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Derrick Duke

Derrick Duke

Chief Executive Officer at eHealtheHealth
CEO
Executive
Board

About Derrick Duke

Derrick Duke is Chief Executive Officer and Director of eHealth, Inc., appointed CEO effective September 18, 2025 and joined the Board the same day; he began employment on August 4, 2025 and is age 58 . He brings over 30 years of leadership in managed care and insurance, including CEO, COO/CFO, and Chief Risk Officer roles at Magellan Health, and senior roles at HealthMarkets and National Health Insurance; he holds a BBA in Finance (Hardin-Simmons University) and an MBA (University of Texas at Arlington) . Current company performance markers under his leadership include raised FY2025 guidance to GAAP net income $9–$30M and adjusted EBITDA $60–$80M, with total revenue $525–$565M and operating cash flow range -$25M to +$10M, reflecting Q3 execution and AEP dynamics .

Past Roles

OrganizationRoleYearsStrategic Impact
Magellan HealthChief Executive Officer2022–2025Led strategic growth and operational execution; streamlined operations through transition period .
Magellan HealthChief Operating Officer & Chief Financial OfficerJan–May 2022Led finance organization and business transformation; oversight of behavioral health clinical services .
Magellan HealthChief Risk Officer2020–Jan 2022Enterprise risk leadership in managed care context .
HealthMarketsChief Financial Officer & Chief Operating Officer2015–2019Directed finance, actuarial, IT, underwriting, compliance, customer service; helped lead the company through its acquisition by UnitedHealth Group in 2019 .
National Health Insurance (now part of Allstate Insurance)EVP & Chief Investment OfficerEarlier careerInvestment strategy and insurer financial management experience .

External Roles

No current public-company board roles disclosed beyond eHealth; prior executive leadership at Magellan Health (CEO, COO/CFO, CRO) and senior roles at HealthMarkets and National Health Insurance are detailed above .

Fixed Compensation

ComponentFY 2025Notes
Base Salary$700,000 As per CEO offer letter dated July 28, 2025.
Target Annual Bonus120% of base salary ($840,000 target) Discretionary under Employee Bonus Plan; paid based on corporate and individual performance.
Sign-on Bonus$600,000 (advance; subject to repayment if leave for cause/without good reason within 1 year) Repayment scale: 0–6 months 100%; 7–9 months 50%; 10–12 months 25%.

Performance Compensation

IncentiveMetricWeightingTargetActual/PayoutVesting/Performance Period
Annual Bonus (Program Design)Operating Cash Flow40% (2024 design) Thresholds set vs guidance; 2024 target set +$5M above top of guidance range Payout varies 0–200% of target; committee discretion Annual; cash bonus under executive bonus plan .
Annual Bonus (Program Design)Adjusted EBITDA20% (2024 design; shifted from 60% in 2023) Company-definedPayout varies; max 200% Annual .
Annual Bonus (Program Design)Total Revenue20% Company-definedPayout varies; max 200% Annual .
Annual Bonus (Program Design)FY operational priorities20% Company-definedPayout varies; max 200% Annual .
PSUs (2024 program reference)Adjusted EBITDA Margin (2-year)N/A7% threshold (50% payout), 8% target (100%), 10% maximum (200%) Not disclosed2-year performance (2024–2025) + 1-year service tail .
PSUs (Duke initial grant)Company’s 2025 PSU Program metricsN/ASpecified metrics over a 3-year performance period Not disclosed3-year performance; service-based vesting required .

Notes:

  • For 2025, the company states equity incentive program shifts from a 2-year to a 3-year performance period; annual bonus continues to reflect Operating Cash Flow, Total Revenue, adjusted EBITDA and FY priorities .

Equity Ownership & Alignment

ItemDetail
Initial RSU Award300,000 RSUs; vest in three equal annual installments from the Vesting Commencement Date (10th day of month of Start Date, e.g., Aug 10, 2025) .
Initial PSU Award300,000 PSUs at target; eligible to vest per 2025 PSU Program over 3-year performance period; service-based vesting applies .
Stock Ownership Guidelines (Executives)CEO must hold shares valued at 6× base salary within 5 years of becoming CEO; others 3× salary; retention of 75% of net shares until guideline met .
Hedging/PledgingHedging and pledging prohibited under Insider Trading Policy; quarterly blackout restrictions apply .
Trading WindowsSubject to quarterly trading blackout periods under Insider Trading Policy .

Vesting cadence considerations:

  • Expected RSU vest dates around each anniversary of Aug 10, 2026/2027/2028, subject to grant date policy and continued service; trading restricted during blackout windows .

Employment Terms

ProvisionBase Case (Qualifying Termination)Change-in-Control (within 1 year)Death/Disability
Severance Cash24 months base salary; plus any earned but unpaid prior-year bonus; pro-rated target annual bonus for year of termination; if termination date is July 1 or later and performance > target, remainder of target bonus also payable .24 months base salary; 200% of then-current target annual bonus; plus any earned but unpaid prior-year bonus .Pro-rated target bonus for year (based on actual achievement) and any earned but unpaid prior-year bonus .
COBRA BenefitsCompany-paid health/dental/vision up to 18 months; taxable cash-in-lieu if needed for legal compliance .Same as base case .N/A beyond bonus provisions .
Equity Acceleration12 months additional vesting credit on Initial RSU Award; for resignation with Good Reason, 12 months on all outstanding time-based awards; PSUs with achieved performance metrics vest (time-based tail waived); unmet performance goals cancel .Full vesting of outstanding time-based awards; PSUs with achieved performance metrics vest; unmet performance goals cancel .Not specified for equity; standard award agreements apply; bonuses per above .
At-will; Good Reason/CauseEmployment is at-will; Good Reason includes title reduction, material duty reduction, comp reduction ≥10%, relocation >35 miles, failure of successor to assume Agreement, and failure to nominate to Board pre-Change-in-Control (and post-Change-in-Control if Board exists) .
Clawback & RecoupmentSubject to company clawback policy and any future amendments or legal requirements ; committee authority to adopt/modify clawbacks .
280G Treatment“Best results” cutback—reduce payments to avoid excise tax if it maximizes after-tax value; reduction order: cash, then newest equity, then benefits .
IndemnificationStandard D&O indemnification agreement to fullest extent permitted by Delaware law .
Outside ActivitiesRestricts competing employment/activities during employment; disclosure and approval required for outside engagements .

