Insights

Small team leverage The company operates with a very small team (2-10 employees) which suggests high dependence on efficient benefits, onboarding, and compliance processes. Opportunity: position enterprise-grade benefits administration and streamlined open enrollment as a way to scale quickly without adding headcount.

Cost optimization With a stated focus on cost-effective, tailored solutions and a revenue range of 50M to 100M, there is an evident emphasis on ROI. Opportunity: propose bundled insurance, HSA/HRA/FSA optimization, and wellness programs that reduce total benefits cost while improving employee satisfaction.

Compliance readiness The description highlights keeping clients up-to-date with changing regulations. Opportunity: offer proactive regulatory updates, compliance audits, and automated documentation services to mitigate risk for growing payrolls and benefit programs.

Digital reach Tech stack includes AWS, WordPress, Shopify, and Microsoft 365, indicating a modern but lean digital footprint. Opportunity: upsell data-driven benefits analytics, digital enrollment portals, and customization capabilities to enhance user experience and scalability.

Expansion potential Recent years of growth in the benefits and insurance space, plus a competitive market with large peers, suggests room to capture mid-market or smaller enterprise clients seeking tailored, hands-on management. Opportunity: target SMBs seeking comprehensive, compliant benefits programs with concierge-level support.

Similar companies to FOUR SQUARE Insurance | Benefits | Managment | Solutions

FOUR SQUARE Insurance | Benefits | Managment | Solutions Tech Stack

FOUR SQUARE Insurance | Benefits | Managment | Solutions uses 8 technology products and services including Amazon Web Services, WordPress, oEmbed, and more. Explore FOUR SQUARE Insurance | Benefits | Managment | Solutions's tech stack below.

FOUR SQUARE Insurance | Benefits | Managment | Solutions's Email Address Formats

FOUR SQUARE Insurance | Benefits | Managment | Solutions uses at least 1 email format:
FOUR SQUARE Insurance | Benefits | Managment | Solutions Email FormatsExamplePercentage
First@foursquarebenefits.comJohn@foursquarebenefits.com
100%

Frequently Asked Questions

What is FOUR SQUARE Insurance | Benefits | Managment | Solutions's phone number?

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You can contact FOUR SQUARE Insurance | Benefits | Managment | Solutions'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 FOUR SQUARE Insurance | Benefits | Managment | Solutions's official website and social media links?

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FOUR SQUARE Insurance | Benefits | Managment | Solutions's official website is foursquarebenefits.com and has social profiles on LinkedIn.

How much revenue does FOUR SQUARE Insurance | Benefits | Managment | Solutions generate?

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As of August 2026, FOUR SQUARE Insurance | Benefits | Managment | Solutions's annual revenue is estimated to be $50M - $100M.

What is FOUR SQUARE Insurance | Benefits | Managment | Solutions's NAICS code?

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FOUR SQUARE Insurance | Benefits | Managment | Solutions's NAICS code is 524 - Insurance Carriers and Related Activities.

How many employees does FOUR SQUARE Insurance | Benefits | Managment | Solutions have currently?

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As of August 2026, FOUR SQUARE Insurance | Benefits | Managment | Solutions has approximately 9 employees across 1 continents, including North America. Key team members include Ceo/Advisor: J. P. T. G., Vice President Employee Benefits: J. H. and President: J. W. Explore FOUR SQUARE Insurance | Benefits | Managment | Solutions's employee directory with LeadIQ.

What industry does FOUR SQUARE Insurance | Benefits | Managment | Solutions belong to?

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FOUR SQUARE Insurance | Benefits | Managment | Solutions operates in the Insurance industry.

What technology does FOUR SQUARE Insurance | Benefits | Managment | Solutions use?

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FOUR SQUARE Insurance | Benefits | Managment | Solutions's tech stack includes Amazon Web Services, WordPress, oEmbed, Shopify, Microsoft 365, Font Awesome, YouTube and Sitelinks Search Box.

What is FOUR SQUARE Insurance | Benefits | Managment | Solutions's email format?

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FOUR SQUARE Insurance | Benefits | Managment | Solutions's email format typically follows the pattern of First@foursquarebenefits.com. Find more FOUR SQUARE Insurance | Benefits | Managment | Solutions email formats with LeadIQ.

When was FOUR SQUARE Insurance | Benefits | Managment | Solutions founded?

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FOUR SQUARE Insurance | Benefits | Managment | Solutions was founded in 1998.
FOUR SQUARE Insurance | Benefits | Managment | Solutions logo

FOUR SQUARE Insurance | Benefits | Managment | Solutions

InsuranceMaryland, United States2-10 Employees

Four Square Insurance provides guidance and management for employee benefits, combining insurance coverage with benefits administration and regulatory compliance to simplify program management for businesses. Since 1998, the firm has helped organizations streamline benefits programs, supporting activities from insurance selection to strategic planning with tailored, cost-conscious approaches. It serves companies of varying sizes and operates from Ocean City, Maryland.

Its offerings span traditional insurance lines such as health, dental, vision, life, and disability coverage, along with benefit plans like HSAs, HRAs, and FSAs, voluntary benefits, and telemedicine. Additionally, it provides management services for open enrollment, employee retention, and regulatory compliance, as well as administrative and wellness-focused solutions.

Section iconCompany Overview

Phone number
NAICS Code
524 - Insurance Carriers and Related Activities
Founded
1998
Employees
2-10

Section iconFunding & Financials

  • $50M - $100M

    FOUR SQUARE Insurance | Benefits | Managment | Solutions's revenue is estimated to be in the range of $50M - $100M

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