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Randy Maultsby

President at TIPTREE
Executive
Board

About Randy Maultsby

Randy S. Maultsby, age 51, is President of Tiptree Inc. (since July 2021) and a Class I director (since November 2021). He leads corporate strategy and development, overseeing M&A, dispositions, and capital markets; prior roles include senior investment banking positions at Fox-Pitt, Kelton, JPMorgan (M&A) and Citigroup (FIG), with a B.A. (Honors) in Political Science from Hampton University . Company performance under his senior leadership shows FY2024 revenues of $2,042.9 million (+23.9% YoY), net income of $53.4 million, Adjusted EBITDA of $153.98 million (+37% YoY), and adjusted ROAE of 22.9% . Pay-versus-performance TSR index values for Tiptree were 279.68 (2021), 101.39 (2022), 138.79 (2023), and 112.74 (2024), with Adjusted EBITDA of $100,776k (2021), $81,124k (2022), $112,379k (2023), $153,983k (2024) .

Past Roles

OrganizationRoleYearsStrategic Impact
Tiptree Inc.Managing Director2010–2021 Corporate strategy and development; deal execution
Fox-Pitt, KeltonSenior Vice President, Investment BankingStrategic advice across banks, finance, asset managers, brokerages
JPMorganAssociate, M&A GroupM&A execution in financials
CitigroupAnalyst, Financial Institutions GroupCoverage of banks and financials

External Roles

OrganizationRoleYearsNotes
Invesque Inc.Director; Audit Committee memberFeb 2018–Apr 2024 Public company board experience; audit committee oversight

Fixed Compensation

Metric202220232024
Base Salary ($)$500,000 $500,000 $500,000
All Other Compensation ($)$7,644 $9,326 $10,725

Notes:

  • Employment Agreement dated July 14, 2021; at-will with no fixed term; eligible for discretionary annual cash bonus and long-term equity plans .
  • Tax deductibility: CNG may approve arrangements not fully deductible under IRC §162(m); 2023 say-on-pay support 71% with shareholder engagement in 2024 .

Performance Compensation

Component202220232024
Non-Equity Incentive Plan Compensation ($)$1,400,000 $1,600,000 $1,750,000
Stock Awards ($)$1,917,663 (PRSUs; grant-date fair value)
Option Awards ($)

Detailed structure and metrics:

  • Annual cash incentives: Determined by CNG with Executive Committee input; for non-EC NEOs (including Maultsby), payouts are discretionary and not tied to a disclosed target/threshold/maximum; company uses Adjusted EBITDA as the primary performance measure for executive pay linkage .
  • PRSUs:
    • 2021 PRSUs vest upon achieving Tiptree share-price milestones between $30 and $60 (adjusted for dividends) by Aug 4, 2031 .
    • 2024 PRSUs: 183,333 granted on Jan 1, 2024; vest upon achieving $70 average 30-day closing price (adjusted for dividends) by Jan 1, 2034 .
    • 66,667 PRSUs vested and were settled in shares on Oct 9, 2024 at $19.11, reflecting achievement of a price target tranche .
  • RSUs: No RSU grants disclosed for Maultsby in 2024; RSU vesting for NEOs did not occur in 2024, though PRSU vesting and share issuance did .

Performance compensation table (by instrument):

MetricWeightingTargetActualPayoutVesting
Annual Cash Incentive (Discretionary)Not disclosed Not disclosed Company FY2024 Adjusted EBITDA $153.98m $1,750,000 paid for 2024 Cash (paid Q1 2025)
PRSUs (2021 grant)Share-price$30–$60 price milestones (dividend-adjusted) Partial tranches achieved (e.g., shares issued Oct 9, 2024) 66,667 shares issued (10/9/2024 at $19.11) Market condition vesting; expires 8/4/2031
PRSUs (2024 grant)Share-price$70 price milestone (dividend-adjusted) Not achieved as of 12/31/2024 Grant-date fair value $1,917,663 Market condition vesting; expires 1/1/2034

