Insights

Captive Advantage Roundstone's group medical captive enables self-funded health benefits for small and midsize employers by pooling risk, delivering control, transparency, and savings that are returned to the employer. In-house underwriters for stop-loss pricing differentiate the offering from outsourced captives, creating a compelling ROI narrative for HR leaders seeking cost certainty.

Tech-Driven Leadership Recent executive hires signal heavy investment in technology and marketing execution: a Chief Information Officer and Chief Marketing Officer joined in 2024, with a Chief Financial Officer added in 2023. This suggests a mature go-to-market platform and scalable data capabilities to support HR platforms, benefits administration, and analytics.

Industry Thought Leadership Active engagement in Medical Captive Forums and related events (including a tenth annual forum) positions Roundstone as a leader in captive-based health benefits. Leverage events for lead generation, webinars, and co-authored content to reach SMBs evaluating self-funded options.

SMB Market Focus Targeted at small to midsize organizations with 51-200 employees, Roundstone focuses on cost-effective, self-funded health solutions. Tailor outreach by industry (professional services, manufacturing, tech, etc.) and provide clear ROI demonstrations to convert decision-makers.

Competitive Positioning In-house underwriting for stop-loss and a commitment to employer-aligned savings differentiate Roundstone from large outsourced captives. Emphasize control, transparency, and savings returns when engaging HR leads, with ROI case studies and pilot opportunities.

Roundstone Tech Stack

Roundstone uses 8 technology products and services including Linkedin Insight Tag, Cufon, jQuery, and more. Explore Roundstone's tech stack below.

  • Linkedin Insight Tag
    Analytics
  • Cufon
    Font Scripts
  • jQuery
    Javascript Libraries
  • reCAPTCHA
    Security
  • Cloudflare Bot Management
    Security
  • Essential Addons for Elementor
    Web Platform Extensions
  • Gravity Forms
    Web Platform Extensions
  • Facebook
    Widgets

Media & News

Roundstone's Email Address Formats

Roundstone uses at least 1 format(s):
Roundstone Email FormatsExamplePercentage
FLast@roundstoneinsurance.comJDoe@roundstoneinsurance.com
92%
Last@roundstoneinsurance.comDoe@roundstoneinsurance.com
4%
Last.First@roundstoneinsurance.comDoe.John@roundstoneinsurance.com
3%
LastFir@roundstoneinsurance.comDoeJoh@roundstoneinsurance.com
1%

Frequently Asked Questions

Where is Roundstone's headquarters located?

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Roundstone's main headquarters is located at 19621 Lake Road Rocky River, Ohio 44116 United States. The company has employees across 2 continents, including North AmericaEurope.

What is Roundstone's phone number?

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You can contact Roundstone's main corporate office by phone at . For more prospecting data, LeadIQ has access to up-to-date and accurate contact information within our platform. Find, capture, and sync contact data to your CRM and sales tools in one click.

What is Roundstone's official website and social media links?

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Roundstone's official website is roundstoneinsurance.com and has social profiles on LinkedIn.

What is Roundstone's NAICS code?

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Roundstone's NAICS code is 524 - Insurance Carriers and Related Activities.

How many employees does Roundstone have currently?

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As of June 2026, Roundstone has approximately 170 employees across 2 continents, including North AmericaEurope. Key team members include Vice President Sales: G. P.Owner, Dog Trainer: C. G. M.Owner: I. K.. Explore Roundstone's employee directory with LeadIQ.

What industry does Roundstone belong to?

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Roundstone operates in the Insurance industry.

What technology does Roundstone use?

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Roundstone's tech stack includes Linkedin Insight TagCufonjQueryreCAPTCHACloudflare Bot ManagementEssential Addons for ElementorGravity FormsFacebook.

What is Roundstone's email format?

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Roundstone's email format typically follows the pattern of FLast@roundstoneinsurance.com. Find more Roundstone email formats with LeadIQ.

When was Roundstone founded?

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Roundstone was founded in 2003.

Roundstone

InsuranceOhio, United States51-200 Employees

Roundstone is an innovative employee health benefits company. We help small and midsize organizations offer competitive benefits at a lower cost by self-funding their health insurance through our group medical captive.

The Roundstone Captive enables companies to self-insure safely by pooling hundreds of employers together to share risk and save money. With easy onboarding and personalized support every step of the way, the Captive offers control, flexibility, transparency, and returns all savings back to employers where they belong. 

Unlike other captives that outsource their underwriting to behemoth insurance companies, Roundstone has underwriters in-house that specialize in pricing stop loss coverage for businesses sharing risk in a group captive. 

In an industry shrouded in misaligned incentives, we believe in always aligning with the employers’ best interests and remain committed to our mission – quality, affordable healthcare and a better life for all.

Section iconCompany Overview

Headquarters
19621 Lake Road Rocky River, Ohio 44116 United States
Phone number
NAICS Code
524 - Insurance Carriers and Related Activities
Founded
2003
Employees
51-200

Section iconFunding & Financials

  • $500M$1B

    Roundstone's revenue is estimated to be in the range of $500M$1B

Section iconFunding & Financials

  • $500M$1B

    Roundstone's revenue is estimated to be in the range of $500M$1B

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