Flex

Flex

HSA/FSA payment checkout platform

Overview

Flex provides a checkout solution for health savings accounts (HSAs) and flexible spending accounts (FSAs). It offers a hosted checkout page or customizable UI building blocks that developers and businesses can integrate into their systems, enabling HSA/FSA payments in ecommerce, healthcare, and wellness contexts. The platform handles the transaction flow, IRS compliance, reporting, and verification, charging businesses for usage and added services. Flex differentiates itself by delivering ready-made, compliant payment integration focused specifically on HSA/FSA payments, simplifying adoption for merchants and developers, and targeting sectors like e-commerce platforms, healthcare providers, and wellness retailers. Its goal is to help consumers use tax-advantaged funds more easily while helping businesses increase conversion rates and stay compliant.

YC Company
Significant Headcount Growth

About Flex

Simplify's Rating
Why Flex is rated
B-
Rated B on Competitive Edge
Rated B on Growth Potential
Rated C on Differentiation

Industries

Enterprise Software

Fintech

Financial Services

Healthcare

Company Size

51-200

Company Stage

Series A

Total Funding

$18.3M

Headquarters

San Francisco, California

Founded

2023

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Simplify's Take

What believers are saying

  • Flex raised $15 million in September 2025, reaching $18 million total by August 2026.
  • New partners like Bluemercury, Spartan Race, and evo broaden merchant reach in 2026.
  • The Pause Life reported 52% higher AOV and over 80% checkout completion.

What critics are saying

  • Truemed's August 8, 2026 product routes purchases with clinician review and faster approvals.
  • Flex's 4% transaction fee loses value versus Truemed's flat $30 for bigger baskets.
  • IRS eligibility rules can shrink Flex's addressable catalog if auditors challenge dual-purpose claims.
  • If merchants stop underwriting LMN friction, Flex becomes a thin payments wrapper.

What makes Flex unique

  • Flex's August 18, 2026 evo deal extends HSA/FSA checkout into stores and online.
  • Its July 8, 2026 Shopify app syncs eligibility, badges, collections, and landing pages.
  • Flex integrates mixed carts, subscriptions, and letters of medical necessity across checkout.

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Funding

Total Funding

$18.3M

Below

Industry Average

Funded Over

3 Rounds

Series A funding typically happens when a startup has a product and some customers, and now needs funding to scale. This money is usually used to grow the team, expand marketing, and improve the product. Venture capital firms are frequently the main investors here.
Series A Funding Comparison
Meet Average

Industry standards

$15M
$8.2M
Discord
$15M
Canva
$15M
Flex
$30M
Kalshi

Benefits

Health Insurance

Dental Insurance

Vision Insurance

Unlimited Paid Time Off

Paid Sick Leave

Paid Parental Leave

Remote Work Options

Flexible Work Hours

Company Equity

Growth & Insights and Company News

Headcount

6 month growth

↓ -2%

1 year growth

↑ 4%

2 year growth

↑ 2%
The Mirror Democrat and Savanna Times-Journal
Aug 18th, 2026
Flex partners with evo to expand HSA/FSA access for eligible outdoor gear.

