from Aug 2012 .
Banyan Street CapitalExecutive Vice PresidentN/DCapital markets/investments .
Eola Capital LLCDirector of Capital MarketsN/DCapital markets .
Barclays Capital Inc.Senior Vice President (Investment Banking)N/DM&A, IPOs, CMBS transactions .
Lehman BrothersInvestment Banking (similar capacity)N/DM&A, IPOs, CMBS transactions .

External Roles

OrganizationRoleYearsStrategic Impact / Committees
Kite Realty Group Trust (NYSE: KRG)Independent Trustee2013–PresentBoard service; member of Audit and Compensation Committees (as disclosed in 2024 proxy) .

Fixed Compensation

MetricFY 2022FY 2023FY 2024
Base Salary ($)750,000 750,000 1,000,000
Target Annual Bonus ($)N/DN/D1,750,000
Actual Annual Bonus Paid ($)1,800,000 1,725,000 2,100,000
Stock Awards Grant-Date Fair Value ($)2,321,025 2,520,031
All Other Compensation ($)15,250 170,971 104,846
Total Compensation ($)2,565,250 4,966,996 5,724,877

Notes:

  • 2024 target bonus of $1.75M on a $1.0M salary implies a 175% target bonus opportunity; the $2.1M payout implies 120% of target for 2024 (structurally capped at 120% if minimum goals achieved) .

Performance Compensation

IncentiveMetric(s)WeightingTargetActual/PayoutVesting / Notes
2024 Annual Cash BonusCompany and individual performance per Compensation CommitteeN/D$1,750,000$2,100,000 (120% of target) Paid for 2024 performance .
Annual LTIP – Time-Based RSTime-based vesting (pro-rata)50% of LTIP$4.5M total LTIP target value; shares at grant price2024 grant sizes disclosed belowPro-rata over 3 years (5 years for 2021 awards) .
Annual LTIP – Performance RSAdjusted NAV growth over 3 years; TSR considerations post-spinoff50% of LTIP$4.5M total LTIP target value; shares at grant pricePayout range reflects up to 200% (2024 grants) based on performance conditionsThree-year performance vesting; 2023 awards reflect 166% level; 2024 awards reflect 200% level in disclosures of maximums .
Most Important Performance Measures (for pay vs performance)Total Segment EBT; Operating Assets NOI; Corporate Cash G&A; MPC EBT; TSRN/AN/AN/AListed by the company as key measures for linking performance and compensation actually paid .

Equity Ownership & Alignment

  • Stock ownership guidelines: CEO must hold shares equal to 5x base salary; executives have a five-year grace period after promotion/hire; as of Aug 4, 2025, NEOs subject to the policy were within the grace period and in compliance .
  • Hedging/pledging: Prohibited for executives and directors; no margin accounts or pledging of HHH securities; insider trading policy filed as 10-K exhibit .
  • Director/Executive ownership guidelines and recoupment policy are reinforced in governance highlights (no tax gross-ups, no single-trigger CIC, clawback) .

Outstanding Equity and Option Positions (select components)

Award/InstrumentQuantityKey Terms
Time-based RS granted Nov 2020 (outstanding as of 12/31/2024)2,619 sharesVests 20% annually through Nov 30, 2025 .
Time-based RS granted Feb 2021 (outstanding)1,792 sharesVests 20% annually; final tranche Dec 1, 2025 .
Time-based RS granted Feb 2023 (outstanding)4,826 sharesVests per award schedule; outstanding at 12/31/2024 .
Performance-based RS granted Mar 2023 (outstanding)16,942 sharesPerformance-based; outstanding at 12/31/2024 .
2024 grant – Time-based RS19,010 sharesPro-rata vesting over 3 years .
2024 grant – Performance-based RS19,010 shares3-year performance vest; adjusted NAV growth metric .
2025 grant – Time-based RS29,640 sharesPro-rata vesting (standard LTIP structure) .
2025 grant – Performance-based RS29,640 shares3-year performance vest per plan .
Option grant (initial CEO LTIP, adjusted post-spinoff)19,358 optionsStrike $64.45; five-year cliff vest (exercisable on 5th anniversary of 11/30/2020) .

Vesting Schedules and Near-Term Liquidity Events (potential selling pressure)

GrantVesting DatesNotes
Certain 2024 RS awards1/3 on Feb 5, 2024; 1/3 on Dec 31, 2025; 1/3 on Dec 31, 2026 Creates year-end 2025 and 2026 vest events.
2021 RS awards20% each on Feb 8, 2022; Dec 31, 2022; Dec 31, 2023; Dec 31, 2024; and 20% on Dec 31, 2025 Final tranche end-2025.
2020 RS awards20% each on Nov 30, 2021; Nov 30, 2022; Nov 30, 2023; Nov 30, 2024; and 20% on Nov 30, 2025 Final tranche Nov 30, 2025.
Initial CEO option award (adjusted)Cliff vest on Nov 30, 2025 Potential concentrated liquidity window.

