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SIMON by Vimly

#18 of 21 in Benefits Enrollment Software

SIMON by Vimly: A broad benefits platform for brokers managing enrollment, quoting, billing, and eligibility. Ranked #18 of 21 in Benefits Enrollment Software by our editors (7.4/10); pricing: Pricing on request; best for brokers needing enrollment, quoting, and billing tools.

7.4/10Editor score
SIMON by Vimly7.4 Visit Vimly

At a glance

  • Editor score
    7.4 / 10
  • Pricing
    Pricing on request
  • Best for
    Brokers needing enrollment, quoting, and billing tools
  • Enrollment events
    Open enrollment
  • Founded
    1993 · Seattle, Washington, USA
  • Facts checked
    20 Sep 2026
SIMON by Vimly screenshot
  • Where it wins

    • Combines enrollment, eligibility, quoting, billing, and payments
    • Connects with carrier, TPA, broker, API, and EDI systems
    • Includes self-service portals, reporting, permissions, and MFA
  • Where it doesn't

    • Pricing requires a sales conversation
    • Mobile access is browser-based
    • Payroll and HRIS connectivity is less complete

Our verdict on SIMON by Vimly

SIMON by Vimly is a web and API benefits administration platform for complex multi-employer programs. It is designed for MEWAs, association health plans, trusts, health plans, brokers, and third-party administrators. The product brings benefits enrollment, eligibility automation, open enrollment management, multi-carrier quoting, plan bundling, billing, payments, portals, reporting, and data exchange into one system. Its scope makes it a fit for organizations coordinating benefits across multiple employers, carriers, and administrative stakeholders.

The platform’s strongest angle is breadth across the benefits lifecycle. Brokers and administrators can manage open enrollment, automate eligibility, compare multi-carrier plans, collect premiums, and produce reporting across enrollment, billing, and payments. Member and employee self-service portals support paperless enrollment, while configurable workflows and consolidated invoicing address multi-employer administration. API and EDI connectivity extends the system into carrier, TPA, and broker environments, although payroll and HRIS connectivity is less complete in the published positioning.

SIMON also emphasizes administrative controls and access management. Role-based permissions and multi-factor authentication support differentiated access for participating users, while API and EDI options provide paths for structured data exchange. Vimly offers the platform through a demo-led sales process, so it suits buyers prepared to discuss requirements directly rather than shoppers seeking a self-serve purchase. Choose SIMON when multi-carrier administration, billing, portals, and complex employer arrangements matter most. An organization prioritizing native payroll or HRIS connectivity, or mobile-specific access beyond a browser, should compare alternatives before selecting it.

Your product? Our editors can test SIMON by Vimly in depth and publish a review, labelled as paid · from $149/mo →

SIMON by Vimly pricing

Plans Pricing on request No free plan — trial or paid only. Prices checked 20 Sep 2026.
See plans on vimly.com

SIMON by Vimly fact sheet

Free planNot verified
Paid fromNot verified
Enrollment eventsOpen enrollment
Decision supportNot verified
Dependent enrollmentNot verified
Mobile accessBrowser
HRIS synchronizationNot verified
Payroll synchronizationNot verified
Employee limitNot verified
DeploymentCloud
PlatformsWeb
Compliance & securityHIPAA, 2FA
SupportPhone
Built forSmall business, Mid-market, Enterprise (editorial estimate)
Integrations5 integrations: API, EDI, carrier systems, TPA systems, broker systems
PricingPricing on request
Websitevimly.com
Facts checked20 Sep 2026

SIMON by Vimly integrations

SIMON by Vimly lists 5 integrations on its own site.

  • API
  • EDI
  • carrier systems
  • TPA systems
  • broker systems

Alternatives to SIMON by Vimly

See all SIMON by Vimly alternatives →

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Featured on iTechGuides

Featured on iTechGuides — SIMON by Vimly 7.4/10

SIMON by Vimly is listed in our Benefits Enrollment Software directory. Add the badge to your site — it links back to this page.

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Reviewed by iTechGuides Editors · Editorial team · Updated Oct 2026

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