Flex partners with evo to expand HSA/FSA access for eligible outdoor gear. * 4 hrs ago SAN FRANCISCO, Aug. 18, 2026 (GLOBE NEWSWIRE) - Flex, the growth platform powering the next generation of health and wellness commerce, today announced a partnership with evo, the community-driven outdoor retailer and experiences company. Through the partnership, qualifying evo customers can now use HSA/FSA funds directly at online checkout and in evo retail stores for HSA/FSA-eligible outdoor purchases, including select bikes, footwear, and other products. For many consumers, the products that support health extend beyond the pharmacy counter or doctor's office. They also include the footwear, equipment, and products that help people stay active, support mobility, and build healthier routines. Through its partnership with evo, Flex is making it easier for eligible customers to discover products that may qualify and use their pre-tax healthcare dollars in ways that better support everyday movement and wellness. evo has long been built around a simple but powerful idea: getting outside can change lives. From retail and travel to hospitality, events, and community, the company has spent more than two decades helping people access the gear, experiences, and connections that make time outside more possible. The partnership with Flex builds on that mission by helping eligible customers easily understand which outdoor products may qualify for HSA/FSA spending. "Our purpose is Human Connection Outside, and that means helping more people access the gear and experiences that get them outside," said Rebecca Heard, Chief Commercial Officer at evo. "By partnering with Flex, we're giving eligible customers a more flexible way to use the benefits they already have toward qualifying cycling products that support movement, mobility, and active routines." Flex is fully integrated into evo's online checkout, enabling eligible customers to pay directly with HSA/FSA funds on qualifying purchases. For customers shopping in-store, Flex facilitates the qualifying consultation process and helps deliver the documentation needed to use HSA/FSA funds, including a Letter of Medical Necessity when required. Flex's community of HSA/FSA shoppers can also easily discover evo through the Flex marketplace. Together, these experiences make it easier for customers to confidently shop with their healthcare dollars "Using HSA/FSA benefits shouldn't feel complicated," said Sam O'Keefe, CEO of Flex. "Our partnership with evo helps customers understand what's eligible and gives them a simpler way to use their healthcare dollars on products that help them move, recover, and invest in their physical and mental health." The partnership marks Flex's continued expansion across health and wellness commerce, helping leading brands simplify HSA/FSA payments while giving consumers more opportunities to use their pre-tax healthcare dollars on everyday products that may qualify for HSA/FSA spending and support healthier, more active lives. Founded in Seattle in 2001, evo is a community-driven retailer and experiences company built around human connection through the outdoors. What began as an online store has evolved into an ecosystem spanning retail, hospitality, travel, and events across North America and Japan. Today, evo operates 12 stores across the U.S. and Canada (Whistler, BC), alongside 8 Rhythm Japan locations in Niseko, Hakuba, and Furano, as well as evo Hotel destinations in Salt Lake City, Hakuba, and Tahoe City. Together, these spaces connect riders, skiers, bikers, and outdoor enthusiasts to the gear, services, travel, and adventures that bring people together outside. Through evoTrip travel, expert ski and bike services, athlete and community partnerships, and the All Together Skatepark (ATS), evo continues to grow a global network dedicated to making outdoor culture more accessible, connected, and inclusive. About Flex Flex is the growth platform powering the next generation of health and wellness commerce. By unlocking America's $150B+ in pre-tax HSA and FSA spending, Flex turns a payment method into a customer acquisition engine, driving higher conversion, larger baskets, and entirely new audiences into a brand's checkout. Built to integrate with any commerce platform, Flex handles eligibility determination, compliance, and payment infrastructure. Learn more at withflex.com. Media gallery Sections.

Flex
Jul 27th, 2026
How The Pause Life enabled HSA/FSA subscriptions and grew AOV 52% with Flex.

