From Capitol Hill to Your Wallet: Advocacy for Your Benefit
Learn about key HSA/FSA policy proposals, including HSA modernization, caregiver support, and higher DCFSA limits—and how you can advocate for change.
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News, insights and more from Flex
HSA/FSA Eligibility for Mattresses: What Mattress Brands Need to Know
Learn when mattresses qualify for HSA/FSA spending, including IRS rules, Revenue Ruling 55-261, and why a Letter of Medical Necessity is required.
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More Articles
What makes a product or service an IRS qualified HSA/FSA expense?
Learn what makes a product or service a qualified HSA/FSA expense under IRS rules, including IRC § 213(d), Publication 502, and eligibility categories.
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The Flex AI Investigation Agent for HSA/FSA Payments
We built a Slack agent that can trace a transaction end to end—and, when it finds a bug, open a pull request with a proposed fix.
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Where & How To Buy HSA/FSA Eligible Period Underwear
Learn whether period underwear is HSA or FSA eligible, when you may need an LMN, and how to purchase qualifying products using your healthcare benefits.
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Are Pads HSA/FSA Eligible & Where Can You Buy Them?
Learn when and why menstrual pads are HSA and FSA eligible, which period products qualify, and how and where to buy pads using your HSA or FSA online.
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HSA Reimbursement Rules, Timelines, & How It Works
Learn how HSA reimbursement rules work, including timelines and time limits, eligibility, examples, and when and how to reimburse yourself from your HSA.
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HSA Withdrawal Rules, Taxes, and How To Do It Properly
We go over the HSA withdrawal rules, including when withdrawals are taxable, how to avoid penalties, and how to withdraw funds properly from your HSA.
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A Guide To HSA and Medicare Contributions & Eligibility
Learn how HSA eligibility works with Medicare, when contributions must stop, potential penalties, & how to use your HSA funds after enrolling in Medicare.
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HSA Family Coverage Rules: Spouses, Friends, Dependents
Learn the HSA family coverage rules and who qualifies as an HSA dependent. Find out if you can use your HSA for a spouse, children, and tax dependents.
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Can You Use Your HSA/FSA for Endurance Races?
Learn when endurance race fees, training costs, and recovery products may qualify for HSA/FSA. Understand how a Letter of Medical Necessity can make race expenses eligible.
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Medicare Flex Card Eligibility, Benefits, & Scams Guide
Learn what a Medicare flex card is, how it works, who qualifies, key benefits, whether you can have a card in addition to an HSA or FSA account or plan.
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Critical HSA Taxes & Deductions Questions Answered
We answer the most important questions asked about HSAs and taxes, including whether your HSA contributions are tax deductible and what you need to report.
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How To Invest HSA Funds To Strategically Grow Over Time
Learn how to invest your Health Savings Account (HSA) funds, understand key rules, and explore strategic options to grow your tax-free funds over time.
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Best HSA FSA Payment Solutions for Yoga Studios in 2026
Learn about the best HSA and FSA payment solutions for yoga studios, what compliance rules apply, and how to become eligible to accept HSA/FSA payments.
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Is Semaglutide HSA/FSA Eligible? (+ How to Buy Online)
Learn when semaglutide qualifies for HSA and FSA use, which medical conditions support eligibility, and how to buy programs with using your HSA/FSA funds.
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IRS HSA/FSA Eligibility Explained by a Head of Compliance
FSA vs HSA eligible expenses explained by Flex’s Head of Compliance Benny Cole, using IRS rules, Publication 502, and industry eligibility categories.
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Securing Flex Checkout Order Confirmations with Webhooks
Our engineering team explains how to listen to and verify webhooks in your Flex-powered checkout to secure order confirmations and reduce fraudulent orders.
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How & When You Can Use HSA/FSA for a Gym Membership
Learn when gym memberships qualify as HSA and FSA eligible, when you need a medical letter, and how to buy eligible memberships online with ease today.
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How To Buy HSA/FSA Eligible Tampons & When You Can
Find out when tampons qualify as HSA/FSA eligible, whether a medical letter is needed, and how to purchase eligible tampons online with your benefits.
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How to Accept HSA/FSA Payments as a Merchant with Stripe
Find out how to accept HSA/FSA payments using Stripe, including when you qualify and how to actually set up the integration to enable HSA/FSA payments.
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When & Where You Can Use Your HSA/FSA Funds For Pilates
Is pilates HSA or FSA eligible? Learn when pilates qualifies, if you need a Letter of Medical Necessity, and how to buy with HSA or FSA funds for classes.
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10 Surprising HSA/FSA Eligible Items You Can Buy Online
From sleep trackers to posture gear, here are 10 surprising HSA/FSA-eligible items your pre-tax dollars can cover, and where you can buy them online.
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Can You Lose Unspent HSA Money At Year End?: Explained
We explain why HSA money doesn’t expire at the end of the year, what happens to unspent funds, and creative ways to spend your HSA funds efficiently.
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Do HSA Funds Expire? (HSA Rollover Rules Explained)
Do HSA funds expire or follow a use it or lose it rule? Learn how HSA rollover works, how long funds last, and how to spend your HSA wisely & efficiently.
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When Are Supplements HSA/FSA Eligible + Where To Buy
Learn when supplements are HSA and FSA eligible, which medical conditions qualify, and how to buy approved supplements using your HSA or FSA directly.
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Best HSA/FSA Approved Shoes & When They Qualify
Learn which types of shoes qualify for HSA or FSA spending, which conditions apply, and how to buy eligible shoes online using your HSA or FSA account.
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When & How To Pay for Yoga Classes With Your HSA/FSA
Learn when yoga is HSA and FSA eligible, which conditions qualify, and how to pay for yoga classes or programs using your tax-advantaged health funds.
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Where To Get HSA/FSA Eligible Red Light Therapy
Learn when red light therapy is HSA and FSA eligible, what medical conditions qualify, and how to buy approved devices and services using your funds.
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Are Running Shoes HSA or FSA Eligible & Where to Buy Them
Learn when running shoes qualify as HSA/FSA eligible, which medical conditions require an LMN, and how to buy approved footwear easily in the Flex Shop.
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How To Buy An Oura Ring with HSA/FSA Eligible Funds
We’ll explain when the Oura Ring is HSA/FSA eligible, how to buy one online with HSA/FSA funds, and some key things to know before making the purchase.
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HSA/FSA Stores Where You Can Use Your Accounts Online
Learn where you can spend your HSA/FSA money online, and explore a wide range of products you may not realize are HSA/FSA-eligible with most providers.
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