Board Governance

  • Board service: Appointed as a Director effective September 18, 2025 alongside CEO appointment; succession planning intended to ensure continuity .
  • Leadership structure: Independent Chair (Beth A. Brooke, appointed June 2024); separation of Chair and CEO roles; independent directors hold executive sessions regularly .
  • Committees: Audit, Compensation, Nominating & Corporate Governance, Government & Regulatory Affairs, and Equity Incentive Committee; committees composed of independent directors, with chairs identified; CEO/director typically not serving on principal committees; committee duties and governance roles described .
  • Attendance: Board held 9 meetings in 2024; directors attended ≥75% of Board and committee meetings, with one noted exception after mid-year appointment; independent directors meet in executive session .

Dual-role implications:

  • As CEO and Director, independence concerns are mitigated by independent Chair and fully independent committee memberships (e.g., Compensation Committee sets CEO pay, oversees clawbacks, and succession planning) .

Director Compensation, Ownership Guidelines, and Say-on-Pay

  • Non-employee director program: Retainer and equity compensation described in proxy; not applicable to CEO as employee director .
  • Director ownership guidelines: Non-employee directors expected to hold shares valued at 5× annual Board retainer, with retention of 75% of net shares until guideline met .
  • Executive and director hedging/pledging prohibitions: Hedging and pledging prohibited under Insider Trading Policy; blackout periods enforced .
  • Say-on-Pay results: Advisory approval improved from ~76.4% in 2023 to ~82.5% in 2024; ongoing investor engagement with holders representing ~32% of outstanding common stock, plus engagement with preferred holder H.I.G., whose nominee serves on the Compensation Committee .

Compensation Peer Group (2024 framework used for program design)

Insurance PeersHealthcare PeersTechnology Peers
BRP Group (The Baldwin Insurance Group) Alignment Healthcare EverQuote
Clover Health Computer Programs and Systems (TruBridge) MediaAlpha
GoHealth Health Catalyst Priority Technology
Hippo Holdings MultiPlan (Claritev Corp.) Quotient Technology
Oscar Health NextGen Healthcare
SelectQuote Sharecare
Vericity Tabula Rasa HealthCare

FY 2025 Company Performance Guidance (context for pay-for-performance alignment)

MetricFY 2025 Guidance
Total Revenue ($M)$525–$565
GAAP Net Income ($M)$9–$30
Adjusted EBITDA ($M)$60–$80
Operating Cash Flow ($M)-$25 to +$10
Positive Net Adjustment Revenue ($M)$40–$43

Risk Indicators & Red Flags

  • Hedging/pledging: Prohibited; reduces misalignment risk; trading blackout periods enforced .
  • Golden parachute gross-ups: Not provided; 280G “best results” cutback reduces excise tax exposure and optics risk .
  • Clawbacks: Committee can adopt/amend clawback policy; offer subject to clawback—alignment tool in case of restatements/misconduct .
  • Related party transactions: 8-K states none involving Duke requiring Item 404(a) disclosure beyond his agreements; reduces conflict risk .
  • Governance strength: Independent Chair; committee independence; regular executive sessions; succession planning emphasized .

Equity Ownership & Vesting Schedules (Insider selling pressure considerations)

AwardGrant SizeVesting CadenceNotes
RSUs300,0001/3 annually from Vesting Commencement Date (e.g., Aug 10, 2026/2027/2028) Blackout windows apply; trading policy limits pledging/derivatives .
PSUs300,000 (target)3-year performance period; service vesting required Metric specifics under 2025 PSU Program; performance-based; potential post-performance service tail per program.

Investment Implications

  • High at-risk pay profile with substantial performance equity and bonus metrics linked to Operating Cash Flow, Total Revenue, and Adjusted EBITDA fosters pay-for-performance alignment; 3-year PSU horizon increases long-term focus .
  • Retention levers are strong: $600k sign-on bonus with repayment schedule and multi-year RSU/PSU vesting; severance features provide stability but avoid tax gross-ups and include 280G “best results” cutback, balancing retention and shareholder optics .
  • Trading signals: Annual RSU vesting around anniversary of Aug 10 could create settlement-driven activity, but insider blackout policy and ownership-retention requirements mitigate near-term selling pressure; CEO ownership guideline of 6× salary adds alignment over five years .
  • Governance mitigants: Independent Chair and independent committees oversee CEO compensation and succession planning, reducing dual-role risk as CEO/Director; ongoing investor engagement and prior Say-on-Pay approvals signal constructive shareholder dialogue .
  • Execution risk: 2025 guidance uplift is positive; delivery through AEP and across OCF/EBITDA targets will be important, as bonus and PSU outcomes are tied to these performance measures; management commentary underscores focus on branded acquisition economics and retention improvements .