How The Pause Life enabled HSA/FSA subscriptions and grew AOV 52% with Flex. When The Pause Life wanted to let customers pay with HSA/FSA funds - including on subscriptions - it chose Flex. The result: a 52% higher AOV on HSA/FSA orders, checkout completion above 80%, and a seamless experience for customers and internal teams alike. Paul Hughes Account Manager at Flex Updated: July 27, 2026 Key metrics. Higher AOV WITH Flex Customers spend more using health benefit funds with Flex CHECKOUT COMPLETION Over 80% of customers completed checkout using Flex When OBGYN Dr. Mary Claire Haver set out to build The Pause Life, she wasn't trying to create just another supplement brand. She was responding to a problem she had seen repeatedly throughout her career: women navigating perimenopause and menopause were underserved, undereducated, and left without high-quality, science-backed solutions. After years of caring for women in clinical settings, Dr. Haver grew frustrated by the lack of supplements she felt confident recommending to her own patients, so she decided to create them herself. The Pause Life was born out of that frustration, and grounded in a simple philosophy: real food first, supplements when needed. Today, The Pause Life serves women ages 35 and up, with a core customer base between 45 and 70. The brand pairs deep, science-backed education with targeted supplements that support heart health, brain health, immune function, and muscle recovery. Everything, from formulation to customer service, is rooted in trust, quality, and care. A growing demand for HSA/FSA - and a subscription gap. As The Pause Life scaled its direct-to-consumer business, one customer request became increasingly clear: shoppers wanted to use their HSA/FSA funds. This wasn't surprising. The brand's audience was already deeply invested in long-term health, and pre-tax dollars represented a meaningful way to make ongoing wellness more accessible. However, there was one clear limitation: being able to accept HSA/FSA subscription payments. With a large and expanding subscription business, not being able to support HSA/FSA on recurring orders created friction. Customers were asking for it, but the existing solution simply couldn't support subscriptions at the time. Why The Pause Life chose Flex for HSA/FSA payments. The Pause Life evaluated several HSA/FSA solutions before selecting Flex. Flex stood out because of its flexibility and partnership-first approach. When The Pause Life shared the specifics of their subscription model, the Flex team worked closely with their developers to quickly create a solution that enabled customers to use HSA/FSA funds for subscriptions. Equally important was the experience of working with the Flex team. They took the time to understand The Pause Life's business model, customer needs, and internal workflows - and adapted the solution accordingly. "The personalization and customer service were huge from onboarding to account management. That's what made us confident moving forward." Flex's fast, flexible implementation. Implementation was refreshingly simple. The Pause Life integrated Flex into their Shopify checkout very quickly, followed shortly by updates to landing pages and product detail pages. The team leaned into Flex's marketing best practices, clearly highlighting HSA/FSA eligibility across the site and refreshing messaging for key moments like year-end FSA spend. For customers, the experience felt intuitive and familiar - no confusion, no added friction. The impact: growth with no added friction. The impact of Flex on The Pause Life's revenue was immediate, and Flex completely changed how customers on The Pause Life made purchases. Orders placed using HSA/FSA funds consistently came with a 52% higher AOV. While consistently having checkout completion rates over 70% after implementing Flex, this February, they saw over 80% checkout completion rate, leading to meaningful revenue for The Pause Life that wasn't previously accessible before enabling HSA/FSA payments. Despite the larger basket sizes, the experience remained seamless. Customers found HSA/FSA payments straightforward and easy to understand, supported by clear messaging across product pages, banners, and a dedicated landing page. For a highly educated, health-focused audience, Flex felt like a natural extension of checkout, not a disruption. Internally, the Flex team continued to operate as a responsive, collaborative partner, supporting ongoing optimizations and new use cases as The Pause Life's business evolved. The result was a remarkable combination of a smooth experience for both customers and internal teams, while still seeing increased revenue and higher order values. What the future looks like for The Pause Life. As The Pause Life continues to expand its education platform, product offerings, and subscription business, Flex remains a key part of how the brand makes long-term wellness more accessible to women navigating perimenopause and menopause. "Flex gives our customers choice - and gives us confidence." Accept HSA/FSA payments today. Flex makes it easy to accept HSA/FSA payments at checkout.

Flex
Jul 8th, 2026
The Flex Shopify Marketing App: product eligibility sync, dynamic badges, Smart Collections & HSA/FSA landing pages.

