Form 5500 · Employee benefit plan · NEW YORK, NY
SQUARESPACE, INC.
SQUARESPACE, INC. of NEW YORK, NY spreads its employee benefits across 6 insurance carriers, according to its Form 5500 Schedule A. Its broker of record is MERCER HEALTH AND BENEFITS, LLC. Coverage is written through CIGNA HEALTH AND LIFE INSURANCE COMPANY AND AFFILIATES and 5 other carriers. The plan's most recent policy period ended in December.
Sourced from U.S. DOL EFAST2 Form 5500 · EIN 20-0375811 · plan 501 · as of Aug 2026
Plan brief
Schedule A lists 8 insured contracts covering health, dental, vision, life and disability; the largest, with CIGNA HEALTH AND LIFE INSURANCE COMPANY AND AFFILIATES, covers 1,301 people.
Reported premium across the insured contracts is $26,847,359, with $143,811 in disclosed broker commissions — about 0.5% of premium.
The most recent policy period ended in December, and the plan year ends December 31. Group contracts typically renew on that annual cycle.
MERCER HEALTH AND BENEFITS, LLC is the broker of record on 5 of the 8 contracts; the rest name a different broker or none.
6 carriers appear on the filing — CIGNA HEALTH AND LIFE INSURANCE COMPANY AND AFFILIATES, BLUE CROSS AND BLUE SHIELD OF ILLINOIS, FIRST UNUM LIFE INSURANCE COMPANY and HAWAII MEDICAL SERVICE ASSOCIATION among them — with CIGNA HEALTH AND LIFE INSURANCE COMPANY AND AFFILIATES writing the largest contract by premium.
Schedule A insurance contracts
| Carrier | Benefits | Covered | Renews | Premium | Commission |
|---|---|---|---|---|---|
| BLUE CROSS AND BLUE SHIELD OF ILLINOIS | Health | 350 | December | $2,115,232 | $90,876 |
| FIRST UNUM LIFE INSURANCE COMPANY | Life, Disability | 1,340 | December | $783,262 | $39,163 |
| FIRST UNUM LIFE INSURANCE COMPANY | Life | 268 | December | $90,390 | $13,559 |
| CIGNA HEALTH AND LIFE INSURANCE COMPANY AND AFFILIATES | Health, Dental | 1,301 | December | $23,301,482 | $166 |
| FIDELITY SECURITY LIFE INSURANCE COMPANY OF NEW YORK | Vision | 2,332 | December | $131,024 | $47 |
| UNUM LIFE INSURANCE COMPANY OF AMERICA | Life, Disability | 212 | December | $56,022 | $0 |
| HAWAII MEDICAL SERVICE ASSOCIATION | Health | 7 | June | $65,348 | $0 |
| HAWAII MEDICAL SERVICE ASSOCIATION | Health | 46 | June | $304,599 | $0 |
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