Flexible Benefit Service
Flexible Benefit Service is a Chicago-based third-party administrator founded in 1988 that administers consumer-driven health plans (FSA, HSA, HRA, ICHRA, Commuter) and compliance services (COBRA, POP, ERISA Wrap, NDT) for more than 5,000 U.S. employers and 250,000 participants, distributed primarily through insurance brokers and consultants.
- Company typePrivate
- Founded1988
- HeadquartersChicago, United States
- Headcount101–250
- GTM typeB2B
- OfferingServices
What Flexible Benefit Service does
Flexible Benefit Service LLC (Flex) is a Chicago-based, privately-held third-party administrator founded in 1988 that specializes in Consumer-Driven Health Plan (CDHP) administration and related compliance services for U.S. employers. The company's core product suite comprises tax-advantaged account-based benefits — Flexible Spending Accounts (FSA), Health Savings Accounts (HSA), Health Reimbursement Arrangements (HRA) including Individual Coverage HRAs (ICHRA), and Commuter Accounts — supplemented by compliance offerings such as COBRA administration, Premium Only Plans (POP), ERISA Wrap Document preparation, and Non-Discrimination Testing. Flex serves more than 5,000 employer clients and over 250,000 participants nationwide, operating through a broker/consultant channel as the primary distribution path, with additional direct employer sales and a General Agency function for individual-market ICHRA enrollment.
Flex's underlying technology stack includes a multi-plan debit card (the "Flex Card") that stacks HSA, FSA, HRA, and Commuter balances on a single instrument, integrated carrier claims feeds for automatic debit-card substantiation, the myflexaccount.com participant portal, and the My Flex Account mobile app (iOS and Android) with real-time account access, claims submission, a pharmacy discount card, and predictive analytics features. Revenue is generated primarily through recurring per-employee-per-month administration fees (FSA administration benchmarked at approximately $5/employee/month, or $60/employee/year), layered HRA/HSA/Commuter subscriptions, fixed-fee compliance and document services (NDT at $300-$750 per plan, Wrap documents at $400-$600, amendment fees at $175), and COBRA administration billed either as a monthly flat fee or per qualifying event. The company is founder-led by President and CEO Johnny DiVito, maintains dual Chicago offices and a Dallas regional office, and holds HIPAA and HiTrust security certifications; no outside funding, M&A activity, or parent-company ownership has been disclosed.
Flexible Benefit Service firmographics
Firmographics- Name
- Flexible Benefit Service
- Legal name
- Flexible Benefit Service LLC
- Website
- https://www.flexiblebenefit.com
- Company type
- Private
- Founded year
- 1988
- Operating status
- Operating
- Headcount range
- 101–250 employees
- Short description
- Flexible Benefit Service is a Chicago-based third-party administrator founded in 1988 that administers consumer-driven health plans (FSA, HSA, HRA, ICHRA, Commuter) and compliance services (COBRA, POP, ERISA Wrap, NDT) for more than 5,000 U.S. employers and 250,000 participants, distributed primarily through insurance brokers and consultants.
- Ownership category
- akta.pro rank
Flexible Benefit Service industry classification
Industry- Product category
- Employee Benefits Administration
- NAICS
- Pharmacy Benefit Management and Other Third Party Administration of Insurance and Pension Funds (524292)
- SIC
- Insurance Agents, Brokers & Service (6411)
- akta.pro primary industry
- Flexible Benefits Administration (FSA/HSA/HRA) (HLAEALAK)
- akta.pro secondary industry
- Benefits Administration & Enrollment Support (BPAAAIAB)
Keywords
Where Flexible Benefit Service is headquartered
LocationHeadquarters
- HQ city
- Chicago
- HQ country
- United States
- HQ region
- North America
Offices3 records
Markets served
Flexible Benefit Service business model
Business model- GTM type
- B2B
- Offering type
- Services
- Cost components
- Personnel, Operations, Technology or R&D, Marketing or Sales, Infrastructure
Revenue model
- FSA Administration Fees: Fees charged to employers for administering Flexible Spending Accounts. The approximate cost is $5/employee/month ($60/employee/year) to outsource FSA administration.
- HRA Administration: Fees for administering Health Reimbursement Arrangements with nominal administrative fees compared to the savings received by employers. Includes multiple HRA plan design options.
- ICHRA Administration: Individual Coverage HRA administration for employers of all sizes, with low administrative fees for managing claims, eligibility, and reimbursements.
- COBRA Administration: COBRA administration services with flexible billing options including monthly flat fee or pay-per-qualifying-event basis.
- Non-Discrimination Testing: Compliance testing services for Cafeteria Plans, Health Care FSAs, and Dependent Care FSAs at $300 per category or $750 for bundled pricing.
- Wrap Document Services: ERISA Wrap Document preparation services with tiered pricing: $400 standalone, $500 bundled with POP, $600 bundled with POP and testing, and $175 per amendment.