The Flex Shopify Marketing App: product eligibility sync, dynamic badges, Smart Collections & HSA/FSA landing pages. The rebuilt Flex Shopify Marketing App syncs HSA/FSA product eligibility from Flex to the Shopify admin, adds dynamic product badges, and lets you build a dedicated HSA/FSA landing page from pre-built blocks - no custom development needed. Connor Olsen Product Updated: July 8, 2026 The Flex Shopify Marketing App helps merchants promote HSA/FSA across their storefront with product eligibility synced from Flex, dynamic product badges, and pre-built marketing blocks. Together, these features help customers discover eligible products, build trust, reduce confusion, and make it easier to complete purchases with HSA/FSA. Merchants that actively market HSA/FSA throughout the shopping journey make it easier for customers to understand their benefits and use pre-tax dollars at checkout. But building that experience hasn't always been easy. Product eligibility changes over time, marketing content needs to stay accurate, and manually managing large product catalogs doesn't scale. That's why Withflex rebuilt the Flex Shopify Marketing App. The latest update syncs product eligibility directly into Shopify and introduces dynamic product badges, automatic collections, and a library of pre-built marketing blocks. Whether you're merchandising eligible products on your PDPs or launching a dedicated HSA/FSA landing page, it's now easier than ever to improve discoverability, educate customers, increase conversion, and grow HSA/FSA sales. What's new in the Flex Shopify app? The updated Shopify Marketing App introduces three improvements: * Product eligibility sync from Flex to your Shopify admin * Dynamic product badges that always show the correct HSA/FSA pop-up messaging * Pre-built marketing blocks for creating an HSA/FSA landing page without custom development Together, these updates make it much easier to market HSA/FSA eligibility across your storefront while cutting manual maintenance. How does the app sync HSA/FSA product eligibility? Every product Flex classifies now syncs directly into your Shopify admin as a read-only eligibility field. Instead of manually tracking which products qualify, Shopify always has the latest eligibility information from Flex. This data powers the rest of the marketing experience and stays current automatically as your catalog changes. Create an HSA/FSA collection that updates itself. Once eligibility is synced into Shopify, you can create a Smart Collection that automatically includes every eligible product. As new products become eligible, they're added automatically. If eligibility changes, your collection updates with it. That means you can feature HSA/FSA products throughout your storefront without manually curating collections or updating product lists. One product template for your entire catalog. One of the biggest improvements in this release is the redesigned Flex Product Badge. Previously, merchants needed different product templates, or manual configuration, to display the correct badge for different eligibility types. Now you add the Flex badge once to your product template. The app reads Flex's eligibility classification for each product and displays the correct pop-up message: IIAS (Always Eligible), LMN (Dual Purpose), meaning eligible with a Letter of Medical Necessity, or Not Eligible, in which case the badge remains hidden. One product template works across your entire catalog. Build an HSA/FSA landing page in minutes. The updated app also includes a library of Shopify theme blocks designed for HSA/FSA education. You can build an entire landing page from pre-built components, including: * Hero sections * Announcement banners * Checkout walkthroughs * Frequently asked questions * Subscription reimbursement information * and more Combine these blocks with your Smart Collection to create an HSA/FSA storefront that educates customers and showcases eligible products. Why HSA/FSA education improves conversion and AOV. Many customers don't realize they can use their HSA or FSA until they're already shopping. Giving shoppers clear eligibility messaging throughout the buying journey builds confidence, reduces confusion, and makes it easier for them to complete a purchase using pre-tax dollars. Instead of explaining HSA/FSA eligibility one product at a time, merchants can create a consistent experience across their storefront in a few clicks. How to get started. Existing merchants will need to reinstall the Flex Marketing App to receive these updates. Shopify requires merchants to approve the app's new permissions before eligibility data can sync into Shopify. Once reinstalled, you'll be able to: * Sync product eligibility * Display dynamic product badges * Build Smart Collections of eligible products * Launch an HSA/FSA landing page using pre-built marketing blocks If you need help getting started, reach out to your Flex Account Manager or contact [email protected]. Additional resources. Explore the full setup guide or watch a walkthrough of the app in action: Frequently asked questions. Accept HSA/FSA payments today. Flex makes it easy to accept HSA/FSA payments at checkout.

Med Shop Direct
Jun 13th, 2026
Are Hospital Beds HSA eligible? What caregivers need to know.

