BeIndependentlyHealthy.
Lolly offers quality, affordable health plans for independent workers — available 365 days a year.

Honest plans for people who work their asses off.
We’ve been there and we know the struggle.
Getting covered made childishly simple.
Lolly was built by people who’ve hustled for every paycheck — just like you.
We’re made for freelancers, gig workers, and independents who want real coverage without the red tape. Forget the marketplace maze — our private plans are ACA-compliant, affordable, and available any day of the year.
We’re not a “faith-based” loophole, a discount, or minimal coverage plan dressed up as insurance. We offer real coverage from trusted carriers, instant quotes, and a process so simple even your past self would thank you. With Alia, your plain-talking AI guide, you’ll actually understand what you’re signing up for.
Because health insurance shouldn’t feel like a fight — and with Lolly, it finally doesn’t.



Health plans starting at $400 a month.
Health plans starting
at $400 a month.

Dental plans starting at $28 a month.
Dental plans starting
at $28 a month.

Vision plans starting at $20 a month.
Vision plans starting
at $20 a month.

Accident plans starting at $28 a month.
Accident plans starting
at $28 a month.

Critical Illness plans starting at $28 a month.
Critical Illness plans
starting at $28 a month.

Hospital Indemnity plans starting at $28 a month.
Hospital Indemnity plans
starting at $28 a month.
Big-name coverage, freelancer-friendly prices.
You shouldn’t have to choose between great coverage and rent money.
That’s why Lolly works with Cigna, Equitable, and Guardian — names that actually mean something. Big networks, fair prices, and the freedom to see whoever you well please without asking permission.
We make it easy to get what you need and skip the fluff.
How it all works.


Tell us who you are.
We’ll skip the boring stuff —
just the basics, promise.


Answer a few health Qs.
Fast, private, and totally judgment-free.


See your quote
and pick a plan (or two).
See your options, compare, and choose
what fits your hustle.


Wrap it up.
A few clicks, zero messy paperwork,
and not a fax in sight.


Get Covered.
Congrats — you just did in minutes
what usually took weeks.

It just takes a few minutes

© Lolly Tech, Inc. 2026. All right reserved.
This website is operated by Lolly Tech, Inc. and is not the Health Insurance Company or Health Insurance Marketplace® website. In offering this website, Lolly, as a Division of Lolly Tech, Inc., is required to comply with all applicable federal law, including the standards established under 45 CFR §§155.220(c) and (d) and standards established under 45 CFR §155.260 to protect the privacy and security of personally identifiable information.







