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Neil Rifkind

Vice President, General Counsel and Secretary at TIPTREE
Executive

About Neil Rifkind

Neil C. Rifkind (age 58) serves as Vice President, General Counsel and Secretary of Tiptree Inc., a role he has held since July 2013; prior roles include Special Counsel and associate positions at Schulte Roth & Zabel LLP and Fried, Frank, Harris, Shriver & Jacobson LLP. He holds a J.D. from Boston University School of Law, an M.A. in Philosophy from the University of Toronto, and an A.B. in Philosophy from the University of Chicago . Company performance under the current leadership framework shows 2024 total revenues of $2,042.9 million (+23.9% YoY), net income attributable to common stockholders of $53.4 million, diluted EPS of $1.30, ROAE of 12.2%, Adjusted net income of $100.1 million and Adjusted ROAE of 22.9% . Long-term TSR at Tiptree (stock price growth plus dividends reinvested) was 12.6% over 1 year, 16.4% over 3 years, and 22.6% over 5 years as of December 31, 2024 .

Past Roles

OrganizationRoleYearsStrategic Impact
Tiptree Inc.VP, General Counsel & Secretary2013–present Oversees legal, corporate governance, and disclosure; supports M&A and securities law execution
Schulte Roth & Zabel LLPSpecial Counsel (M&A, securities law)2011–2013 Advised on complex transactions and securities compliance
Schulte Roth & Zabel LLPAssociate2006–2010 Associate experience in transactional and regulatory matters
Fried, Frank, Harris, Shriver & Jacobson LLPAssociate1998–2006 Associate in corporate practice; foundational M&A and governance skillset

External Roles

No public company directorships or external board roles are disclosed for Mr. Rifkind in the proxy biography .

Fixed Compensation

Metric202220232024
Base Salary ($)$450,000 $500,000 $500,000
All Other Compensation ($)$7,644 $71,618 $100,679
Notes (Other Comp breakdown)MERP premium $7,644 MERP $9,326; travel $33,426; tax reimbursement $28,866 MERP $10,725; travel $48,269; tax reimbursement $41,685
  • Effective program context: 2024 base salaries for NEOs include Mr. Rifkind at $500,000 .
  • Tax reimbursements on certain perquisites (travel/IT) are provided, while 280G/409A tax gross-ups are not part of executive employment agreements .

Performance Compensation

ElementMetricWeightingTargetActualPayout/GrantVesting Terms
Annual Cash IncentiveAdjusted EBITDA vs prior year50% (other NEOs) Not numerically disclosed2024 Adjusted EBITDA $153,983k $880,000 cash Cash (paid Q1’25)
Annual Cash IncentiveIndividual performance (qualitative)50% (other NEOs) N/AN/AIncluded in $880,000 cash N/A
Matching RSUs (bonus component)Equity match20% of Mr. Rifkind’s bonus in RSUs N/AN/APar Value $440,000 for 2024 perf (granted 2/25/2025) Cliff vest 3 years; deliver 2 shares per RSU
2024 Equity GrantRSUs (grant 2/27/2024)N/AN/AN/A23,792 RSUs; grant date FV $422,308 Cliff vest 2/20/2027
  • Program design: Executive cash incentive pool is based on Adjusted EBITDA; for other NEOs (including Mr. Rifkind), awards are 50% company performance, 50% qualitative, with Mr. Rifkind’s pool allocated 80% cash / 20% matching RSUs that vest after three years and deliver two shares per RSU .
  • Clawback: Incentive compensation is subject to Tiptree’s Dodd-Frank compliant clawback policy effective Oct 1, 2023 .

Multi-Year Compensation (SEC Summary Compensation Table View)

Metric202220232024
Salary ($)$450,000 $500,000 $500,000
Stock Awards ($)$351,228 $378,489 $422,308
Non-Equity Incentive ($)$720,000 $800,000 $880,000
All Other Compensation ($)$7,644 $71,618 $100,679
Total ($)$1,528,872 $1,750,107 $1,902,987

Notes:

  • Equity awards shown in the Summary Compensation Table are granted for services in the prior year (timing and valuation per FASB ASC 718 and Monte Carlo for PRSUs) .

Equity Ownership & Alignment

CategoryDetails
Beneficial Ownership34,331 shares; <1% of outstanding
Unvested RSUs at 12/31/202473,206 RSUs (26,750 grant 2/17/2022; 22,664 grant 2/22/2023; 23,792 grant 2/27/2024)
OptionsNone disclosed for Mr. Rifkind
Upcoming Vests26,750 RSUs vested 2/20/2025; 22,664 RSUs vest 2/20/2026; 23,792 RSUs vest 2/20/2027
Additional Grant22,246 RSUs granted 2/25/2025; cliff vest 2/28/2028
Hedging/Pledging PolicyHedging prohibited; pledging generally prohibited except limited pledging allowed up to 25% of pledged stock value in select cases
  • Ownership guidelines: No executive stock ownership guideline disclosures found; directors have flexibility to take retainers in stock, but no explicit executive ownership multiple is disclosed .