Pricing tiers
| Model | Billing | Price |
|---|---|---|
| Subscription | Monthly | FSA Administration: ~$5/employee/month ($60/employee/year) |
| One time/ perpetual license | Annual | Stand-alone Wrap Document: $400 |
| One time/ perpetual license | Annual | Bundled Wrap Document and POP: $500 |
| One time/ perpetual license | Annual | Bundled Wrap Document, POP with Testing: $600 |
| Transaction based/ take rate | Pay-as-you-go | Amendment Fee: $175 per occurrence |
| Subscription | Annual | Section 125 Cafeteria Plan Testing: $300 |
| Subscription | Annual | Section 105 FSA Health Care Testing: $300 |
| Subscription | Annual | Section 129 FSA Dependent Care Testing: $300 |
| Subscription | Annual | Bundled NDT Pricing: $750 |
| Subscription | Monthly | COBRA Administration: Flexible billing options |
Go-to-market motion2 records
Distribution channels4 records
Marketing channels7 records
Flexible Benefit Service product offering
Product offeringCore offering
Flexible Benefit Service (Flex) administers consumer-driven health plans (CDHPs) for employers, including Flexible Spending Accounts (FSA), Health Savings Accounts (HSA), Health Reimbursement Arrangements (HRA), Individual Coverage HRAs (ICHRA), and Commuter Accounts. The company also provides related compliance services such as COBRA administration, Premium Only Plans (POP), ERISA Wrap Documents, and Non-Discrimination Testing, all accessible through a unified technology platform featuring the Flex Card debit card and My Flex Account mobile application.
Product overview
Flexible Benefit Service (Flex) operates as a consumer-driven health benefits administrator offering an integrated suite of tax-advantaged account-based health plans and compliance services. The core product portfolio includes Flexible Spending Accounts (FSA), Health Savings Accounts (HSA), Health Reimbursement Arrangements (HRA), Individual Coverage HRAs (ICHRA), and Commuter Accounts—all accessible through a unified digital platform featuring the Flex Card debit card and My Flex Account mobile application. Complementing the account-based benefits are compliance services including COBRA Administration, Premium Only Plans (POP), ERISA Wrap Documents, and Non-Discrimination Testing. The platform enables employer and employee self-service through integrated carrier claims connections, real-time account management, and year-round engagement tools.
Differentiator
Problem solved
Functional benefit
Products and services
- Flexible Spending Account (FSA) Tax-free savings accounts administered for employers so employees can set aside pre-tax dollars for healthcare and dependent care expenses and save on payroll taxes.
- Health Savings Account (HSA) Tax-advantaged savings accounts administered for employers, paired with high-deductible health plans, offering triple-tax advantages and investment options for qualified healthcare expenses and retirement savings.
- Health Reimbursement Arrangement (HRA) Employer-funded plans administered by Flex that reimburse employees for out-of-pocket medical expenses, available in multiple configurations including Integrated, Dental/Vision, Qualified Small Employer, Retiree, Individual Coverage, and Excepted Benefit HRAs.
- Individual Coverage HRA (ICHRA) Administered Health Reimbursement Arrangement allowing employers of all sizes to reimburse employees tax-free for individual health insurance premiums and qualified out-of-pocket expenses.
- Commuter Account Tax-free transit and parking benefit accounts administered for employers, allowing employees to save up to 30% on commuting expenses through pre-tax payroll deductions.
- COBRA Administration Full-service COBRA compliance solution handling tracking, notifications, billing, and participant management to help employers satisfy federal COBRA requirements, billed as a monthly flat fee or per qualifying event.
- Premium Only Plan (POP) Section 125 cafeteria plan administered by Flex that lets employees pay for group health insurance premiums with pre-tax dollars, reducing benefit costs by up to 30%.
- ERISA Wrap Document Plan document preparation service that wraps around all ERISA health and welfare benefits to ensure compliance with required disclosures and Summary Plan Description requirements, with tiered pricing for standalone, bundled with POP, and bundled with testing.
- Non-Discrimination Testing (NDT) Annual compliance testing service for Cafeteria Plans, Health Care FSAs, Dependent Care FSAs, and POPs to ensure plans do not disproportionately benefit highly compensated employees.
- My Flex Account Mobile App Mobile application providing real-time account access, claims submission, pharmacy discount cards, cost and quality insights, and personalized healthcare spending recommendations for benefit plan participants.
- Flex Card Debit card solution that stacks HSA, FSA, HRA, and Commuter plans on one card for simplified benefits access at the point of sale, with auto-loaded plan contributions and eligibility restrictions.
- Compliance Dashboard Online compliance tracking tool for monitoring and managing health and welfare benefit plan compliance requirements for employers.
Quantifiable outcome
- Employers can save enough in payroll taxes to cover FSA administrative costs, making FSAs a benefit that often pays for itself
- +4 more outcomes
Companies that use Flexible Benefit Service
Customer profileNamed customers4 records
Segments3 records
Ideal customer profiles2 records
Flexible Benefit Service technology and API
TechnologyTechnology focussed No
API detail
- Has API
- No
- API docs
- API detail
Core technology
AI maturity
App detail
Feature6 records
Flexible Benefit Service partnerships and signals
Strategic signalScale indicators6 records
Recent moves5 records
Expansion highlights5 records
Flexible Benefit Service competitors and assessment
Company assessmentBroad incumbents
- ADP TotalSource / ADP Benefits: Major payroll and benefits administration provider with CDHP, COBRA, and FSA/HRA capabilities as part of a much broader HR/payroll portfolio. Indirectly competitive in mid-market and enterprise segments.