Are Hospital Beds HSA eligible? What caregivers need to know. Key takeaways. * Yes, hospital beds are HSA and FSA eligible when they meet the IRS definition of durable medical equipment and are prescribed by a physician for home use. * The three requirements that determine eligibility are: a doctor's prescription confirming medical necessity, use in a home setting, and that the equipment serves a genuine medical purpose. * HSA, FSA, and HRA funds can all be used. Requirements vary by plan and administrator, so confirm with yours before purchasing. * MedShopDirect is partnered with Flex, so you can pay directly with your HSA or FSA card at checkout, no paperwork, no reimbursement hassle. * Browse the Hospital Beds for Sale collection to find HSA/FSA-eligible models for home care. Bottom Line: Hospital beds qualify as durable medical equipment under IRS rules. With a valid prescription and proper documentation, your HSA or FSA can cover the cost. Are Hospital Beds HSA eligible? Yes. Hospital beds are HSA eligible when they qualify as durable medical equipment (DME) under IRS guidelines. The same applies to FSA and HRA accounts. Under IRC 213(d)(1), medical care includes amounts paid for the diagnosis, cure, mitigation, treatment, or prevention of disease, or for the purpose of affecting any structure or function of the body. Hospital beds prescribed for use at home fall directly within that definition. The key is meeting the eligibility requirements, which are straightforward but specific. 3 requirements that determine eligibility. 1. A doctor's prescription confirming Medical Necessity. The bed must be prescribed by a physician. The prescription should state the medical condition that makes the hospital bed necessary, for example, post-surgical recovery, COPD, heart failure, neurological conditions such as Parkinson's or ALS, or a documented fall risk. A doctor's order or written recommendation is the foundational document. Without it, the purchase is unlikely to be approved for reimbursement. 2. Used in a home setting. The equipment must be intended for use in the patient's home or a facility that functions as a private residence. Hospital beds used in clinical or institutional settings are not covered under HSA or FSA reimbursement, only home use qualifies. 3. Serves a genuine medical purpose. The bed must be necessary for medical reasons and not primarily for personal comfort. A hospital bed prescribed for post-surgical recovery, chronic illness management, or a documented care need meets this standard. A bed purchased purely for sleeping comfort does not. HSA vs FSA vs HRA: which accounts cover Hospital Beds? All three account types can cover hospital beds when the eligibility requirements are met. Health Savings Account (HSA) funds are linked to a High Deductible Health Plan. They are individually owned, roll over year after year with no expiration, and can be invested. HSAs are the most flexible of the three. Flexible Spending Account (FSA) funds are set aside pre-tax through an employer. Unlike HSAs, FSAs are typically use-it-or-lose-it within the plan year, though some plans offer a grace period or limited rollover. Confirm your FSA deadline before purchasing. Health Reimbursement Account (HRA) funds are employer-funded and reimbursed after the purchase. The employer sets the rules, so coverage terms vary more widely than HSA or FSA. All three cover durable medical equipment including hospital beds. Requirements vary by plan, so always confirm with your administrator before purchasing. Common situations where a Hospital Bed qualifies. Hospital beds are most commonly approved for HSA and FSA reimbursement in the following situations: * Post-surgical recovery, a physician prescribes a hospital bed to support safe positioning and transfers at home following cardiac surgery, orthopedic procedures, or abdominal surgery * Chronic respiratory conditions, COPD, sleep apnea, or pulmonary conditions requiring elevated sleeping positions prescribed by a physician * Neurological conditions, Parkinson's disease, ALS, MS, or stroke recovery where repositioning, transfer assistance, or fall prevention are part of the documented care plan * Heart failure and cardiac conditions, conditions requiring Cardiac Chair or Trendelenburg positioning prescribed by a cardiologist * Fall prevention, a documented fall risk, especially in patients with dementia or Alzheimer's, where a low-profile hospital bed is prescribed to reduce injury from bed exits * Hospice and palliative care, end-of-life care at home where a hospital bed is part of the formal care plan In each of these situations, the physician's documentation of medical necessity is what makes the HSA or FSA claim defensible. What documentation to keep. Even when eligibility is clear, documentation protects the purchase in the event of an audit or administrator review. Keep the following on file: * The physician's prescription or letter of medical necessity specifying the condition and the equipment required * An itemized receipt showing the product name, date of purchase, and amount paid * Any correspondence with your HSA or FSA administrator confirming eligibility A Letter of Medical Necessity (LMN) is often the key document. Some hospital bed purchases require one, especially when the eligibility of the specific model is not pre-confirmed. Keep documentation for at least three years. How to Pay with HSA or FSA at MedShopDirect. MedShopDirect is partnered with Flex to make HSA and FSA payment straightforward at checkout. At checkout, select "Flex | Pay with HSA/FSA." Enter your HSA or FSA card details and complete your purchase. If your purchase requires a Letter of Medical Necessity, Flex guides you through a brief chat-based telehealth consultation to confirm eligibility, typically completed quickly without leaving the checkout flow. Flex also accepts credit and debit cards and supports split payments if you want to use HSA or FSA funds for part of the purchase and another payment method for the remainder. For eligible products on MedShopDirect's site, look for HSA/FSA messaging on individual product pages. Choosing the right Hospital Bed. Once you have confirmed that your purchase may qualify for HSA reimbursement, the next step is choosing the right bed for your care needs. Some families prioritize affordability, while others need advanced features such as height adjustment, Trendelenburg positioning, or transfer assistance. A bed like the Transfer Master Supernal 3 is a strong starting point for most home care situations, full electric, hi-low adjustable, and designed to fit naturally into a residential bedroom. For a complete overview of what to look for before purchasing, see its Hospital Bed Buying Guide. Frequently asked questions. Are hospital beds HSA eligible? Yes. Hospital beds qualify as durable medical equipment under IRS guidelines and are eligible for HSA, FSA, and HRA reimbursement when prescribed by a physician for home use. Can I use my FSA to buy a hospital bed? Yes. FSA funds cover durable medical equipment including hospital beds when the purchase meets eligibility requirements, a physician's prescription, home use, and a genuine medical purpose. Do I need a doctor's prescription to use HSA funds for a hospital bed? Yes. A physician's prescription or letter of medical necessity is required to support the HSA or FSA claim. Without it, the purchase may not be approved for reimbursement by your administrator. What is a Letter of Medical Necessity? A Letter of Medical Necessity is a document from your physician stating the medical condition that requires the equipment and confirming that it is medically necessary. It is the primary document used to support HSA and FSA claims for durable medical equipment. Can I pay with HSA or FSA directly on MedShopDirect? Yes. MedShopDirect is partnered with Flex. At checkout, select "Flex | Pay with HSA/FSA" to pay directly with your HSA or FSA card. Some products may require a brief telehealth consultation to confirm eligibility. Do HSA and FSA rules for hospital beds vary? Yes. While hospital beds are generally eligible as durable medical equipment, specific plan rules, documentation requirements, and reimbursement processes vary by administrator. Always confirm with your HSA or FSA administrator before purchasing. Can I use an HRA for a hospital bed? Yes. HRA funds can cover durable medical equipment including hospital beds. HRA terms are set by the employer, so coverage specifics vary, confirm with your employer or plan administrator.