Equity Ownership & Alignment

ItemDetail
Beneficial Ownership47,244 shares; <1% of outstanding
Unvested PRSUs583,333 unearned units (market/payout value $2,968,823 at $20.86)
RSUs OutstandingNone for Maultsby as of 12/31/2024
Stock OptionsNone disclosed for Maultsby
Insider Transactions, Exercises, VestingNo RSU vesting and no stock option exercises by NEOs in 2024; PRSU share issuance occurred (66,667 on 10/9/2024)
Hedging/Pledging PolicyHedging prohibited; pledging allowed for common stock up to 25% LTV in select cases (directors and certain employees), not including options/RSUs/rights
Ownership GuidelinesNot disclosed for executives in proxy; director program detailed but not executive ownership multiples

Implications:

  • Significant unvested PRSUs create strong price-alignment and potential future supply upon vesting; monitor achievement of $30–$60 and $70 milestones for unlocks .
  • Limited pledging permitted under policy; no individual pledging disclosure for Maultsby—assess Form 4s for any pledged transactions when available .

Employment Terms

ProvisionTerms
AgreementExecutive Employment Agreement dated July 14, 2021
TermNo definite term; at-will; Board may terminate at any time
Base Salary$500,000 (2024)
Bonus EligibilityDiscretionary annual cash bonus; CNG determines amounts
LTI EligibilityEligible for stock options, RSUs, PRSUs under plans
Severance (without cause, death/disability, or good reason)One times base salary plus prior year’s annual bonus; plus immediate vesting of time-based condition on equity; performance-based awards remain outstanding and eligible based on performance; COBRA premium coverage above active rate up to 18 months; earned but unpaid prior-year bonus paid in cash
Illustrative Severance as of 12/31/2024$2,250,000 total (base + incentive compensation for 2024 services)
Change-of-ControlNo separate severance; RSUs accelerate; stock option time-vesting waived; PRSUs vest only for milestones satisfied at/after the CoC transaction; others forfeited unless assumed
Restrictive CovenantsNon-compete, non-solicit, non-disparagement, confidentiality during employment and for specified period post-termination (duration not disclosed)
ClawbackCompany-wide incentive compensation clawback adopted Oct 1, 2023 (restatements; recovery regardless of fault)
Tax Gross-upsNo 280G/409A tax gross-ups in executive employment agreements

Board Governance

  • Board Service: Class I director since Nov 2021; term expires at 2026 annual meeting .
  • Independence: As an executive officer/director, Maultsby is non-independent; Board maintains majority independence (4 of 7) and has a Lead Independent Director (Lesley Goldwasser) given a non-independent Chair .
  • Committees: Audit and CNG Committees comprise independent directors; no committee roles disclosed for Maultsby .
  • Attendance: All directors attended ≥75% of Board and committee meetings in 2024 (Board: 5 meetings; Audit: 5; CNG: 5) .
  • Director Compensation: Executive directors (Barnes, Ilany, Maultsby) receive no incremental board pay; non-employee directors received $112,500 cash + $112,500 stock retainer in 2024 with chair/lead retainers; cash retainer increased to $137,500 starting 1/1/2025 .

Dual-role implications:

  • As President and director, Maultsby participates in management while serving on the Board; compensation decisions and governance are overseen by independent CNG Committee and Lead Director framework to address independence concerns .