- Paychex: Large payroll and HR services provider offering benefits administration including FSA/HSA through partnerships. Competes with Flex primarily in the small/mid-market employer segment via bundled payroll + benefits offerings.
- Optum (UnitedHealth Group): Healthcare services and benefits platform that acquired ConnectYourCare. Operates a major CDHP administration platform as part of its broader health benefits and PBM portfolio, creating scale pressure for standalone TPAs like Flex.
- Businessolver: Benefits administration platform offering broader HR/benefits technology including CDHP integration. Overlaps with Flex on benefits administration but extends to broader employer benefits technology.
- Benefitfocus: Benefits technology platform serving employers, carriers, and consumers with enrollment, billing, and CDHP-adjacent workflows. Broader platform play with partial overlap with Flex's product suite.
Direct peers
- Further: National CDHP administrator offering FSA, HSA, HRA, COBRA, and commuter benefits through a broker channel. Closely comparable mid-sized competitor targeting the same employer and broker segments as Flex.
- HSA Bank (Webster Financial): Large HSA custodian and benefits administrator owned by Webster Financial. Comparable in HSA, FSA, and HRA administration with bank-custody scale advantages.
- TASC (Total Administrative Services Corporation): Privately held third-party administrator offering FSA, HRA, HSA, COBRA, commuter, and Section 125 plans. Highly comparable mid-market competitor with similar product breadth and broker-led distribution.
- HealthEquity: Largest pure-play HSA custodian in the US, also offering FSA, HRA, COBRA, and commuter administration post-WageWorks and ConnectYourCare acquisitions. Closest direct competitor to Flex across the full CDHP administration suite.
- WEX Health: Benefits administration division of WEX Inc., providing CDHP, COBRA, and consumer-driven benefit platforms to employers and health plans. Direct competitor in the same product categories with broader financial backing.
Market position
Strengths4 records
Weaknesses4 records
Competitive moat5 records
Key risks5 records
Key highlights6 records
Customer concentration
Flexible Benefit Service social profiles
Digital presenceFlexible Benefit Service compliance and trust
Trust signalCompliance2 records
Flexible Benefit Service financial estimates
Financial estimateRevenue estimate
Valuation estimate
Flexible Benefit Service leadership team
Management profileNumber of profiles
Profiles1 record
Flexible Benefit Service funding detail
Funding detailFunding overview
Funding rounds
Investors
Funding detail is available on the Subscription and Enterprise plan.Contact sales →
Flexible Benefit Service M&A and investment
M&A and investmentM&A
Investments
M&A and investment is available on the Subscription and Enterprise plan.Contact sales →
Frequently asked questions about Flexible Benefit Service
What does Flexible Benefit Service do?
Flexible Benefit Service (Flex) administers consumer-driven health plans (CDHPs) for employers, including Flexible Spending Accounts (FSA), Health Savings Accounts (HSA), Health Reimbursement Arrangements (HRA), Individual Coverage HRAs (ICHRA), and Commuter Accounts. The company also provides related compliance services such as COBRA administration, Premium Only Plans (POP), ERISA Wrap Documents, and Non-Discrimination Testing, all accessible through a unified technology platform featuring the Flex Card debit card and My Flex Account mobile application.
Is Flexible Benefit Service a public or private company?
Flexible Benefit Service is a private company. It is classified as founder individual operated bootstrapped and is currently operating.
When was Flexible Benefit Service founded?
Flexible Benefit Service was founded in 1988. It employs 101 to 250 people.
Where is Flexible Benefit Service based?
Flexible Benefit Service is headquartered in Chicago, United States, in the North America region.
How does Flexible Benefit Service make money?
Six revenue lines are on record. FSA Administration Fees are the primary driver. The others are HRA Administration, ICHRA Administration, COBRA Administration, non-Discrimination Testing and wrap Document Services.
Who are Flexible Benefit Service's main competitors?
Broad incumbents on record are ADP TotalSource / ADP Benefits, Paychex, Optum (UnitedHealth Group), Businessolver and Benefitfocus. Direct peers are Further, HSA Bank (Webster Financial), TASC (Total Administrative Services Corporation), HealthEquity and WEX Health.
Does Flexible Benefit Service have an API?
No public API is recorded for Flexible Benefit Service.
What industry is Flexible Benefit Service in?
Flexible Benefit Service's product category is Employee Benefits Administration. Its primary akta.pro industry code is HLAEALAK, Flexible Benefits Administration (FSA/HSA/HRA), with a secondary code of BPAAAIAB, Benefits Administration & Enrollment Support. Its NAICS code is 524292 and its SIC code is 6411.