Global Cosmetics News
May 20th, 2026
Bluemercury adds HSA/FSA payment option for luxury skincare.

Bluemercury adds HSA/FSA payment option for luxury skincare. THE WHAT? Bluemercury has partnered with Flex to allow customers to use HSA and FSA funds on eligible skincare, wellness and beauty products purchased online. THE DETAILS Through the partnership, more than 2,300 products on Bluemercury.com are now eligible for HSA/FSA spending, including professional-grade skincare, SPF, acne care, eczema treatments, dandruff care and post-procedure products. Eligible brands include SkinCeuticals, Augustinus Bader, La Mer, HigherDOSE, Therabody and M-61, with Bluemercury becoming the only luxury beauty retailer currently offering HSA/FSA payments for eligible La Mer purchases online. The integration allows customers to use pre-tax healthcare funds directly at checkout through Flex's payment system, which includes real-time eligibility verification and optional medical necessity documentation support. Customers can also split payments between HSA/FSA cards and traditional payment methods for mixed-product purchases. Bluemercury said dermatologist-recommended skincare has become increasingly integrated into consumers' everyday wellness routines, driving demand for clinically backed beauty products. THE WHY? The initiative supports growing consumer interest in medical-grade and dermatologist-backed skincare while making premium beauty and wellness products more financially accessible through healthcare spending accounts.

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