Whoop Inc.
Updated Filing received by DOL
Whoop Inc., a wholesale trade employer in Boston, Massachusetts, reported 714 participants in its health and welfare plan for plan year 2024. Its Form 5500 shows $3.0M in insurance premiums across 4 contracts and $185,854 in broker commissions and fees, 3.9% of medical premium against a national median of 3.8% among plans that paid commissions in plan year 2024. The plan is a mix of insured and self-funded coverage. The Department of Labor received the filing on January 22, 2026, before the deadline.
Who was paid on Whoop Inc.'s plan
Schedule A, Part I lists each broker or agent paid on each insurance contract and the amount. Totals below add every contract Whoop Inc. filed for 2024.
| Broker or agent | Commissions | Fees | Total | Contracts |
|---|---|---|---|---|
| Hilb Group of New England, LLC · Cranston, RI | $36,180 | $149,674 | $185,854 | 4 |
Source: DOL Form 5500 Schedule A, Part I (broker commissions and fees), plan year 2024, as published in EBSA's 2024 "Latest" dataset. Part I names whoever the carrier paid, which can be a firm or an individual agent; both are public record. Amounts exclude pay from carriers not tied to a listed contract.
Insurance contracts and carriers
Every insurance contract reported on Schedule A: carrier, what it covers, people covered at year end, earned premium, and broker compensation.
| Carrier · coverage | Covered | Premium | Broker pay | Rate |
|---|---|---|---|---|
| Cigna Health and Life Insurance Companyhealth, vision | 621 | $2.7M | $104,851 | 3.8% |
| Blue Cross Blue Shield of Massachusettsdental | 807 | $319,551 | $8,679 | 2.7% |
| Principal Life Insurance Companylife, short-term disability, long-term disability | 716 | — | $70,349 | — |
| Vision Service Planvision | 432 | — | $1,975 | — |
Source: DOL Form 5500 Schedule A, plan year 2024. Self-funded medical coverage has no premium; amounts shown for it are stop-loss or administrative contracts.
How Whoop Inc. compares
Medians across employers for plan year 2024, the most recent complete year. Commission rates use fully insured medical contracts only; dollar medians use every employer that disclosed broker pay.
Premium per covered person on medical contracts: $4,387 a year (national median $7,274).
Source: BenefitsLedger benchmarks from 58,547 employer health plans with 100 or more participants, plan year 2024. Methodology.
Year over year
| 2023 | 2024 | Change | |
|---|---|---|---|
| Participants | 671 | 714 | +6.4% |
| Premiums filed | $3,897,509 | $3,043,599 | −21.9% |
| Broker commissions + fees | $131,531 | $185,854 | +41.3% |
| Commission rate | 2.9% | 3.9% | +1.0 pts |
Source: DOL Form 5500 filings for plan years 2023 and 2024.
Filings and timeliness
Plans this employer filed under its EIN with a health benefit code. Large plans are due seven months after the plan year ends, or two and a half months later with an extension; amended filings carry the amendment date, so no timing is asserted for them.
| Plan | Plan year end | Received by DOL | Timing | Participants |
|---|---|---|---|---|
| Whoop Inc. Employee Benefits Plan#501 · insurance, general assets | June 30, 2025 | January 22, 2026 | before deadline | 714 |
Source: DOL Form 5500 Part I and signature dates; "late" means received after the extended deadline (the 15th day of the tenth month after plan year end). What a late Form 5500 costs.
How much did Whoop Inc. pay in health insurance broker commissions in 2024?
Whoop Inc.'s 2024 Form 5500 reports $185,854 in broker commissions and fees across 4 insurance contracts ($36,180 in commissions, $149,674 in fees), with Hilb Group of New England, LLC receiving the largest share.
Is Whoop Inc.'s health plan self-funded or fully insured?
The 2024 filing indicates the plan is a mix of insured and self-funded coverage. Medical coverage is written by Cigna Health and Life Insurance Company.
How does Whoop Inc.'s broker compensation compare with similar employers?
Whoop Inc. paid 3.9% of medical premium in commissions and fees. The median for employers with 500-999 participants is 2.7%, and the median in Massachusetts is 2.5%. Percentages are computed only on fully insured medical contracts with filed premiums.
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Record built October 24, 2026 from U.S. Department of Labor, EBSA Form 5500 datasets (2025, 2024, 2023 plan years, 'Latest' files). Filings can run 7 to 10 months behind the plan year; always confirm against current plan documents. BenefitsLedger is not affiliated with the U.S. Department of Labor. Open the DOL filing search.