2024 Equity Vesting Activity

Metric2024
Shares Vested (Stock Awards) (#)14,634
Value Realized on Vesting ($)1,159,190
Options Exercised (#)0
Value Realized on Exercise ($)0

Employment Terms

TermDetail
AgreementSecond Amended & Restated Employment Agreement dated Dec 1, 2020; amended effective Jan 1, 2024 and Apr 1, 2025 .
Current TermThrough Dec 31, 2028; auto-renews for 1-year periods unless 60 days’ notice given .
Base Salary$1,000,000 .
Target Bonus$1,750,000 (80%–120% payout range if minimum overall goal achieved) .
LTIP Target$4,500,000 grant-date target value; 50% time-based (3-year pro-rata, 5-year for 2021), 50% performance-based .
Restrictive CovenantsNon-compete and non-solicit during employment and 12 months post-termination; confidentiality and non-disparagement apply .
Good ReasonIncludes material cut in pay; material diminution in duties/reporting; material breach; relocation >50 miles from Houston; expanded post-Apr 2025 to contemplate organizational changes and “Transaction” scenarios .
“Transaction” (Apr 2025 amendment)New defined term including ≥40% post-transaction equity beneficial ownership change or similar significant change determined by Board; adds severance protections if terminated within 24 months following a Transaction .
ClawbackAwards subject to company clawback/recoupment policies and detrimental activity forfeiture; offsets permitted as specified .
Tax Gross-UpsNone in executive agreements or incentive plans (governance highlight) .

Severance and Change-of-Control Economics (Estimated as of 12/31/2024)

ScenarioCash Severance ($)Equity Treatment ($)Total ($)
Termination Without Cause / For Good Reason4,500,000 (sum of base + target bonus + pro-rated target bonus) 5,181,252 (time-based fully vests; performance-based continues) 9,681,252
Death or Disability1,750,000 (pro-rata target bonus) 5,181,252 (time-based fully vests; performance-based continues) 6,931,252
CIC or Post-Transaction Qualifying Termination (double-trigger)7,250,000 (2× salary + 2× target bonus + pro-rata target bonus) 5,181,252 (time-based fully vests; performance RS vests at ≥100% or actual) 12,431,252

Board Governance

  • Board service and independence: O’Reilly has served on HHH’s Board since December 2020 and is not independent (employee director); he receives no additional director compensation .
  • Committee roles: None (HHH’s standing committees are composed entirely of independent directors) .
  • Board leadership: Bill Ackman serves as Executive Chairman (since May 2025); R. Scot Sellers serves as Presiding Director and chairs the Compensation Committee; the Board and its committees regularly meet without management present .
  • Dual-role implications: CEO + director structure is mitigated by an Executive Chairman and a Presiding Director, with fully independent committees and stock ownership/clawback/anti-hedging policies enhancing governance alignment .

Director Compensation (Employee-Director)

ItemPolicy
Director Fees for CEOO’Reilly receives no additional compensation for Board service (compensated solely under executive program) .

Performance & Track Record

Metric20202021202220232024
TSR – Value of $100 Investment (Company)62.25 80.27 60.26 67.47 63.66
TSR – Value of $100 Investment (Peer, S&P 500 RE)97.83 143.02 105.65 118.71 124.92
Net Income (Loss) ($000s)(3,173) 48,924 184,636 (551,530) 196,992
Total Segment EBT ($000s)201,245 296,657 430,070 (523,434) 603,484

Highlights: 2024 was characterized by record segment results and a strategic refocus post-SEG spinoff; capital markets execution included ~$1B in financings/dispositions .

Compensation Structure Analysis

  • Pay mix and leverage: Majority of CEO compensation is at-risk via annual bonus and long-term equity; 2024 stock awards of $2.52M and bonus of $2.1M alongside $1.0M base emphasize equity/performance weighting .
  • Shift/features: Annual LTIP target increased to $4.5M in April 2025 amendments; LTIP remains 50% performance-based with multi-year metrics (Adjusted NAV growth) and minimum 3-year vesting; options are used sparingly (notably the 2020 initial CEO option grant) .
  • Governance protections: No single-trigger CIC; clawback and “detrimental activity” forfeiture apply; no excise tax gross-ups; hedging/pledging prohibited .
  • Payout discipline: Annual cash bonus structure caps payouts at 120% of target when minimum overall goals are achieved; 2024 was paid at that cap (implying strong performance vs goals) .

Employment Terms (Severance/Retention) Analysis

  • Contract duration/renewal through 2028 plus auto-renewal lowers near-term retention risk; expanded Good Reason and “Transaction” definitions (≥40% ownership change) plus double-trigger 2× severance create protections in strategic events but are standard for large-cap real estate issuers .
  • Non-compete/non-solicit (12 months) and clawback deter opportunistic departures and misconduct; stock ownership guidelines (5× salary) and anti-pledging further align incentives with shareholders .

Say-on-Pay & Shareholder Feedback

  • HHH conducts annual say-on-pay; Board recommended FOR in 2025, highlighting pay-for-performance design, double-trigger CIC, three-year minimum performance vesting, ownership guidelines, and clawback; specific vote outcomes were not disclosed in the cited sections .

Investment Implications

  • Alignment: Strong alignment mechanisms (5× CEO ownership guideline, no hedging/pledging, robust clawback) and a heavy equity mix support shareholder alignment; absence of excise tax gross-ups and double-trigger CIC are investor-friendly .
  • Retention and event risk: Contract through 2028 with expanded Good Reason/Transaction coverage reduces retention risk but increases potential severance costs in major ownership/control events (2× cash plus accelerated/assured equity vesting) .
  • Trading signals: Multiple near-term vesting dates (Nov 30, 2025; Dec 31, 2025; Nov/Dec 2026) and a five-year cliff option vest on Nov 30, 2025 could create episodic selling pressure; 2024 saw material stock vesting without option exercises .
  • Performance traction: Despite 2024 record operational metrics (Total Segment EBT $603.5M) and strategic refocus, cumulative TSR since 2019 trails the peer index, keeping pay-for-performance scrutiny elevated; 2024 bonus paid at 120% of target underscores Committee’s view of strong execution .