Vesting Schedules and Potential Selling Pressure

Grant DateAward TypeShares/UnitsVesting DateSpecial Terms
2/17/2022RSUs26,750 2/20/2025 Time-based cliff vest
2/22/2023RSUs22,664 2/20/2026 Time-based cliff vest
2/27/2024Matching RSUs23,792 2/20/2027 Deliver 2 shares per RSU; time-based vest
2/25/2025RSUs22,246 2/28/2028 Time-based cliff vest
  • Observation: Cliff vesting cadence in 2026–2028 may introduce incremental supply from vesting events; company policy prohibits hedging and generally pledging, limiting adverse alignment signals .

Employment Terms

ProvisionTerms
Employment AgreementDated Feb 1, 2018; compensation includes base salary and discretionary bonus; eligible for equity plans
Non-Compete/Non-SolicitEmployment agreements include non-compete, non-solicitation, non-disparagement and confidentiality provisions during employment and post-termination for specified periods
Severance (No Cause/Good Reason/Death/Disability)Lump sum equal to one times base salary plus prior year bonus; earned but unpaid bonus for prior performance year; time-based vesting accelerated or continued per terms; COBRA cost differential up to 18 months; performance-based awards remain outstanding subject to performance
Specific Severance (as of 12/31/2024)$1,820,000 total if terminated without cause/for good reason/death/disability
Change-of-ControlRSUs become fully vested upon change of control; options time-vesting waived (not applicable to Mr. Rifkind as no options)

Compensation Structure Analysis

  • Year-over-year mix: Salary rose from $450k (2022) to $500k (2023–2024); cash incentive increased from $720k (2022) to $880k (2024); stock awards increased from $351k (2022) to $422k (2024), indicating rising variable pay aligned to performance and retention .
  • Shift to RSUs/matching: Mr. Rifkind’s bonus pool is 80% cash and 20% matching RSUs with enhanced leverage (2 shares per RSU), reinforcing long-term equity alignment and retention via three-year cliffs .
  • Clawback and risk: Company adopted SEC-compliant clawback policy effective Oct 1, 2023; hedging prohibited; limited pledging permitted under strict cap, reducing misalignment risk .
  • Perquisite tax reimbursements: Presence of tax reimbursements on travel (and IT for other NEOs) suggests some shareholder-unfriendly elements, though golden parachute tax gross-ups are not in employment agreements .

Say-On-Pay, Peer and Governance Inputs

  • Say-on-Pay: 71% support at the 2023 Annual Meeting; management engaged with investors and conveyed feedback to the CNG Committee for 2024 decisions .
  • Peer/Index references: For performance graph, S&P Select Sector Financial Services Index used; CNG engaged Compensation Advisory Partners (CAP) in 2024 and reviewed market practices but does not benchmark compensation mechanically .
  • Compensation Committee: Independent directors (Chair: Dominique Mielle); responsibilities include executive compensation oversight and program design; independent consultant retained; hedging/pledging restrictions codified in Insider Trading Policy .

Equity Compensation Plan Context

PlanOutstanding Options (exercisable)Wtd. Avg. Exercise PriceRemaining Shares Available
2017 Equity Plan1,583,873 $6.51 756,984
  • Note: Mr. Rifkind holds RSUs and no options; RSUs accelerate on change of control .

Investment Implications

  • Alignment and retention: The 80% cash/20% matching RSU bonus structure with three-year cliffs and 2x share delivery strengthens retention and equity alignment; upcoming vesting in 2026–2028 could create mechanical selling pressure around vest dates absent 10b5-1 plans .
  • Pay-for-performance linkage: Annual awards for Mr. Rifkind are tied 50% to Adjusted EBITDA trajectory and 50% to qualitative performance, consistent with company value creation (2024 Adjusted EBITDA $153,983k) and rising cash/stock payouts alongside improved results .
  • Governance risk flags: Hedging prohibited and pledging tightly constrained, lowering misalignment risk; however, tax reimbursements on perquisites are non-ideal and merit monitoring in future CD&A disclosures .
  • Change-of-control economics: Full RSU acceleration on change of control and one-times cash severance terms for Mr. Rifkind limit outsized golden parachutes; clawback policy further mitigates downside from restatements .