Director Compensation (Non-Employee Program Overview)

Element2024 Program2025 Update
Annual Cash Retainer$112,500; paid quarterly Increased to $137,500 effective 1/1/2025
Annual Stock (immediately vested)$112,500; election up to $150,000 stock possible; ≥50,000-share holders may elect more in cash Unchanged
Chair/Lead PremiumsLead Director +$25k; Audit Chair +$20k; CNG Chair +$15k Unchanged

Compensation Structure Analysis

  • Pay-mix shift: For non-EC NEOs (incl. Maultsby), 2024 comp was 83% variable vs 17% fixed, consistent with pay-for-performance design; 2024 total NEO compensation rose to ~$25m, driven largely by PRSU grants with a $70 price target .
  • Instrument mix: Emphasis on PRSUs (market-condition), aligning value with long-term share appreciation and dividend-adjusted price targets .
  • Benchmarking: CNG engaged Compensation Advisory Partners (CAP) in 2024; no formal benchmarking used, but market practices reviewed; independence affirmed .
  • Shareholder feedback: 2023 say-on-pay at 71% support; management engaged investors; CNG considered feedback in 2024 decisions .
  • Controls: Clawback policy, hedging prohibition, no option repricing, no tax gross-ups; CNG retains negative discretion .

Say-On-Pay & Shareholder Feedback

YearSay-on-Pay ApprovalNotes
202371% of votes cast approved Management met several large shareholders in 2024; feedback conveyed to CNG

Equity Awards & Vesting Schedules

Award TypeGrant DateQuantityVesting ConditionExpiration
PRSUs (2024 grant)Jan 1, 2024183,333 $70 30-day avg price, dividend-adjusted; continued employment Jan 1, 2034
PRSUs (2021 grant)Aug 4, 2021Part of 583,333 unearned as of 12/31/2024 Share-price milestones $30–$60, dividend-adjusted; continued employment Aug 4, 2031
PRSUs (tranche vested)Oct 9, 202466,667 shares issued at $19.11 Price milestone achieved N/A

Company Performance Benchmarks (Context for Incentives)

Metric2021202220232024
Total Shareholder Return (Index of $100)279.68 101.39 138.79 112.74
Adjusted EBITDA ($000s)100,776 81,124 112,379 153,983
Revenues ($000s)1,649,031 2,042,854
Net Income to Common ($000s)38,132 (8,274) 13,951 53,367

Risk Indicators & Red Flags

  • Hedging prohibited; limited pledging permitted up to 25% LTV for common shares in select cases (directors/executives) .
  • No tax gross-ups in exec agreements; no option repricing; clawback policy in effect since Oct 1, 2023 .
  • Governance: Non-independent Chair offset by Lead Independent Director; committees composed of independent directors; all directors met attendance thresholds .
  • Change-of-control: No severance multiples; PRSU treatment requires milestone satisfaction at CoC; potential forfeiture risk for unsatisfied tranches .

Compensation Committee Analysis

  • Members: Dominique Mielle (Chair), Paul M. Friedman, Lesley Goldwasser, Bradley E. Smith; all independent .
  • Consultant: CAP engaged; independence evaluated; no conflicts .
  • Responsibilities include executive compensation oversight, incentive plan administration, governance guidelines, director compensation, Board evaluation process .

Investment Implications

  • High market-condition leverage: 583,333 unearned PRSUs tie Maultsby’s upside to sustained share price appreciation ($30–$60; $70 targets), aligning incentives but creating potential future supply on vest; monitor milestone progress and dividend adjustments .
  • Cash incentive discretion: Annual cash payouts are discretionary and linked to company Adjusted EBITDA and individual performance; 2024 payout of $1.75m reflects strong operational outcomes (Adjusted EBITDA +37% YoY) .
  • Retention risk moderate: Severance of ~$2.25m at YE2024 and continued eligibility for performance-based vesting reduce departure risk; however, lack of CoC severance and milestone-dependent PRSU vesting maintain performance alignment .
  • Governance mitigants: Dual role (President + Director) offset by independent CNG and Lead Director structure and robust policies (clawback, hedging ban, no repricing/gross-ups) .
  • Trading signals: Watch for PRSU vesting events and resulting share issuances (e.g., 66,667 issued in Oct 2024), which may influence near-term float and selling pressure; review insider filings around vest dates for dispositions .