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Health benefits for 1099 contractors and part-time staff in New York

Group insurance can't cover your 1099 contractors and usually excludes anyone under 30 hours a week. A doctor membership has no eligibility rules: you can sponsor it for anyone you want, full-time, part-time or contract, at $135 a month per person on Long Island. For a business that runs on contractors, this is often the only way to offer a health benefit at all, and it's the kind of thing that keeps a good crew coming back.

Who you can cover

Group health planUpsurance membership
Full-time W-2YesYes
Part-time under 30 hrsUsually excludedYes
1099 contractorsNot allowedYes
Seasonal workersRarelyYes, month to month
Owner / familyDepends on entityYes

How it works

1You set a budget

Pick a max per employee for a doctor and a dentist. The page shows which local practices fit.

2Each employee picks

They choose their own doctor and dentist from that list. No network cards, no claims.

3One invoice a month

Itemized per person. You pay what each person actually picked. Start or stop any month.

Set a budget and see your team's options →
Or call (516) 927-2771 for free guidance. A real person, no sales pitch.

Common questions

Does sponsoring a membership make a contractor an employee?

Paying for a benefit is one factor among many in worker classification, and it's your accountant's or attorney's call, not ours. Plenty of businesses sponsor memberships for contractors; we'd suggest documenting it as a vendor payment rather than a wage.

Can I cover seasonal workers just for the season?

Yes. Doctor memberships are month to month. Add them in May, remove them in October.

Can contractors pay for it themselves at the same price?

Individuals can sign up on upsurance.co at retail prices, which are close to the employer price. You could also pay part and have them cover the rest.

What about their families?

You can choose to cover children through the pediatric option. Spouses can join as individuals.

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